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JP2007308441A - Heterocycle-containing compound and its application - Google Patents

Heterocycle-containing compound and its application Download PDF

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Publication number
JP2007308441A
JP2007308441A JP2006141219A JP2006141219A JP2007308441A JP 2007308441 A JP2007308441 A JP 2007308441A JP 2006141219 A JP2006141219 A JP 2006141219A JP 2006141219 A JP2006141219 A JP 2006141219A JP 2007308441 A JP2007308441 A JP 2007308441A
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Japan
Prior art keywords
group
same meaning
formula
represent
represented
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JP2006141219A
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Japanese (ja)
Inventor
Hiroaki Shiraki
宏明 白木
Seishi Azuma
清史 東
Yoshitaka Tomigahara
祥隆 冨ヶ原
Junya Takahashi
淳也 高橋
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Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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Priority to JP2006141219A priority Critical patent/JP2007308441A/en
Priority to PCT/JP2007/060746 priority patent/WO2007136125A1/en
Publication of JP2007308441A publication Critical patent/JP2007308441A/en
Pending legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365Lactones
    • A61K31/366Lactones having six-membered rings, e.g. delta-lactones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4412Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/47042-Quinolinones, e.g. carbostyril
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/473Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • AHUMAN NECESSITIES
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    • A61P13/12Drugs for disorders of the urinary system of the kidneys
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    • A61P17/14Drugs for dermatological disorders for baldness or alopecia
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    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
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    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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Abstract

<P>PROBLEM TO BE SOLVED: To develop and provide a composition that improves tissue fibrosis (namely, an extracellular matrix accumulation inhibitor, a fibrosis-treating agent or a heart failure-treating agent) or the like by decreasing an expression level of an extracellular matrix gene in a tissue thereby lowering the accumulation amount of an extracellular matrix. <P>SOLUTION: The extracellular matrix gene transcription-inhibiting composition comprises a heterocycle-containing compound represented by formula (I) and an inactive carrier. <P>COPYRIGHT: (C)2008,JPO&INPIT

Description

本発明は、含複素環化合物及びその用途等に関する。   The present invention relates to a heterocyclic compound and its use.

肝硬変、慢性膵炎、スキルス胃癌、間質性肺疾患、喘息、慢性閉塞性肺疾患、糸球体腎炎、ループス腎炎、尿細管間質性腎炎、IgA腎症、腎硬化症、糖尿病性腎症、遺伝性腎疾患、心筋線維症、心不全、PTCA後の再狭窄、動脈硬化、骨髄線維症、関節リウマチ、炎症後の過形成痕跡、術後の瘢痕や熱傷性瘢痕、アトピー性皮膚炎、肥厚性瘢痕、子宮筋腫、前立腺肥大症、強皮症、アルツハイマー病、硬化性腹膜炎、糖尿病性網膜症、I型糖尿病においては、コラーゲン及びフィブロネクチンに代表されるような細胞外マトリックスの過度の集積により組織が線維化して硬化し、その結果、臓器・組織の機能低下や瘢痕形成等に至る。このような細胞外マトリックスの過度の集積は、細胞外マトリックスの生合成と分解とのバランスの破綻に基づく細胞外マトリックスの産生亢進によって導かれる。実際、線維化した組織においては、コラーゲン遺伝子(特にI型コラーゲン、III型コラーゲン、IV型コラーゲン)や、フィブロネクチン遺伝子、ラミニン遺伝子、プロテオグリカン遺伝子等といった細胞外マトリックス遺伝子の発現量が増加していることが観察されている(例えば、非特許文献1〜6参照)。
また、線維化した組織においては、サイトカインの1種であるTGF−βの量が上昇していることも観察されている(例えば、非特許文献1、2参照)。TGF−βは、細胞外マトリックス遺伝子の発現量を増加させ、細胞外マトリックスタンパクの産生亢進、ひいては、組織の線維化に関与していることが示唆されている(例えば、非特許文献1、7参照)。さらに、組織線維化のモデル動物に対し、抗TGF−β抗体や可溶性TGF−β受容体を投与することにより、組織の線維化が改善され、それに伴い組織機能が改善されることが明らかにされており(例えば、非特許文献8〜10参照)、またTGF−βの細胞内シグナル伝達に対し、抑制的に働く化合物を投与することにより、組織の線維化が改善され、それに伴い組織機能が改善されることも知られている(例えば、非特許文献11〜13参照)。
一方、左室拡張不全等の心不全や糖尿病性腎症や腎硬化症等の腎不全の病因は、高血圧状態の心臓線維化がその1つとされている。
Cirrhosis, chronic pancreatitis, Skills gastric cancer, interstitial lung disease, asthma, chronic obstructive pulmonary disease, glomerulonephritis, lupus nephritis, tubulointerstitial nephritis, IgA nephropathy, nephrosclerosis, diabetic nephropathy, heredity Renal disease, myocardial fibrosis, heart failure, restenosis after PTCA, arteriosclerosis, myelofibrosis, rheumatoid arthritis, post-inflammation hyperplasia, postoperative scar or burn scar, atopic dermatitis, hypertrophic scar In uterine fibroids, benign prostatic hyperplasia, scleroderma, Alzheimer's disease, sclerosing peritonitis, diabetic retinopathy, type I diabetes, the tissue is fibrotic due to excessive accumulation of extracellular matrix such as collagen and fibronectin. As a result, the function of organs / tissues decreases and scar formation occurs. Such excessive accumulation of the extracellular matrix is induced by increased production of the extracellular matrix based on the breakdown of the balance between biosynthesis and degradation of the extracellular matrix. In fact, in fibrotic tissues, the expression level of extracellular matrix genes such as collagen genes (particularly type I collagen, type III collagen, type IV collagen), fibronectin gene, laminin gene, proteoglycan gene, etc. has increased. Has been observed (for example, see Non-Patent Documents 1 to 6).
In fibrotic tissues, it has also been observed that the amount of TGF-β, which is a kind of cytokine, is increased (for example, see Non-Patent Documents 1 and 2). It has been suggested that TGF-β increases the expression level of an extracellular matrix gene and is involved in the enhancement of extracellular matrix protein production and, consequently, tissue fibrosis (for example, Non-Patent Documents 1 and 7). reference). Furthermore, it has been clarified that administration of anti-TGF-β antibody or soluble TGF-β receptor to tissue fibrosis model animals improves tissue fibrosis and accompanyingly improves tissue function. (For example, refer to Non-Patent Documents 8 to 10), and by administering a compound that acts to suppress the intracellular signal transduction of TGF-β, tissue fibrosis is improved, and tissue function is associated with it. It is also known to be improved (for example, see Non-Patent Documents 11 to 13).
On the other hand, heart fibrosis in a hypertensive state is one of the causes of heart failure such as left ventricular diastolic failure and renal failure such as diabetic nephropathy and nephrosclerosis.

J.Invest.Dermatol.,94,365,(1990)J. et al. Invest. Dermatol. , 94, 365, (1990) Proc.Natl.Acad.Sci.USA,88,6642,(1991)Proc. Natl. Acad. Sci. USA, 88, 6642, (1991) J.Am.Soc.Nephrol.,15,2637,(2004)J. et al. Am. Soc. Nephrol. , 15, 2637, (2004) Cardiovasc.Pathol.,13,119,(2004)Cardiovasc. Pathol. , 13, 119, (2004) Clin.Nephrol.,44,211,(1995)Clin. Nephrol. , 44, 211, (1995) J.Hepatol.,29,263,(1998)J. et al. Hepatol. , 29, 263 (1998) Lab.Invest.,63,171,(1990)Lab. Invest. , 63, 171, (1990) Diabetes,45,522−530,(1996)Diabetes, 45, 522-530, (1996) Proc.Natl.Acad.Sci.USA ,96,12719−12724,(1999)Proc. Natl. Acad. Sci. USA, 96, 12719-12724, (1999) Proc.Natl.Acad.Sci.USA ,97,8015−8020,(2000)]Proc. Natl. Acad. Sci. USA, 97, 8015-8020, (2000)] Autoimmunity,35,277−282,(2002)Autoimmunity, 35, 277-282, (2002) J.Hepatol.,37,331−339,(2002)J. et al. Hepatol. , 37, 331-339, (2002) Life Sci.,71,1559−1606,(2002)]Life Sci. , 71, 1559-1606, (2002)]

そこで、組織における細胞外マトリックス遺伝子の発現量を減少させ、細胞外マトリックス蓄積量を低下させることにより、組織の線維化を改善させる薬剤(即ち、細胞外マトリックス蓄積抑制剤や、線維症治療剤又は心不全治療剤)の開発・提供が切望されている。   Therefore, an agent that improves tissue fibrosis by decreasing the amount of extracellular matrix gene expression in the tissue and reducing the amount of extracellular matrix accumulation (ie, an agent for inhibiting extracellular matrix accumulation, a therapeutic agent for fibrosis, or The development and provision of therapeutic agents for heart failure) are eagerly desired.

本発明者らは、かかる状況の下、鋭意検討した結果、下記の式(I)〜(V)で示される化合物が細胞外マトリックス遺伝子の転写を抑制する能力を有することを見出し、本発明に至った。
即ち、本発明は、
1.式(I)

Figure 2007308441
[式中、
I.Σは、
式(Iα-1)
Figure 2007308441
[式中、
1.αは、芳香族5員環、又は、芳香族6員環を表し、(Yαにおいて、Yαは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表して、qが2以上のとき、Yαは同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群の基をなしてα環と縮環してもよく、(Xαにおいて、Xαは、下記のX群、Y群及びZ群に属さない置換基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xαは同一又は相異なり、pとqとの和は3以下である。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
2.Y群:Mb0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−基((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなす。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表す。}、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
3.Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、α環と縮環する基である。]
で示される基、
式(Iα-2)
Figure 2007308441
[式中、
1.Kααは、水素原子、ハロゲン原子、又は、(I-αα)−基
[(I-αα)は、式(I-αα)
Figure 2007308441
[式中、ααは、芳香族5員環又は芳香族6員環を表し、Yα及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群(Z群は、前記と同一の意味を表す。)の基をなしてαα環と縮環してもよい。]
で示される基を表す。]を表す。
2.Lααは、水素原子、C1-C10アルキル基、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KααとLααとは、置換基を有してもよいC4-C10アルケニレン基をなすことがある。
3.Qααは、水素原子、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
4.Wγは、酸素原子又は−NTγ−基(Tγは、窒素原子上の置換基を表す。)を表す。]
で示される基、
式(Iα-3)
Figure 2007308441
[式中、Kαα’は、水素原子、C1-C10アルキル基、又は、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)を表し、Lαα’は、水素原子又はC1-C10アルキル基を表し、Kαα’とLαα’とは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wγは、前記と同一の意味を表す。]
で示される基、又は、
式(Iα-4)
Figure 2007308441
[式中、Qβは、置換されてもよい水酸基を表し、Tγは、前記と同一の意味を表す。]
で示される基を表す。
II.βは、
式(I-1)
Figure 2007308441
[式中、
(1)Qαは、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
(2)Wαは、酸素原子又は−NTα−基(Tαは、水素原子、又は、窒素原子上の置換基を表す。)を表す。
(3)Kα及びLαは、同一又は相異なり、水素原子、又は、炭素原子上の置換基を表し、KαとLαとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(I-2)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lβは水酸基又はメチル基を表す。]
で示される基、
式(I-3)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lγは、C1-C10アルキル基を表す。]
で示される基、
式(I-4)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-5)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kβは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(I-6)
Figure 2007308441
[式中、Wαは、前記と同一の意味を表し、KγとLδとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなす。]
で示される基、
式(I-7)
Figure 2007308441
[式中、Qα及びWαは、前記と同一の意味を表し、KδとLεとは、−Vα=Vα’−Vα’’=Vα’’’−基(Vα、Vα’、Vα’’及びVα’’’は、同一又は相異なり、置換されてもよいメチン基、又は、−N=基を表し、Vα、Vα’、Vα’’及びVα’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(I-8)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(I-9)
Figure 2007308441
[式中、U及びWαは、前記と同一の意味を表す。]
で示される基、
式(I-10)
Figure 2007308441
[式中、U、Wα、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(I-11)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-12)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(I-13)
Figure 2007308441
[式中、Tα、Qβ、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(I-14)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-15)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-16)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(I-17)
Figure 2007308441
[式中、Tα、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.Φ−Γにおいて、
ΦはΣに結合する原子又は基を表し、Γは、βに結合する原子又は基を表し、
Φ−Γは、
式(ΦΓ-1)
−CR=CR’−CO− (ΦΓ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(ΦΓ-2)
−CR=CRII−CRIII=CRIV−CO− (ΦΓ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(ΦΓ-3)
−CR=CX−CO− (ΦΓ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-4)
−CR=CRII−C(=NORIII)− (ΦΓ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(ΦΓ-9)
−CHR−CHRII−CO− (ΦΓ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-10)
−CHR−CHRII−C(=NORIII)− (ΦΓ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-11)
−CR=CRII−CHRIII− (ΦΓ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-12)
−CHR−CRII=CRIII− (ΦΓ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-13)
−CHR−CHRII−CHRIII− (ΦΓ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-14)
−CHR−CHRII−Y− (ΦΓ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(ΦΓ-15)
−CO−CR=CRII− (ΦΓ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-16)
−C(=NORIII)−CR=CRII− (ΦΓ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-19)

Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-21)
−CO−CHR−CHRII− (ΦΓ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-22)
−C(=NORIII)−CHR−CHRII− (ΦΓ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-23)
−CO−C≡C− (ΦΓ-23)
で示される基、
式(ΦΓ-24)
−C(=NOR)−C≡C− (ΦΓ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-25)
−C(R)RII−N=CRIII− (ΦΓ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-26)
−NH−N=CR− (ΦΓ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-27)
−C(R)RII−NH−CO− (ΦΓ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-28)
−NR−CO−CO− (ΦΓ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-29)
−Y−C(R)RII−CO− (ΦΓ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(ΦΓ-30)
−CO−CH−CO− (ΦΓ-30)
で示される基を表す。
式(ΦΓ-31)
−C(R)RII−CO−NH− (ΦΓ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-32)
−YII−CO−NH− (ΦΓ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-33)
−NR’’−SO−NH− (ΦΓ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(ΦΓ-34)
−C(R)RII−NH−SO− (ΦΓ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物。
2.式(II)
Figure 2007308441
[式中、
I.Σは、
式(IIα-1)
Figure 2007308441
[式中、
1.αは、芳香族5員環、又は、芳香族6員環を表し、(Yαにおいて、Yαは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表して、qが2以上のとき、Yαは同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群の基をなしてα環と縮環してもよく、(Xαにおいて、Xαは、下記のX群、Y群及びZ群に属さない置換基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xαは同一又は相異なり、pとqとの和は3以下である。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
2.Y群:Mb0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−基((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなす。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表す。}、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
3.Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、α環と縮環する基である。]
で示される基、
式(IIα-2)
Figure 2007308441
[式中、
1.Kααは、水素原子、ハロゲン原子、又は、(II -αα)−基
[(II -αα)は、式(II -αα)
Figure 2007308441
[式中、ααは、芳香族5員環又は芳香族6員環を表し、Yα及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群(Z群は、前記と同一の意味を表す。)の基をなしてαα環と縮環してもよい。]
で示される基を表す。]を表す。
2.Lααは、水素原子、C1-C10アルキル基、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KααとLααとは、置換基を有してもよいC4-C10アルケニレン基をなすことがある。
3.Qααは、水素原子、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
4.Wγは、酸素原子又は−NTγ−基(Tγは、窒素原子上の置換基を表す。)を表す。]
で示される基、
式(IIα-3)
Figure 2007308441
[式中、Kαα’は、水素原子、C1-C10アルキル基、又は、(II-αα)−基((II-αα)は、前記と同一の意味を表す。)を表し、Lαα’は、水素原子又はC1-C10アルキル基を表し、Kαα’とLαα’とは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wγは、前記と同一の意味を表す。]
で示される基、又は、
式(IIα-4)
Figure 2007308441
[式中、Qβは、置換されてもよい水酸基を表し、Tγは、前記と同一の意味を表す。]
で示される基を表す。
II.βは、
式(II-1)
Figure 2007308441
[式中、
(1)Qαは、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
(2)Wαは、酸素原子又は−NTα−基(Tαは、水素原子、又は、窒素原子上の置換基を表す。)を表す。
(3)Kα及びLαは、同一又は相異なり、水素原子、又は、炭素原子上の置換基を表し、KαとLαとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(II-2)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lβは水酸基又はメチル基を表す。]
で示される基、
式(II-3)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lγは、C1-C10アルキル基を表す。]
で示される基、
式(II-4)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-5)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kβは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(II-6)
Figure 2007308441
[式中、Wαは、前記と同一の意味を表し、KγとLδとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなす。]
で示される基、
式(II-7)
Figure 2007308441
[式中、Qα及びWαは、前記と同一の意味を表し、KδとLεとは、−Vα=Vα’−Vα’’=Vα’’’−基(Vα、Vα’、Vα’’及びVα’’’は、同一又は相異なり、置換されてもよいメチン基、又は、−N=基を表し、Vα、Vα’、Vα’’及びVα’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(II-8)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(II-9)
Figure 2007308441
[式中、U及びWαは、前記と同一の意味を表す。]
で示される基、
式(II-10)
Figure 2007308441
[式中、U、Wα、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(II-11)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-12)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(II-13)
Figure 2007308441
[式中、Tα、Qβ、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(II-14)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-15)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-16)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(II-17)
Figure 2007308441
[式中、Tα、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.Φ−Γにおいて、
ΦはΣに結合する原子又は基を表し、Γは、βに結合する原子又は基を表し、
Φ−Γは、
式(ΦΓ-1)
−CR=CR’−CO− (ΦΓ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(ΦΓ-2)
−CR=CRII−CRIII=CRIV−CO− (ΦΓ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(ΦΓ-3)
−CR=CX−CO− (ΦΓ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-4)
−CR=CRII−C(=NORIII)− (ΦΓ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(ΦΓ-9)
−CHR−CHRII−CO− (ΦΓ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-10)
−CHR−CHRII−C(=NORIII)− (ΦΓ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-11)
−CR=CRII−CHRIII− (ΦΓ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-12)
−CHR−CRII=CRIII− (ΦΓ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-13)
−CHR−CHRII−CHRIII− (ΦΓ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-14)
−CHR−CHRII−Y− (ΦΓ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(ΦΓ-15)
−CO−CR=CRII− (ΦΓ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-16)
−C(=NORIII)−CR=CRII− (ΦΓ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-18)

Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-21)
−CO−CHR−CHRII− (ΦΓ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-22)
−C(=NORIII)−CHR−CHRII− (ΦΓ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-23)
−CO−C≡C− (ΦΓ-23)
で示される基、
式(ΦΓ-24)
−C(=NOR)−C≡C− (ΦΓ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-25)
−C(R)RII−N=CRIII− (ΦΓ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-26)
−NH−N=CR− (ΦΓ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-27)
−C(R)RII−NH−CO− (ΦΓ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-28)
−NR−CO−CO− (ΦΓ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-29)
−Y−C(R)RII−CO− (ΦΓ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(ΦΓ-30)
−CO−CH−CO− (ΦΓ-30)
で示される基を表す。
式(ΦΓ-31)
−C(R)RII−CO−NH− (ΦΓ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-32)
−YII−CO−NH− (ΦΓ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-33)
−NR’’−SO−NH− (ΦΓ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(ΦΓ-34)
−C(R)RII−NH−SO− (ΦΓ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
3.式(III)
Figure 2007308441
[式中、
I.σ0は、
式(IIIA0-1)
Figure 2007308441

[式中、
1.A0は、芳香族5員環、又は、芳香族6員環を表す。
2.(XA0において、XA0は、下記のA群からN群までのいずれかの群に含まれる基を表し、pは、0、1、2又は3を表し、pが2以上のとき、XA0は、同一又は相異なる。
(1)A群:D−R−基[Dは、(R−(O)−)AN−(O)k’−基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表し、kは、0又は1を表し、Aは、R−(CHR−(B−Bm’−基{Rは、水素原子、又は、ハロゲン原子若しくはR−B−基(R及びBは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基を表し、Rは、水素原子、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、mは、0又は1を表し、Bは、単結合、オキシ基、チオ基又は−N((O)’)−基(R’は、Rと同一又は相異なり、Rと同一の意味を表し、nは、0又は1を表す。)を表し、Bは、カルボニル基、チオカルボニル基又はスルホニル基を表し、m’は、0又は1を表し、Bがスルホニル基のとき、mは0となりかつRが水素原子となることはない。}を表し、k’は、0又は1を表す。}を表し、Rは、C1-C10アルキレン基を表す。但し、R’R ’’N−R−基(R’及びR’’は、Rと同一又は相異なり、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)を除く。]、D−R−基[Dは、シアノ基、R’NC(=N−(O)−A)−基(R、R’、n、及びAは、前記と同一の意味を表す。)、AN=C(−OR)−基(A及びRは、前記と同一の意味を表す。)又はNH−CS−基を表し、Rは前記と同一の意味を表す。]、D−R−基{Dは、ニトロ基又はROSO−基(Rは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}又はROSO−基(Rは、前記と同一の意味を表す。)である。
(2)B群:

Figure 2007308441

(a)−基
((a)において、Eは、置換基を有してもよい、飽和又は不飽和の、芳香族又は非芳香族の、5〜14員の炭化水素環又は複素環をなし、Rは、前記と同一の意味を表す。)である。
(3)C群:ハロゲン原子 、R−B−基(R及びBは、前記と同一の意味を表す。)、D−R−基[Dは、水酸基又はA−O−基(Aは、前記と同一の意味を表す。)を表し、Rは前記と同一の意味を表す。]、D−基[Dは、O=C(R)−基(Rは、前記と同一の意味を表す。)、A−(O)−N=C(R)−基(A、n及びRは、前記と同一の意味を表す。)、R−B−CO−R−(O)−N=C(R)−基{R、R、n及びRは、前記と同一の意味を表し、Bは、オキシ基、チオ基又は−N((O)’)−基(R’及びmは、前記と同一の意味を表す。)を表す。}、D−R−(O)−N=C(R)−基(D、R、n及びRは、前記と同一の意味を表す。)又はRN−N=C(R)−基(R、A及びRは、前記と同一の意味を表す。)を表す。]、RN−O−R−基(R、A及びRは、前記と同一の意味を表す。)、R(A−(O)−)N−基(R、A及びnは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−基(Dは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(4)D群:

Figure 2007308441

(b) −R−基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−R−基
((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなし、Rは、前記と同一の意味を表す。)、ハロゲン原子、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−R−基(D及びRは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基
である。
(5)E群:A−CO−R−基
である。但し、Aが水酸基のとき、Rがビニレン基ではない。
[Aは、
(i)A−B−基
{Aは、水素原子、又は、C1-C10アルキル基、又は、C2-C10ハロアルキル基、又は、ハロゲン原子で置換されてもよいC2-C10アルケニル基、又は、ハロゲン原子で置換されてもよいC3-C10アルキニル基、又は、Ra0−(R−基(Ra0は、置換されてもよい5−7員環のアリール基又はヘテロアリール基を表し、R及びmは前記と同一の意味を表す。)、又は、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)若しくはA−SO−R−基{Aは、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)又はR’N−基(R及びR’は、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}で置換されたC1-C10アルキル基を表し、
は、オキシ基、チオ基又は−N((O))−基(R及びmは、前記と同一の意味を表す。)を表す。但し、Bがチオ基のとき、Aが水素原子ではない。}、
(ii)R−B−CO−R−B’−基(R、B及びRは、前記と同一の意味を表し、B’は、Bと同一又は相異なり、Bと同一の意味を表す。但し、Bがチオ基のとき、Rが水素原子ではない。)又はD−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
(iii)R−SO−NR−基(Rは、前記と同一の意味を表す。但し、水素原子を除く。Rは、前記と同一の意味を表す。)、
(iv)(b)−基((b)は、前記と同一の意味を表す。)、
(v)(c)−基((c)は、前記と同一の意味を表す。)又は
(vi)RN−NR’−基(R、A及びR’は、前記と同一の意味を表す。)を表し、Rは、ハロゲン原子で置換されてもよいC2-C10アルケニレン基、又は、C2-C10アルキニレン基を表す。]
(6)F群:A−B−R−基[Aは、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−SO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、又は、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC1-C10アルキル基を表し、Bは、B−基(Bは、前記と同一の意味を表す。)又は−NA−基(Aは、前記と同一の意味を表す。)を表し、Rは、単結合又はC1-C10アルキレン基を表す。]
である。
(7)G群:A−B−R−基
[Aは、(a)−R−基((a)及びRは、前記と同一の意味を表す。)、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基、又は、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルケニル基、又は、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルキニル基を表し、B及びRは、前記と同一の意味を表す。]
である。
(8)H群:
−N(−(O)−A)−R−基(D、n、A及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。但し、シアノ基を除く。)、R(R’(O))N−CR’’=N−R−基(R、R’、n及びRは、前記と同一の意味を表し、R’’は、Rと同一又は相異なり、Rと同一の意味を表す。)、R−(O)−N=CR’−NR−R−基(R、n、R’、R及びRは、前記と同一の意味を表す。)、R−B−NR−CO−NR’−R−基(R、B、R、R’及びRは、前記と同一の意味を表す。)、D−CO−NR−R−基(D、R及びRは、前記と同一の意味を表す。)又はA−COCO−NR−R−基(A、R及びRは、前記と同一の意味を表す。)
である。
(9)I群:
−B−N((O))−R−基[Aは、ハロゲン原子で置換されてもよいC2-C10アルケニル基、C2-C10アルキニル基、C3-C10ハロアルキニル基、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、A−SO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、Bは、カルボニル基又はチオカルボニル基を表し、n、R及びRは、前記と同一の意味を表す。]、A−CS−N((O))−R−基[Aは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、n、R及びRは、前記と同一の意味を表す。]、
’−B’−B−N((O))−R−基[A’は、ハロゲン原子で置換されてもよいC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R及びBは、前記と同一の意味を表し、R’は、C2-C10アルキレン基を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、B’は、オキシ基、チオ基又は−N((O)n’’)−基(n’は、nと同一又は相異なり、nと同一の意味を表し、R’は、前記と同一の意味を表す。)を表し、B、n、R及びRは、前記と同一の意味を表す。]、A’−B’−CS−N((O))−R−基[A’は、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、B’は、前記と同一の意味を表し、n、R及びRは、前記と同一の意味を表す。]、A’−S−B’−N((O))−R−基[A’、n、R及びRは、前記と同一の意味を表し、B’は、カルボニル基又はスルホニル基を表す。]又はA’’−SO−N((O))−R−基[A’’は、C2-C10アルケニル基、ハロゲン原子で置換されたC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R、B及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、NO−R−基(Rは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(10)J群:A−CO−基(Aは、前記と同一の意味を表す。)、又は、A−CS−基(Aは、A又はAを表す。)、又は、A’(O)N=C(A)−基(A’は、A’又はA’を表し、m及びAは、前記と同一の意味を表す。)、又は、D−CO−基(Dは、前記と同一の意味を表す。)、又は、A−COCO−基(Aは、前記と同一の意味を表す。)、又は、A−CO−B’−R−基(A及びRは、前記と同一の意味を表し、B’は、オキシ基又はチオ基を表す。但し、B’がオキシ基のとき、Aは、Aではない。)、又は、A−CS−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。)、又は、A’’−SO−B’−R−基(A’’、B’及びRは、は、前記と同一の意味を表す。)、又は、A−SO−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。但し、Aは、水素原子となることはない。)、又は、A’−B’−B−B’−R−基(A’、B’、B、B’及びRは、は、前記と同一の意味を表す。)、又は、(b)−基((b)は、前記と同一の意味を表す。)若しくは(c)−基((c)は、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(11)K群:A10−N((O))−CO−R−基[A10は、水素原子(但し、nは0ではない。)、A’’−SO−基(A’’は、前記と同一の意味を表す。)、A−SO−基(Aは、前記と同一の意味を表す。但し、Aは、水素原子とはならない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、ROCH−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(12)L群:A10’−N((O))−SO−R−基[A10’は、水素原子(但し、nは0ではない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、R−CO−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]、A’’RN−SO−N((O)’)−R−基[A’’は、水素原子又はA’−基(A’は、前記と同一の意味を表す。)を表し、R、n、R’及びRは、前記と同一の意味を表す。]又は(b)−SO−N((O)’)−R−基[(b)、n、R’及びRは、前記と同一の意味を表す。]
である。
(13)M群:R(RS)C=N−R−基(R、R及びRは、前記と同一の意味を表す。)、RB(R’B’)C=N−R−基(R及びRは、前記と同一の意味を表し、R’は、Rと同一又は相異なり、Rと、同一の意味を表し、B及びB’は、同一又は相異なり、オキシ基又はチオ基を表す。)、R’N−(RS)C=N−R−基(R、R’、R及びRは、前記と同一の意味を表す。)、RN=C(SR)−NR’−R−基(R、R、R’及びRは、前記と同一の意味を表す。)又はR(R’O)N−R−基(R、R’及びRは、前記と同一の意味を表す。)
である。
(14)N群:A11−P(=O)(OR’)−R−基[A11は、R−基(Rは、前記と同一の意味を表す。)、RO−R−基(R及びRは、前記と同一の意味を表す。)又はROCO−CHR−基(R及びRは、前記と同一の意味を表す。)を表し、R’及びRは、前記と同一の意味を表す。]
である。
3.(YA0において、YA0は、下記のX群及びY群の基を表し、qは、0、1、2又は3を表し、p(pは、前記と同一の意味を表す。)とqとの和は3以下であり、qが2以上のとき、YA0は同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYA0は、Z群の基をなして、A0環と縮環してもよい。
(1)X群:
−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
(2)Y群:
b0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)は、前記と同一の意味を表す。)、

Figure 2007308441

(c)−基((c)は、前記と同一の意味を表す。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
(3)Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、A0環と縮環する基である。]
で示される基、
式(IIIA0-2)
Figure 2007308441
[式中、
1.KAA0は、水素原子、ハロゲン原子、又は、(III-AA0)−基
[(III-AA0)は、式(III-AA0)
Figure 2007308441
[式中、AA0は、芳香族5員環又は芳香族6員環を表し、YA0及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYA0は、Z群の基をなしてAA0環と縮環してもよい。]
で示される基を表す。]を表す。
2.LAA0は、水素原子、C1-C10アルキル基、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KAA0とLAA0とは、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.QAA0は、
水素原子、又は、QA0−基
[QA0は、
水酸基、(b)−基((b)は、前記と同一の意味を表す。)、
−B−B−基[A及びBは、前記と同一の意味を表し、Bは、オキシ基又は−N((O))−基(m及びRは、前記と同一の意味を表す。)を表す。但し、Aが水素原子のとき、Bは、スルホニル基ではない。]、
’’−SO−B−基(A’’及びBは、前記と同一の意味を表す。)、
−SO−B−基(A及びBは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、
’N−SO−B−基(R、R’及びBは、前記と同一の意味を表す。)、
(b)−SO−B−基((b)及びBは、前記と同一の意味を表す。)、
’−B−基(A’及びBは、前記と同一の意味を表す。)、
−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
c0−B−B−基(Mc0、B及びBは、前記と同一の意味を表す。)又は
c0−B−基(Mc0及びBは、前記と同一の意味を表す。)
を表す。]
である。
4.WC0は、酸素原子又は
−NTC0−基[TC0は、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はMc0−基(Mc0は、前記と同一の意味を表す。)を表す。]
である。]
で示される基、
式(IIIA0-3)
Figure 2007308441
[式中、KAA0’は、水素原子、C1-C10アルキル基、又は、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)を表し、LAA0’は、水素原子又はC1-C10アルキル基を表し、KAA0’とLAA0’とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、WC0は、前記と同一の意味を表す。]
で示される基、又は、
式(IIIA0-4)
Figure 2007308441
[式中、TC0は、前記と同一の意味を表し、QB0は、水酸基、A−B−O−基(A及びBは、前記と同一の意味を表す。)、A’’−SO−O−基(A’’は、前記と同一の意味を表す。)、A−SO−O−基(Aは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、R’N−SO−O−基(R及びR’は、前記と同一の意味を表す。)、(b)−SO−O−基((b)は、前記と同一の意味を表す。)、A’−O−基(A’は、前記と同一の意味を表す。)、D−R−O−基(D及びRは、前記と同一の意味を表す。)、Mc0−B−O−基(Mc0及びBは、前記と同一の意味を表す。)又はMc0−O−基(Mc0は、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.B0は、
式(III-1)
Figure 2007308441
[式中、
(1)QA0は、前記と同一の意味を表す。
(2)WA0は、酸素原子又は
−NTA0−基[TA0は、水素原子、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はMc0−基(Mc0は、前記と同一の意味を表す。)を表す。]
である。
(3)KA0は、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、LA0は、水素原子、C1-C10アルキル基又はMb0−基(Mb0は、前記と同一の意味を表す。)を表し、KA0とLA0とは、C3-C10アルキレン基、又は、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(III-2)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、LB0は水酸基又はメチル基を表す。]
で示される基、
式(III-3)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、LC0は、C1-C10アルキル基を表す。]
で示される基、
式(III-4)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-5)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、KB0は、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(III-6)
Figure 2007308441
[式中、WA0は、前記と同一の意味を表し、KC0とLD0とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなす。]
で示される基、
式(III-7)
Figure 2007308441
[式中、QA0及びWA0は、前記と同一の意味を表し、KD0とLE0とは、−VA0=VA0’−VA0’’=VA0’’’−基{VA0、VA0’、VA0’’及びVA0’’’は、同一又は相異なり、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表し、VA0、VA0’、VA0’’及びVA0’’’のうち少なくとも一つは−N=基を表す。}をなす。]
で示される基、
式(III-8)
Figure 2007308441
[式中、TA0及びQB0は、前記と同一の意味を表す。]
で示される基、
式(III-9)
Figure 2007308441
[式中、U及びWA0は、前記と同一の意味を表す。]
で示される基、
式(III-10)
Figure 2007308441
[式中、U、WA0、KD0及びLE0は、前記と同一の意味を表す。]
で示される基、
式(III-11)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-12)
Figure 2007308441
[式中、TA0及びQB0は、前記と同一の意味を表す。]
で示される基、
式(III-13)
Figure 2007308441
[式中、TA0、QB0、KD0及びLE0は、前記と同一の意味を表す。]
で示される基、
式(III-14)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-15)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-16)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(III-17)
Figure 2007308441
[式中、TA0、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.φ0−γ0において、
φ0はσ0に結合する原子又は基を表し、γ0は、B0に結合する原子又は基を表し、
φ0−γ0は、
式(φγ0-1)
−CR=CR’−CO− (φγ0-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(φγ0-2)
−CR=CRII−CRIII=CRIV−CO− (φγ0-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(φγ0-3)
−CR=CX−CO− (φγ0-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-4)
−CR=CRII−C(=NORIII)− (φγ0-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(φγ0-9)
−CHR−CHRII−CO− (φγ0-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-10)
−CHR−CHRII−C(=NORIII)− (φγ0-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-11)
−CR=CRII−CHRIII− (φγ0-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-12)
−CHR−CRII=CRIII− (φγ0-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-13)
−CHR−CHRII−CHRIII− (φγ0-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-14)
−CHR−CHRII−Y− (φγ0-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(φγ0-15)
−CO−CR=CRII− (φγ0-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-16)
−C(=NORIII)−CR=CRII− (φγ0-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(φγ0-21)
−CO−CHR−CHRII− (φγ0-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-22)
−C(=NORIII)−CHR−CHRII− (φγ0-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-23)
−CO−C≡C− (φγ0-23)
で示される基、
式(φγ0-24)
−C(=NOR)−C≡C− (φγ0-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-25)
−C(R)RII−N=CRIII− (φγ0-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-26)
−NH−N=CR− (φγ0-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-27)
−C(R)RII−NH−CO− (φγ0-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-28)
−NR−CO−CO− (φγ0-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-29)
−Y−C(R)RII−CO− (φγ0-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(φγ0-30)
−CO−CH−CO− (φγ0-30)
で示される基を表す。
式(φγ0-31)
−C(R)RII−CO−NH− (φγ0-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-32)
−YII−CO−NH− (φγ0-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-33)
−NR’’−SO−NH− (φγ0-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(φγ0-34)
−C(R)RII−NH−SO− (φγ0-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
4.式(IV)
Figure 2007308441
[式中、
I.σは、
式(IVA-1)

Figure 2007308441
[式中、
1.Aは、芳香族5員環、又は、芳香族6員環を表す。
2.(Xにおいて、Xは、下記のA群からN群までのいずれかの群に含まれる基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xは、同一又は相異なる。
(1)A群:D−R−基[Dは、(R−(O)−)AN−(O)k’−基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表し、kは、0又は1を表し、Aは、R−(CHR−(B−Bm’−基{Rは、水素原子、又は、ハロゲン原子若しくはR−B−基(R及びBは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基を表し、Rは、水素原子、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、mは、0又は1を表し、Bは、単結合、オキシ基、チオ基又は−N((O)’)−基(R’は、Rと同一又は相異なり、Rと同一の意味を表し、nは、0又は1を表す。)を表し、Bは、カルボニル基、チオカルボニル基又はスルホニル基を表し、m’は、0又は1を表し、Bがスルホニル基のとき、mは0となりかつRが水素原子となることはない。}を表し、k’は、0又は1を表す。}を表し、Rは、C1-C10アルキレン基を表す。但し、R’R ’’N−R−基(R’及びR’’は、Rと同一又は相異なり、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)を除く。]、D−R−基[Dは、シアノ基、R’NC(=N−(O)−A)−基(R、R’、n、及びAは、前記と同一の意味を表す。)、AN=C(−OR)−基(A及びRは、前記と同一の意味を表す。)又はNH−CS−基を表し、Rは前記と同一の意味を表す。]、D−R−基{Dは、ニトロ基又はROSO−基(Rは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}又はROSO−基(Rは、前記と同一の意味を表す。)である。
(2)B群:
Figure 2007308441

(a)−基
[(a)において、E及びE’は、C1-C10アルキル基若しくはC1-C10アルコキシ基で置換されてもよいメチレン基、又は、カルボニル基を表す。但し、E及びE’は、同時にカルボニル基となることはない。Eは、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC2-C10アルキレン基、又は、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC3-C10アルケニレン基を表し、Rは、前記と同一の意味を表す。]
である。
(3)C群:ハロゲン原子 、R−B−基(R及びBは、前記と同一の意味を表す。)、D−R−基[Dは、水酸基又はA−O−基(Aは、前記と同一の意味を表す。)を表し、Rは前記と同一の意味を表す。]、D−基[Dは、O=C(R)−基(Rは、前記と同一の意味を表す。)、A−(O)−N=C(R)−基(A、n及びRは、前記と同一の意味を表す。)、R−B−CO−R−(O)−N=C(R)−基{R、R、n及びRは、前記と同一の意味を表し、Bは、オキシ基、チオ基又は−N((O)’)−基(R’及びmは、前記と同一の意味を表す。)を表す。}、D−R−(O)−N=C(R)−基(D、R、n及びRは、前記と同一の意味を表す。)又はRN−N=C(R)−基(R、A及びRは、前記と同一の意味を表す。)を表す。]、RN−O−R−基(R、A及びRは、前記と同一の意味を表す。)、R(A−(O)−)N−基(R、A及びnは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−基(Dは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(4)D群:
Figure 2007308441
(b) −R−基[(b)において、G、G、G及びGは、隣接原子と単結合で結ばれた、メチル基で置換されてもよいメチレン基、又は、隣接原子と二重結合で結ばれた、メチル基で置換されてもよいメチン基を表し、Gは、単結合、又は、二重結合、又は、メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキレン基、又は、メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC2-C10アルケニレン基を表し、Rは、前記と同一の意味を表す。]、
Figure 2007308441
(c)−R−基
((c)において、J、J及びJは、同一又は相異なり、メチル基で置換されてもよいメチン基、又は、窒素原子を表し、Rは、前記と同一の意味を表す。)、ハロゲン原子、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−R−基(D及びRは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基
である。
(5)E群:A−CO−R−基
である。但し、Aが水酸基のとき、Rがビニレン基ではない。
[Aは、
(i)A−B−基
{Aは、水素原子、又は、C1-C10アルキル基、又は、C2-C10ハロアルキル基、又は、ハロゲン原子で置換されてもよいC2-C10アルケニル基、又は、ハロゲン原子で置換されてもよいC3-C10アルキニル基、又は、R−(R−基(Rは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよい、フェニル基、ピリジル基、フリル基若しくはチエニル基を表し、R及びmは前記と同一の意味を表す。)、又は、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)若しくはA−SO−R−基{Aは、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)又はR’N−基(R及びR’は、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}で置換されたC1-C10アルキル基を表し、
は、オキシ基、チオ基又は−N((O))−基(R及びmは、前記と同一の意味を表す。)を表す。但し、Bがチオ基のとき、Aが水素原子ではない。}、
(ii)R−B−CO−R−B’−基(R、B及びRは、前記と同一の意味を表し、B’は、Bと同一又は相異なり、Bと同一の意味を表す。但し、Bがチオ基のとき、Rが水素原子ではない。)又はD−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
(iii)R−SO−NR−基(Rは、前記と同一の意味を表す。但し、水素原子を除く。Rは、前記と同一の意味を表す。)、
(iv)(b)−基((b)は、前記と同一の意味を表す。)、
(v)(c)−基((c)は、前記と同一の意味を表す。)又は
(vi)RN−NR’−基(R、A及びR’は、前記と同一の意味を表す。)を表し、Rは、ハロゲン原子で置換されてもよいC2-C10アルケニレン基、又は、C2-C10アルキニレン基を表す。]
(6)F群:A−B−R−基[Aは、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−SO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、又は、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC1-C10アルキル基を表し、Bは、B−基(Bは、前記と同一の意味を表す。)又は−NA−基(Aは、前記と同一の意味を表す。)を表し、Rは、単結合又はC1-C10アルキレン基を表す。]
である。
(7)G群:A−B−R−基
[Aは、(a)−R−基((a)及びRは、前記と同一の意味を表す。)、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基、又は、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルケニル基、又は、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルキニル基を表し、B及びRは、前記と同一の意味を表す。]
である。
(8)H群:
−N(−(O)−A)−R−基(D、n、A及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。但し、シアノ基を除く。)、R(R’(O))N−CR’’=N−R−基(R、R’、n及びRは、前記と同一の意味を表し、R’’は、Rと同一又は相異なり、Rと同一の意味を表す。)、R−(O)−N=CR’−NR−R−基(R、n、R’、R及びRは、前記と同一の意味を表す。)、R−B−NR−CO−NR’−R−基(R、B、R、R’及びRは、前記と同一の意味を表す。)、D−CO−NR−R−基(D、R及びRは、前記と同一の意味を表す。)又はA−COCO−NR−R−基(A、R及びRは、前記と同一の意味を表す。)
である。
(9)I群:
−B−N((O))−R−基[Aは、ハロゲン原子で置換されてもよいC2-C10アルケニル基、C2-C10アルキニル基、C3-C10ハロアルキニル基、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、A−SO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、Bは、カルボニル基又はチオカルボニル基を表し、n、R及びRは、前記と同一の意味を表す。]、A−CS−N((O))−R−基[Aは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、n、R及びRは、前記と同一の意味を表す。]、
’−B’−B−N((O))−R−基[A’は、ハロゲン原子で置換されてもよいC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R及びBは、前記と同一の意味を表し、R’は、C2-C10アルキレン基を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、B’は、オキシ基、チオ基又は−N((O)n’’)−基(n’は、nと同一又は相異なり、nと同一の意味を表し、R’は、前記と同一の意味を表す。)を表し、B、n、R及びRは、前記と同一の意味を表す。]、A’−B’−CS−N((O))−R−基[A’は、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、B’は、前記と同一の意味を表し、n、R及びRは、前記と同一の意味を表す。]、A’−S−B’−N((O))−R−基[A’、n、R及びRは、前記と同一の意味を表し、B’は、カルボニル基又はスルホニル基を表す。]又はA’’−SO−N((O))−R−基[A’’は、C2-C10アルケニル基、ハロゲン原子で置換されたC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R、B及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、NO−R−基(Rは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(10)J群:A−CO−基(Aは、前記と同一の意味を表す。)、又は、A−CS−基(Aは、A又はAを表す。)、又は、A’(O)N=C(A)−基(A’は、A’又はA’を表し、m及びAは、前記と同一の意味を表す。)、又は、D−CO−基(Dは、前記と同一の意味を表す。)、又は、A−COCO−基(Aは、前記と同一の意味を表す。)、又は、A−CO−B’−R−基(A及びRは、前記と同一の意味を表し、B’は、オキシ基又はチオ基を表す。但し、B’がオキシ基のとき、Aは、Aではない。)、又は、A−CS−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。)、又は、A’’−SO−B’−R−基(A’’、B’及びRは、は、前記と同一の意味を表す。)、又は、A−SO−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。但し、Aは、水素原子となることはない。)、又は、A’−B’−B−B’−R−基(A’、B’、B、B’及びRは、は、前記と同一の意味を表す。)、又は、(b)−基((b)は、前記と同一の意味を表す。)若しくは(c)−基((c)は、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(11)K群:A10−N((O))−CO−R−基[A10は、水素原子(但し、nは0ではない。)、A’’−SO−基(A’’は、前記と同一の意味を表す。)、A−SO−基(Aは、前記と同一の意味を表す。但し、Aは、水素原子とはならない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、ROCH−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(12)L群:A10’−N((O))−SO−R−基[A10’は、水素原子(但し、nは0ではない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、R−CO−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]、A’’RN−SO−N((O)’)−R−基[A’’は、水素原子又はA’−基(A’は、前記と同一の意味を表す。)を表し、R、n、R’及びRは、前記と同一の意味を表す。]又は(b)−SO−N((O)’)−R−基[(b)、n、R’及びRは、前記と同一の意味を表す。]
である。
(13)M群:R(RS)C=N−R−基(R、R及びRは、前記と同一の意味を表す。)、RB(R’B’)C=N−R−基(R及びRは、前記と同一の意味を表し、R’は、Rと同一又は相異なり、Rと、同一の意味を表し、B及びB’は、同一又は相異なり、オキシ基又はチオ基を表す。)、R’N−(RS)C=N−R−基(R、R’、R及びRは、前記と同一の意味を表す。)、RN=C(SR)−NR’−R−基(R、R、R’及びRは、前記と同一の意味を表す。)又はR(R’O)N−R−基(R、R’及びRは、前記と同一の意味を表す。)
である。
(14)N群:A11−P(=O)(OR’)−R−基[A11は、R−基(Rは、前記と同一の意味を表す。)、RO−R−基(R及びRは、前記と同一の意味を表す。)又はROCO−CHR−基(R及びRは、前記と同一の意味を表す。)を表し、R’及びRは、前記と同一の意味を表す。]
である。
3.(Yにおいて、Yは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表し、p(pは、前記と同一の意味を表す。)とqとの和は3以下であり、qが2以上のとき、Yは、同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYは、Z群の基をなして、A環と縮環してもよい。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HO−R−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
(2)Y群:M−R−基[Mは、M−基{Mは、M−R’−基{Mは、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいフェニル基、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいピリジル基、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいナフチル基、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、
Figure 2007308441

(d)−基(lは、2、3又は4であり、Bは、オキシ基又はチオ基を表す。)又は

Figure 2007308441
(e)−基(l及びBは、前記と同一の意味を表す。)を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、M−B−基(M及びBは、前記と同一の意味を表す。)、M−CO−基(Mは、前記と同一の意味を表す。)、M−CO−O−基(Mは、前記と同一の意味を表す。)、MO−CO−基(Mは、前記と同一の意味を表す。)、MN−基(M及びRは、前記と同一の意味を表す。)、M−CO−NR−基(M及びRは、前記と同一の意味を表す。)、MO−CO−NR−基(M及びRは、前記と同一の意味を表す。)、MN−CO−基(M及びRは、前記と同一の意味を表す。)、MN−CO−NR’−基(M、R及びR’は、前記と同一の意味を表す。)、MN−C(=NR’)−NR’’−基(M、R、R’及びR’’は、前記と同一の意味を表す。)、M−SO−NR−基(M及びRは、前記と同一の意味を表す。)又はMN−SO−基(M及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
(3)Z群:−Y’’=C(Y)−Y’−基(Yは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基、又は、C1-C10アルコキシ基を表し、Y’は、オキシ基、又は、チオ基、又は、C1-C10アルキル基で置換されてもよいイミノ基を表し、Y’’は、−N=基又はメチン基を表す。)、C3-C10アルキレン基又は−Y=Y’−Y’’=Y’’’−基[Y、Y’、Y’’及びY’’’は、同一又は相異なり、Ma−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表す。]
で示される基、
式(IVA-2)
Figure 2007308441
[式中、
1.KAAは、水素原子、ハロゲン原子、又は、(IV-AA)−基
[(IV-AA)は、式(IV-AA)
Figure 2007308441
[式中、AAは、芳香族5員環又は芳香族6員環を表し、Y及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYは、Z群の基をなしてAA環と縮環してもよい。]
で示される基を表す。]を表す。
2.LAAは、水素原子、C1-C10アルキル基、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KAAとLAAとは、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.QAAは、
水素原子、又は、Q−基
[Qは、
水酸基、(b)−基((b)は、前記と同一の意味を表す。)、
−B−B−基[A及びBは、前記と同一の意味を表し、Bは、オキシ基又は−N((O))−基(m及びRは、前記と同一の意味を表す。)を表す。但し、Aが水素原子のとき、Bは、スルホニル基ではない。]、
’’−SO−B−基(A’’及びBは、前記と同一の意味を表す。)、
−SO−B−基(A及びBは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、
’N−SO−B−基(R、R’及びBは、前記と同一の意味を表す。)、
(b)−SO−B−基((b)及びBは、前記と同一の意味を表す。)、
’−B−基(A’及びBは、前記と同一の意味を表す。)、
−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
−B−B−基(M、B及びBは、前記と同一の意味を表す。)又は
−B−基(M及びBは、前記と同一の意味を表す。)
を表す。]
である。
4.Wは、酸素原子又は
−NT−基[Tは、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はM−基(Mは、前記と同一の意味を表す。)を表す。]
である。]
で示される基、
式(IVA-3)
Figure 2007308441
[式中、KAA’は、水素原子、C1-C10アルキル基、又は、(III-AA)−基((III-AA)は、前記と同一の意味を表す。)を表し、LAA’は、水素原子又はC1-C10アルキル基を表し、KAA’とLAA’とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wは、前記と同一の意味を表す。]
で示される基、又は、
式(IVA-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Qは、水酸基、A−B−O−基(A及びBは、前記と同一の意味を表す。)、A’’−SO−O−基(A’’は、前記と同一の意味を表す。)、A−SO−O−基(Aは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、R’N−SO−O−基(R及びR’は、前記と同一の意味を表す。)、(b)−SO−O−基((b)は、前記と同一の意味を表す。)、A’−O−基(A’は、前記と同一の意味を表す。)、D−R−O−基(D及びRは、前記と同一の意味を表す。)、M−B−O−基(M及びBは、前記と同一の意味を表す。)又はM−O−基(Mは、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.Bは、
式(IV-1)
Figure 2007308441
[式中、
(1)Qは、前記と同一の意味を表す。
(2)Wは、酸素原子又は
−NT−基[Tは、水素原子、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はM−基(Mは、前記と同一の意味を表す。)を表す。]
である。
(3)Kは、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、Lは、水素原子、C1-C10アルキル基又はM−基(Mは、前記と同一の意味を表す。)を表し、KとLとは、C3-C10アルキレン基、又は、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(IV-2)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは水酸基又はメチル基を表す。]
で示される基、
式(IV-3)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは、C1-C10アルキル基を表す。]
で示される基、
式(IV-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-5)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(IV-6)
Figure 2007308441
[式中、Wは、前記と同一の意味を表し、KとLとは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなす。]
で示される基、
式(IV-7)
Figure 2007308441
[式中、Q及びWは、前記と同一の意味を表し、KとLとは、−V=V’−V’’=V’’’−基{V、V’、V’’及びV’’’は、同一又は相異なり、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表し、V、V’、V’’及びV’’’のうち少なくとも一つは−N=基を表す。}をなす。]
で示される基、
式(IV-8)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(IV-9)
Figure 2007308441
[式中、U及びWは、前記と同一の意味を表す。]
で示される基、
式(IV-10)
Figure 2007308441
[式中、U、W、K及びLは、前記と同一の意味を表す。]
で示される基、
式(IV-11)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-12)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(IV-13)
Figure 2007308441
[式中、T、Q、K及びLは、前記と同一の意味を表す。]
で示される基、
式(IV-14)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-15)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-16)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(IV-17)
Figure 2007308441
[式中、T、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.φ−γにおいて、
φはσに結合する原子又は基を表し、γは、Bに結合する原子又は基を表し、
φ−γは、
式(φγ-1)
−CR=CR’−CO− (φγ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(φγ-2)
−CR=CRII−CRIII=CRIV−CO− (φγ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(φγ-3)
−CR=CX−CO− (φγ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-4)
−CR=CRII−C(=NORIII)− (φγ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(φγ-9)
−CHR−CHRII−CO− (φγ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-10)
−CHR−CHRII−C(=NORIII)− (φγ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-11)
−CR=CRII−CHRIII− (φγ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-12)
−CHR−CRII=CRIII− (φγ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-13)
−CHR−CHRII−CHRIII− (φγ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-14)
−CHR−CHRII−Y− (φγ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(φγ-15)
−CO−CR=CRII− (φγ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-16)
−C(=NORIII)−CR=CRII− (φγ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(φγ-21)
−CO−CHR−CHRII− (φγ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-22)
−C(=NORIII)−CHR−CHRII− (φγ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-23)
−CO−C≡C− (φγ-23)
で示される基、
式(φγ-24)
−C(=NOR)−C≡C− (φγ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-25)
−C(R)RII−N=CRIII− (φγ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-26)
−NH−N=CR− (φγ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-27)
−C(R)RII−NH−CO− (φγ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-28)
−NR−CO−CO− (φγ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-29)
−Y−C(R)RII−CO− (φγ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(φγ-30)
−CO−CH−CO− (φγ-30)
で示される基を表す。
式(φγ-31)
−C(R)RII−CO−NH− (φγ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-32)
−YII−CO−NH− (φγ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-33)
−NR’’−SO−NH− (φγ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(φγ-34)
−C(R)RII−NH−SO− (φγ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
5.式(V)

Figure 2007308441
[式中、
I.sは、
式(Va-1)
Figure 2007308441
[式中、aは、ベンゼン環、ピリジン環、チオフェン環、フラン環、ピロール環、ピラゾール環、1,2,3−トリアゾール環、テトラゾール環、イソオキサゾール環、チアゾール環、ピリダジン環又はピリミジン環を表し、Xは、シアノ基で置換されたC1-C10アルキル基、又は、テトラヒドロピラン−4−イリデン基で置換されたC1-C10アルキル基、又は、ハロゲン原子若しくはシアノ基で置換されたC2-C10アルケニル基、又は、C1-C10アルコキシカルボニル基で置換されたC2-C10アルケニル基、又は、ヒドロキシ基で置換されたC3-C10アルキニル基、又は、a−r−b−r’−基{aは、C1-C10アルキルチオ基で置換されたメチル基、C1-C10アルキルスルフィニル基で置換されたメチル基、C1-C10アルキルスルホニル基で置換されたメチル基、C2-C10アルケニル基、C2-C10アルキニル基、rO−CO−基(rは、C1-C10アルキル基又は水酸基で置換されたC2-C10アルキル基を表す。)、カルボキシ基、rr’N−CO−基(r及びr’は、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)、a−NH−CO−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。)、a’−CO−基(a’は、モルホリノ基を表す。)、rr’N−CH−基(r及びr’は、前記と同一の意味を表す。)、r−(O)−CONH−CH−基(rは、C1-C10アルキル基を表し、lは0又は1を表す。)、r−OCH−基(rは、前記と同一の意味を表す。)、r−CO−基(rは、前記と同一の意味を表す。)、シアノ基又はスルホメチル基を表し、rは、C1-C10アルキレン基を表し、r’は、単結合又はC1-C10アルキレン基を表し、bは、オキシ基、チオ基、スルフィニル基、スルホニル基又はメチル基で置換されてもよいイミノ基を表す。}、又は、a−y−CO−NH−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表し、yは、オキシ基又はイミノ基を表す。)、又は、rO−COCO−NH−基(rは、前記と同一の意味を表す。)、又は、a−z−NH−基(aは、C2-C10アルケニル基、又は、C1-C10アルコキシ基、C1-C10アルコキシカルボニル基、カルボキシ基若しくはシアノ基で置換されたC1-C10アルキル基を表し、zは、カルボニル基又はスルホニル基を表す。)、又は、a−Nr’CO−基{aは、C1-C10アルコキシ基、又は、C3-C10アルケニルオキシ基、又は、r−SO−基(rは、前記と同一の意味を表す。)、又は、水酸基若しくはC1-C10アルコキシ基で置換されたC2-C10アルキル基、又は、r’N−基(rは、前記と同一の意味を表し、r’は、rと同一又は相異なり、rと同一の意味を表す。)で置換されたC2-C10アルキル基、又は、rO−CO−基(rは、前記と同一の意味を表す。)、シアノ基若しくはアミノカルボニル基で置換されたC1-C10アルキル基、又は、rO−CO−(rO−COCH)CH−基(rは、前記と同一の意味を表す。)を表し、r’は、前記と同一の意味を表す。}、又は、a−NHSO−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。)、又は、rON=CH−基(rは、前記と同一の意味を表す。)、又は、rNHCSNH−基(rは、前記と同一の意味を表す。)、又は、rNHC(−Sr’)=N−基(r及びr’は、前記と同一の意味を表す。)、又は、(rO)P(=O)CH−基(rは、前記と同一の意味を表す。)を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xは、同一又は相異なり、
は、ハロゲン原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基、又は、C1-C10アルコキシ基で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、2−オキソ−オキサゾリジン−3−イル基、又は、[1,3]ジオキソラン−2−イル基、又は、モルホリノ基で置換されたC1-C10アルコキシ基、又は、a’−b’−基(a’は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、b’は、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)、又は、ニトロ基、又は、シアノ基、又は、rO−CO−基(rは、前記と同一の意味を表す。)、又は、r’N−基(r及びr’は、前記と同一の意味を表す。)、又は、rCO−NH−基(rは、前記と同一の意味を表す。)、又は、r’NCONH−基(r及びr’は、前記と同一の意味を表す。)、又は、rr’NCO−基(r及びr’は、前記と同一の意味を表す。)、又は、水酸基を表し、qは、0、1、2又は3を表し、qが2以上のとき、Yは、同一又は相異なり、qが2以上のとき、隣接しているYは、a環と縮環して4,5,6,7−テトラヒドロベンゾ[b]チオフェン環をなしてもよい。]
で示される基、
式(Va-2)
Figure 2007308441
[式中、
1.Kaaは、水素原子、ハロゲン原子、又は、(V-aa)−基
[(V-aa)は、式(V-aa)
Figure 2007308441
[式中、aaは、チオフェン環、フラン環、ピロール環、チアゾール環、ベンゼン環又はピリジン環を表し、Y及びqは、前記と同一の意味を表す。]で示される基を表す。]を表す。
2.Laaは、水素原子、C1-C10アルキル基、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KaaとLaaとは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.Qaaは、水素原子、r−O−基{rは、水素原子、又は、C1-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基、又は、r’N−CH−基(r及びr’は、前記と同一の意味を表す。)、rOCH−基(rは、前記と同一の意味を表す。)、r−CO−基(rは、前記と同一の意味を表す。)、C1-C10アルコキシカルボニル基、カルボキシ基、アミノカルボニル基若しくはシアノ基で置換されたC1-C10アルキル基、又は、r−r−基(rは、フェニル基又はピリジル基を表し、rは、C1-C10アルキレン基を表す。)を表す。}、又は、ピペリジノ基、又は、モルホリノ基、又は、r’N−基(r及びr’は、同一又は相異なり、水素原子、又は、C1-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基、又は、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。但し、同時に水素原子となることはない。)である。
4.Wは、酸素原子又は−NT−基[Tは、r−基(rは、rと同一又は相異なり、rと同一の意味を表す。)又はr’−基(r’は、rと同一又は相異なり、rと同一の意味を表す。)を表す。但し、水素原子となることはない。]である。]
で示される基、
式(Va-3)
Figure 2007308441
[式中、Kaa’は、水素原子、C1-C10アルキル基、又は、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)を表し、Laa’は、水素原子又はC1-C10アルキル基を表し、Kaa’とLaa’とは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wは、前記と同一の意味を表す。]
で示される基、又は、
式(Va-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Qは、r−O−基(rは、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.bは、
式(V-1)
Figure 2007308441
[式中、Qは、r−O−基(rは、前記と同一の意味を表す。)、又は、ピペリジノ基、又は、モルホリノ基、又は、r’N−基(r及びr’は、前記と同一の意味を表す。)を表し、Wは、酸素原子又は−NT−基[Tは、r−基(rは、rと同一又は相異なり、rと同一の意味を表す。)又はr’−基(r’は、rと同一又は相異なり、rと同一の意味を表す。)を表す。]を表し、Kは、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、Lは、水素原子又はC1-C10アルキル基を表し、KとLとは、C3-C10アルキレン基又は1,3−ブタジエニレン基をなすことがある。]
で示される基、
式(V-2)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは水酸基又はメチル基を表す。]
で示される基、
式(V-3)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは、C1-C10アルキル基を表す。]
で示される基、
式(V-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-5)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(V-6)
Figure 2007308441
[式中、Wは、前記と同一の意味を表し、KとLとは、C3-C10アルキレン基又はC4-C10アルケニレン基をなす。]
で示される基、
式(V-7)
Figure 2007308441
[式中、Q及びWは、前記と同一の意味を表し、KとLとは、−V=V’−V’’=V’’’−基(V、V’、V’’及びV’’’は、同一又は相異なり、メチン基、又は、−N=基を表し、V、V’、V’’及びV’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(V-8)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、又は、
式(V-9)
Figure 2007308441
[式中、U及びWは、前記と同一の意味を表す。]
で示される基、
式(V-10)
Figure 2007308441
[式中、U、W、K及びLは、前記と同一の意味を表す。]
で示される基、
式(V-11)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-12)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(V-13)
Figure 2007308441
[式中、T、Q、K及びLは、前記と同一の意味を表す。]
で示される基、
式(V-14)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-15)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-16)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(V-17)
Figure 2007308441
[式中、T及びKは、前記と同一の意味を表し、U’は、前記と同一の意味を表す。]
で示される基を表す。
III.f−gにおいて、
fはsに結合する原子又は基を表し、gは、bに結合する原子又は基を表し、
f−gは、
式(fg-1)
−CR=CR’−CO− (fg-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(fg-2)
−CR=CRII−CRIII=CRIV−CO− (fg-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(fg-3)
−CR=CX−CO− (fg-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-4)
−CR=CRII−C(=NORIII)− (fg-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(fg-9)
−CHR−CHRII−CO− (fg-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-10)
−CHR−CHRII−C(=NORIII)− (fg-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-11)
−CR=CRII−CHRIII− (fg-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-12)
−CHR−CRII=CRIII− (fg-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-13)
−CHR−CHRII−CHRIII− (fg-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-14)
−CHR−CHRII−Y− (fg-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(fg-15)
−CO−CR=CRII− (fg-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-16)
−C(=NORIII)−CR=CRII− (fg-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(fg-21)
−CO−CHR−CHRII− (fg-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-22)
−C(=NORIII)−CHR−CHRII− (fg-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-23)
−CO−C≡C− (fg-23)
で示される基、
式(fg-24)
−C(=NOR)−C≡C− (fg-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-25)
−C(R)RII−N=CRIII− (fg-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-26)
−NH−N=CR− (fg-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-27)
−C(R)RII−NH−CO− (fg-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-28)
−NR−CO−CO− (fg-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-29)
−Y−C(R)RII−CO− (fg-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(fg-30)
−CO−CH−CO− (fg-30)
で示される基を表す。
式(fg-31)
−C(R)RII−CO−NH− (fg-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-32)
−YII−CO−NH− (fg-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-33)
−NR’’−SO−NH− (fg-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(fg-34)
−C(R)RII−NH−SO− (fg-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
6.前項2〜5記載の化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物;
7.前項5記載の化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物;
8.細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物の使用;
9.細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、前項2〜5記載の化合物の使用;
10.細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、前項5記載の化合物の使用;
11.細胞外マトリックス遺伝子の発現量を減少させて細胞外マトリックス蓄積量の低下を導くことにより組織の線維化を改善するための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物の使用;
12.細胞外マトリックス遺伝子の発現量を減少させて細胞外マトリックス蓄積量の低下を導くことにより組織の線維化を改善するための有効成分としての、前項2〜5記載の化合物の使用;
13.有効量の、前項1記載の組成物に有効成分として含有されるシンナモイル化合物を、組織の線維化を改善させる処置を必要とする哺乳動物患者に投与することを特徴とする組織線維化改善方法;
14.有効量の前項2〜5記載の化合物を、組織の線維化を改善させる処置を必要とする哺乳動物患者に投与することを特徴とする組織線維化改善方法;
15.前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物と、不活性担体とを含有することを特徴とする慢性腎不全治療剤;
16.慢性腎不全を治療するための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物の使用;
17.有効量の、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物を、慢性腎不全治療処置を必要とする哺乳動物患者に投与することを特徴とする慢性腎不全治療方法;
18.前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物と、不活性担体とを含有することを特徴とする心不全治療剤;
19.心不全を治療するための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物の使用;
20.有効量の、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物を、心不全治療処置を必要とする哺乳動物患者に投与することを特徴とする心不全治療方法;
21.前項1記載の組成物に有効成分として含有されるシンナモイル化合物と不活性担体とを含有することを特徴とするTGF−β作用抑制組成物;
22.前項2〜5記載の化合物と不活性担体とを含有することを特徴とするTGF−β作用抑制組成物;
23.TGF−βの作用を抑制するための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物の使用;
24.TGF−βの作用を抑制するための有効成分としての、前項2〜5記載の化合物の使用;
25.前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物と、不活性担体とを含有することを特徴とする養毛組成物;
26.TGF−βによる毛髪退行期への移行促進を阻害して毛髪成長期の延長を導くことにより養毛効果を得るための有効成分としての、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物の使用;
27.有効量の、前項1記載の組成物に有効成分として含有されるシンナモイル化合物、又は、前項2〜5記載の化合物を、養毛処置を必要とする哺乳動物患者に投与することを特徴とする養毛方法;
等を提供するものである。 As a result of intensive studies under such circumstances, the present inventors have found that the compounds represented by the following formulas (I) to (V) have the ability to suppress transcription of extracellular matrix genes, and the present invention It came.
That is, the present invention
1. Formula (I)
Figure 2007308441
[Where:
I. Σ is
Formula (Iα-1)
Figure 2007308441
[Where:
1. α represents an aromatic 5-membered ring or an aromatic 6-membered ring; α ) q Y α Is the following X 0 Group or Y 0 Represents a group of groups, q represents 0, 1, 2 or 3, and when q is 2 or more, Y α Are the same or different, and when q is 2 or more, two adjacent Y same or different Y α Is Z 0 It may be condensed with an α ring as a group, and (X α ) p X α Is the following X 0 Group, Y 0 Group and Z 0 Represents a substituent not belonging to the group, p represents 0, 1, 2 or 3, and when p is 2 or more, X α Are the same or different, and the sum of p and q is 3 or less.
(1) X 0 Group: M a -Group [M a Is R b -Group (R b Represents a C1-C10 alkyl group which may be substituted with a halogen atom. ), Halogen atom, nitro group, cyano group, hydroxyl group, R c -B a -R d -Group (R c Represents a C1-C10 alkyl group which may be substituted with a halogen atom; a Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and R d Represents a single bond or a C1-C10 alkylene group. ), HOR d -Group (R d Represents the same meaning as described above. ), R e -CO-R d -Group (R e Represents a C1-C10 alkyl group which may be substituted with a hydrogen atom or a halogen atom, and R d Represents the same meaning as described above. ), R e -CO-O-R d -Group (R e And R d Represents the same meaning as described above. ), R e O-CO-R d -Group (R e And R d Represents the same meaning as described above. ), HO—CO—CH═CH— group, R e R e 'N-R d -Group (R e And R e 'Is the same or different, R e Represents the same meaning as above, R e 'R e Represents the same meaning as R d Represents the same meaning as described above. ), R e -CO-NR e '-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R b O-CO-N (R e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-CO-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R e R e 'N-CO-NR e '' -R d -Group (R e , R e 'And R e '' Is the same or different, R e And R e 'Represents the same meaning as described above, and R e '' Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R e R e 'NC (= NR e '') -NR e '''-R d -Group (R e , R e ', R e '' And R e '''Is the same or different, R e , R e 'And R e '' Represents the same meaning as above, R e '''Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R b -SO 2 -NR e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-SO 2 -R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
2. Y 0 Group: M b0 -R d -Group [M b0 Is M c0 -Group {M c0 Is M d0 -R d '-Group {M d0 Is M a -Group (M a Represents the same meaning as described above. 6-10 membered aryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 5-10 membered heteroaryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 3-10-membered hydrocarbon ring or heterocyclic group which may contain an unsaturated bond which may be substituted, or

Figure 2007308441

(b 0 ) -Group ((b 0 ) G 0 Forms a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent. ),

Figure 2007308441

(C 0 ) -Group ((c 0 ) 0 May contain a nitrogen atom and form an aromatic 5- to 7-membered ring. ),

Figure 2007308441

(D 0 ) -Group {d 0 Is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, —NR 1 -Group {R 1 Is a hydrogen atom, a C1-C10 alkyl group, a halogen atom or R 2 -B 1 -Group (R 2 Represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group; 1 Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. ) Represents a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group. }, A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -Group {e 0 Is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, -NR 1 -Group (R 1 Represents the same meaning as described above. ), A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. }, R d 'R d Same or different from R d Represents the same meaning as }. }, M c0 -B a -Group (M c0 And B a Represents the same meaning as described above. ), M c0 —CO— group (M c0 Represents the same meaning as described above. ), M c0 -CO-O- group (M c0 Represents the same meaning as described above. ), M c0 O-CO- group (M c0 Represents the same meaning as described above. ), M c0 R e N-group (M c0 And R e Represents the same meaning as described above. ), M c0 -CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 O-CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO- group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO-NR e '-Group (M c0 , R e And R e 'Represents the same meaning as described above. ), M c0 R e N-C (= NR e ') -NR e '' -Group (M c0 , R e , R e 'And R e '' Represents the same meaning as described above. ), M c0 -SO 2 -NR e -Group (M c0 And R e Represents the same meaning as described above. ) Or M c0 R e N-SO 2 -Group (M c0 And R e Represents the same meaning as described above. ) And R d Represents the same meaning as described above. ].
3. Z 0 Group: may have a halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, carbonyl group, thiocarbonyl group, oxy group, thio group, sulfinyl group or sulfonyl group, A 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring and a group condensed with the α ring. ]
A group represented by
Formula (Iα-2)
Figure 2007308441
[Where:
1. K αα Is a hydrogen atom, halogen atom, or (I-αα) -group
[(I-αα) is the formula (I-αα)
Figure 2007308441
[Wherein αα represents an aromatic 5-membered ring or an aromatic 6-membered ring; α And q represent the same meaning as described above, and when q is 2 or more, two adjacent Y identical or different Y α Is Z 0 Group (Z 0 The group represents the same meaning as described above. ) May be condensed with the αα ring. ]
Represents a group represented by ].
2. L αα Is a C2-C10 alkyl group substituted with a hydrogen atom, a C1-C10 alkyl group, an (I-αα) -group (where (I-αα) represents the same meaning as described above), (I-αα) -A C4-C10 alkenyl group which may be substituted with a group ((I-αα) represents the same meaning as described above) or an (I-αα)-group ((I-αα) is as defined above. Represents the same meaning.) Represents a C4-C10 alkynyl group optionally substituted by αα And L αα And may form a C4-C10 alkenylene group which may have a substituent.
3. Q αα Represents a hydrogen atom, an optionally substituted hydroxyl group, or an optionally substituted amino group.
4). W γ Is an oxygen atom or -NT γ -Group (T γ Represents a substituent on a nitrogen atom. ). ]
A group represented by
Formula (Iα-3)
Figure 2007308441
[Where K αα 'Represents a hydrogen atom, a C1-C10 alkyl group, or an (I-αα) -group (where (I-αα) represents the same meaning as described above), and L αα 'Represents a hydrogen atom or a C1-C10 alkyl group, and K αα 'And L αα 'May form an optionally substituted C3-C10 alkylene group or an optionally substituted C4-C10 alkenylene group, U' represents a hydrogen atom or a methyl group, W γ Represents the same meaning as described above. ]
Or a group represented by
Formula (Iα-4)
Figure 2007308441
[Where Q β Represents a hydroxyl group which may be substituted, and T γ Represents the same meaning as described above. ]
Represents a group represented by
II. β is
Formula (I-1)
Figure 2007308441
[Where:
(1) Q α Represents an optionally substituted hydroxyl group or an optionally substituted amino group.
(2) W α Is an oxygen atom or -NT α -Group (T α Represents a hydrogen atom or a substituent on a nitrogen atom. ).
(3) K α And L α Are the same or different and each represents a hydrogen atom or a substituent on a carbon atom; α And L α And may be a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (I-2)
Figure 2007308441
[Where T α Represents the same meaning as described above, and L β Represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (I-3)
Figure 2007308441
[Where T α Represents the same meaning as described above, and L γ Represents a C1-C10 alkyl group. ]
A group represented by
Formula (I-4)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (I-5)
Figure 2007308441
[Where T α Represents the same meaning as described above, and K β Represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (I-6)
Figure 2007308441
[Where W α Represents the same meaning as described above, and K γ And L δ Is a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (I-7)
Figure 2007308441
[Where Q α And W α Represents the same meaning as described above, and K δ And L ε Is -V α = V α '-V α '' = V α '''-Group (V α , V α ', V α '' And V α '''Represents the same or different methine group which may be substituted, or -N = group, and V α , V α ', V α '' And V α At least one of '''represents a -N = group. ). ]
A group represented by
Formula (I-8)
Figure 2007308441
[Where T α And Q β Represents the same meaning as described above. ]
A group represented by
Formula (I-9)
Figure 2007308441
[Where U and W α Represents the same meaning as described above. ]
A group represented by
Formula (I-10)
Figure 2007308441
[Where U, W α , K δ And L ε Represents the same meaning as described above. ]
A group represented by
Formula (I-11)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (I-12)
Figure 2007308441
[Where T α And Q β Represents the same meaning as described above. ]
A group represented by
Formula (I-13)
Figure 2007308441
[Where T α , Q β , K δ And L ε Represents the same meaning as described above. ]
A group represented by
Formula (I-14)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (I-15)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (I-16)
Figure 2007308441
[Where T α Represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (I-17)
Figure 2007308441
[Where T α , U ′ and K have the same meaning as described above. ]
Represents a group represented by
III. In Φ-Γ,
Φ represents an atom or group bonded to Σ, Γ represents an atom or group bonded to β,
Φ-Γ is
Formula (ΦΓ-1)
-CR = CR'-CO- (ΦΓ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (ΦΓ-2)
-CR I = CR II -CR III = CR IV -CO- (ΦΓ-2)
(Wherein R I , R II , R III And CR IV Are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group. )
A group represented by
Formula (ΦΓ-3)
-CR I = CX I -CO- (ΦΓ-3)
[Wherein R I Represents the same meaning as described above, and X I Is R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C (═O) — group (R II Represents the same meaning as described above. ). ]
A group represented by
Formula (ΦΓ-4)
-CR I = CR II -C (= NOR III ) − (ΦΓ-4)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-5)
Figure 2007308441
[Where X II Is an oxy group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-6)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-7)
Figure 2007308441
[Where X III Is an oxy group, a thio group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-8)
Figure 2007308441
[Where X IV Is -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ] Represents the same meaning as described above. ]
A group represented by
Formula (ΦΓ-9)
-CHR I -CHR II -CO- (ΦΓ-9)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-10)
-CHR I -CHR II -C (= NOR III ) − (ΦΓ-10)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-11)
-CR I = CR II -CHR III − (ΦΓ-11)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-12)
-CHR I -CR II = CR III − (ΦΓ-12)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-13)
-CHR I -CHR II -CHR III − (ΦΓ-13)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-14)
-CHR I -CHR II -Y I − (ΦΓ-14)
(Wherein R I And R II Represents the same meaning as above, and Y I Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. )
A group represented by
Formula (ΦΓ-15)
-CO-CR I = CR II − (ΦΓ-15)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-16)
-C (= NOR III ) -CR I = CR II − (ΦΓ-16)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-17)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-18)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-19)

Figure 2007308441
(Where X III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-20)
Figure 2007308441
(Where X IV Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-21)
-CO-CHR I -CHR II − (ΦΓ-21)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-22)
-C (= NOR III ) -CHR I -CHR II − (ΦΓ-22)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-23)
-CO-C≡C- (ΦΓ-23)
A group represented by
Formula (ΦΓ-24)
-C (= NOR I ) -C≡C- (ΦΓ-24)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-25)
-C (R I ) R II -N = CR III − (ΦΓ-25)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-26)
-NH-N = CR I − (ΦΓ-26)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-27)
-C (R I ) R II -NH-CO- (ΦΓ-27)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-28)
-NR I -CO-CO- (ΦΓ-28)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-29)
-Y I -C (R I ) R II -CO- (ΦΓ-29)
(Wherein R I And R II Represents the same meaning as above, Y I Represents the same meaning as above)
A group represented by
Formula (ΦΓ-30)
-CO-CH 2 -CO- (ΦΓ-30)
Represents a group represented by
Formula (ΦΓ-31)
-C (R I ) R II -CO-NH- (ΦΓ-31)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-32)
-Y II -CO-NH- (ΦΓ-32)
[Where Y II Is an oxy group, a thio group, or -NR I A group (wherein R I Represents the same meaning as described above. ). ]
A group represented by
Formula (ΦΓ-33)
-NR "-SO 2 -NH- (ΦΓ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (ΦΓ-34)
-C (R I ) R II -NH-SO 2 − (ΦΓ-34)
(Wherein R I And R II Represents the same meaning as described above. )
Represents a group represented by
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
An extracellular matrix gene transcription suppression composition comprising a heterocyclic compound represented by the formula (1) and an inert carrier.
2. Formula (II)
Figure 2007308441
[Where:
I. Σ is
Formula (IIα-1)
Figure 2007308441
[Where:
1. α represents an aromatic 5-membered ring or an aromatic 6-membered ring; α ) q Y α Is the following X 0 Group or Y 0 Represents a group of groups, q represents 0, 1, 2 or 3, and when q is 2 or more, Y α Are the same or different, and when q is 2 or more, two adjacent Y same or different Y α Is Z 0 It may be condensed with an α ring as a group, and (X α ) p X α Is the following X 0 Group, Y 0 Group and Z 0 Represents a substituent not belonging to the group, p represents 0, 1, 2 or 3, and when p is 2 or more, X α Are the same or different, and the sum of p and q is 3 or less.
(1) X 0 Group: M a -Group [M a Is R b -Group (R b Represents a C1-C10 alkyl group which may be substituted with a halogen atom. ), Halogen atom, nitro group, cyano group, hydroxyl group, R c -B a -R d -Group (R c Represents a C1-C10 alkyl group which may be substituted with a halogen atom; a Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and R d Represents a single bond or a C1-C10 alkylene group. ), HOR d -Group (R d Represents the same meaning as described above. ), R e -CO-R d -Group (R e Represents a C1-C10 alkyl group which may be substituted with a hydrogen atom or a halogen atom, and R d Represents the same meaning as described above. ), R e -CO-O-R d -Group (R e And R d Represents the same meaning as described above. ), R e O-CO-R d -Group (R e And R d Represents the same meaning as described above. ), HO—CO—CH═CH— group, R e R e 'N-R d -Group (R e And R e 'Is the same or different, R e Represents the same meaning as above, R e 'R e Represents the same meaning as R d Represents the same meaning as described above. ), R e -CO-NR e '-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R b O-CO-N (R e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-CO-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R e R e 'N-CO-NR e '' -R d -Group (R e , R e 'And R e '' Is the same or different, R e And R e 'Represents the same meaning as described above, and R e '' Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R e R e 'NC (= NR e '') -NR e '''-R d -Group (R e , R e ', R e '' And R e '''Is the same or different, R e , R e 'And R e '' Represents the same meaning as above, R e '''Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R b -SO 2 -NR e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-SO 2 -R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
2. Y 0 Group: M b0 -R d -Group [M b0 Is M c0 -Group {M c0 Is M d0 -R d '-Group {M d0 Is M a -Group (M a Represents the same meaning as described above. 6-10 membered aryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 5-10 membered heteroaryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 3-10-membered hydrocarbon ring or heterocyclic group which may contain an unsaturated bond which may be substituted, or

Figure 2007308441

(b 0 ) -Group ((b 0 ) G 0 Forms a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent. ),

Figure 2007308441

(C 0 ) -Group ((c 0 ) 0 May contain a nitrogen atom and form an aromatic 5- to 7-membered ring. ),

Figure 2007308441

(D 0 ) -Group {d 0 Is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, —NR 1 -Group {R 1 Is a hydrogen atom, a C1-C10 alkyl group, a halogen atom or R 2 -B 1 -Group (R 2 Represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group; 1 Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. ) Represents a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group. }, A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -Group {e 0 Is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, -NR 1 -Group (R 1 Represents the same meaning as described above. ), A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. }, R d 'R d Same or different from R d Represents the same meaning as }. }, M c0 -B a -Group (M c0 And B a Represents the same meaning as described above. ), M c0 —CO— group (M c0 Represents the same meaning as described above. ), M c0 -CO-O- group (M c0 Represents the same meaning as described above. ), M c0 O-CO- group (M c0 Represents the same meaning as described above. ), M c0 R e N-group (M c0 And R e Represents the same meaning as described above. ), M c0 -CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 O-CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO- group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO-NR e '-Group (M c0 , R e And R e 'Represents the same meaning as described above. ), M c0 R e N-C (= NR e ') -NR e '' -Group (M c0 , R e , R e 'And R e '' Represents the same meaning as described above. ), M c0 -SO 2 -NR e -Group (M c0 And R e Represents the same meaning as described above. ) Or M c0 R e N-SO 2 -Group (M c0 And R e Represents the same meaning as described above. ) And R d Represents the same meaning as described above. ].
3. Z 0 Group: may have a halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, carbonyl group, thiocarbonyl group, oxy group, thio group, sulfinyl group or sulfonyl group, A 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring and a group condensed with the α ring. ]
A group represented by
Formula (IIα-2)
Figure 2007308441
[Where:
1. K αα Is a hydrogen atom, a halogen atom, or a (II-αα) -group
[(II -αα) has the formula (II -αα)
Figure 2007308441
[Wherein αα represents an aromatic 5-membered ring or an aromatic 6-membered ring; α And q represent the same meaning as described above, and when q is 2 or more, two adjacent Y identical or different Y α Is Z 0 Group (Z 0 The group represents the same meaning as described above. ) May be condensed with the αα ring. ]
Represents a group represented by ].
2. L αα Is a C2-C10 alkyl group substituted with a hydrogen atom, a C1-C10 alkyl group, a (II-αα) -group (where (II-αα represents the same meaning as described above)), (II-αα) A C4-C10 alkenyl group which may be substituted with a group ((II-αα) has the same meaning as described above) or a (II-αα)-group ((II-αα) is as defined above; Represents the same meaning.) Represents a C4-C10 alkynyl group optionally substituted by αα And L αα And may form a C4-C10 alkenylene group which may have a substituent.
3. Q αα Represents a hydrogen atom, an optionally substituted hydroxyl group, or an optionally substituted amino group.
4). W γ Is an oxygen atom or -NT γ -Group (T γ Represents a substituent on a nitrogen atom. ). ]
A group represented by
Formula (IIα-3)
Figure 2007308441
[Where K αα 'Represents a hydrogen atom, a C1-C10 alkyl group, or a (II-αα) -group (wherein (II-αα) represents the same meaning as described above), and L αα 'Represents a hydrogen atom or a C1-C10 alkyl group, and K αα 'And L αα 'May form an optionally substituted C3-C10 alkylene group or an optionally substituted C4-C10 alkenylene group, U' represents a hydrogen atom or a methyl group, W γ Represents the same meaning as described above. ]
Or a group represented by
Formula (IIα-4)
Figure 2007308441
[Where Q β Represents a hydroxyl group which may be substituted, and T γ Represents the same meaning as described above. ]
Represents a group represented by
II. β is
Formula (II-1)
Figure 2007308441
[Where:
(1) Q α Represents an optionally substituted hydroxyl group or an optionally substituted amino group.
(2) W α Is an oxygen atom or -NT α -Group (T α Represents a hydrogen atom or a substituent on a nitrogen atom. ).
(3) K α And L α Are the same or different and each represents a hydrogen atom or a substituent on a carbon atom; α And L α And may be a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (II-2)
Figure 2007308441
[Where T α Represents the same meaning as described above, and L β Represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (II-3)
Figure 2007308441
[Where T α Represents the same meaning as described above, and L γ Represents a C1-C10 alkyl group. ]
A group represented by
Formula (II-4)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (II-5)
Figure 2007308441
[Where T α Represents the same meaning as described above, and K β Represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (II-6)
Figure 2007308441
[Where W α Represents the same meaning as described above, and K γ And L δ Is a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (II-7)
Figure 2007308441
[Where Q α And W α Represents the same meaning as described above, and K δ And L ε Is -V α = V α '-V α '' = V α '''-Group (V α , V α ', V α '' And V α '''Represents the same or different methine group which may be substituted, or -N = group, and V α , V α ', V α '' And V α At least one of '''represents a -N = group. ). ]
A group represented by
Formula (II-8)
Figure 2007308441
[Where T α And Q β Represents the same meaning as described above. ]
A group represented by
Formula (II-9)
Figure 2007308441
[Where U and W α Represents the same meaning as described above. ]
A group represented by
Formula (II-10)
Figure 2007308441
[Where U, W α , K δ And L ε Represents the same meaning as described above. ]
A group represented by
Formula (II-11)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (II-12)
Figure 2007308441
[Where T α And Q β Represents the same meaning as described above. ]
A group represented by
Formula (II-13)
Figure 2007308441
[Where T α , Q β , K δ And L ε Represents the same meaning as described above. ]
A group represented by
Formula (II-14)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (II-15)
Figure 2007308441
[Where T α Represents the same meaning as described above. ]
A group represented by
Formula (II-16)
Figure 2007308441
[Where T α Represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (II-17)
Figure 2007308441
[Where T α , U ′ and K have the same meaning as described above. ]
Represents a group represented by
III. In Φ-Γ,
Φ represents an atom or group bonded to Σ, Γ represents an atom or group bonded to β,
Φ-Γ is
Formula (ΦΓ-1)
-CR = CR'-CO- (ΦΓ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (ΦΓ-2)
-CR I = CR II -CR III = CR IV -CO- (ΦΓ-2)
(Wherein R I , R II , R III And CR IV Are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group. )
A group represented by
Formula (ΦΓ-3)
-CR I = CX I -CO- (ΦΓ-3)
[Wherein R I Represents the same meaning as described above, and X I Is R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C (═O) — group (R II Represents the same meaning as described above. ). ]
A group represented by
Formula (ΦΓ-4)
-CR I = CR II -C (= NOR III ) − (ΦΓ-4)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-5)
Figure 2007308441
[Where X II Is an oxy group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-6)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-7)
Figure 2007308441
[Where X III Is an oxy group, a thio group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-8)
Figure 2007308441
[Where X IV Is -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ] Represents the same meaning as described above. ]
A group represented by
Formula (ΦΓ-9)
-CHR I -CHR II -CO- (ΦΓ-9)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-10)
-CHR I -CHR II -C (= NOR III ) − (ΦΓ-10)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-11)
-CR I = CR II -CHR III − (ΦΓ-11)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-12)
-CHR I -CR II = CR III − (ΦΓ-12)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-13)
-CHR I -CHR II -CHR III − (ΦΓ-13)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-14)
-CHR I -CHR II -Y I − (ΦΓ-14)
(Wherein R I And R II Represents the same meaning as above, and Y I Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. )
A group represented by
Formula (ΦΓ-15)
-CO-CR I = CR II − (ΦΓ-15)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-16)
-C (= NOR III ) -CR I = CR II − (ΦΓ-16)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-17)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-18)

Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-19)
Figure 2007308441
(Where X III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-20)
Figure 2007308441
(Where X IV Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-21)
-CO-CHR I -CHR II − (ΦΓ-21)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-22)
-C (= NOR III ) -CHR I -CHR II − (ΦΓ-22)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-23)
-CO-C≡C- (ΦΓ-23)
A group represented by
Formula (ΦΓ-24)
-C (= NOR I ) -C≡C- (ΦΓ-24)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-25)
-C (R I ) R II -N = CR III − (ΦΓ-25)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-26)
-NH-N = CR I − (ΦΓ-26)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-27)
-C (R I ) R II -NH-CO- (ΦΓ-27)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-28)
-NR I -CO-CO- (ΦΓ-28)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-29)
-Y I -C (R I ) R II -CO- (ΦΓ-29)
(Wherein R I And R II Represents the same meaning as above, Y I Represents the same meaning as above)
A group represented by
Formula (ΦΓ-30)
-CO-CH 2 -CO- (ΦΓ-30)
Represents a group represented by
Formula (ΦΓ-31)
-C (R I ) R II -CO-NH- (ΦΓ-31)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (ΦΓ-32)
-Y II -CO-NH- (ΦΓ-32)
[Where Y II Is an oxy group, a thio group, or -NR I A group (wherein R I Represents the same meaning as described above. ). ]
A group represented by
Formula (ΦΓ-33)
-NR "-SO 2 -NH- (ΦΓ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (ΦΓ-34)
-C (R I ) R II -NH-SO 2 − (ΦΓ-34)
(Wherein R I And R II Represents the same meaning as described above. )
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
3. Formula (III)
Figure 2007308441
[Where:
I. σ0 is
Formula (IIIA0-1)
Figure 2007308441

[Where:
1. A0 represents an aromatic 5-membered ring or an aromatic 6-membered ring.
2. (X A0 ) p X A0 Is the following A 0 N from the group 0 Represents a group included in any group up to the group, p represents 0, 1, 2 or 3, and when p is 2 or more, X A0 Are the same or different.
(1) A 0 Group: D 1 -R 4 -Group [D 1 (R 1 -(O) k -) A 1 N- (O) k ' -Group {R 1 Is a hydrogen atom, a C1-C10 alkyl group, a halogen atom or R 2 -B 1 -Group (R 2 Represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group; 1 Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. ) Represents a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group, and k represents 0 or 1; 1 Is R 3 -(CHR 0 ) m -(B 2 -B 3 ) m ' -Group {R 3 Is a hydrogen atom, a halogen atom or R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ) Represents a C1-C10 alkyl group, a C2-C10 alkenyl group, or a C2-C10 alkynyl group optionally substituted by R) 0 Represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B 2 Is a single bond, an oxy group, a thio group or —N ((O) n R 1 ') -Group (R 1 'R 1 Same or different from R 1 And n represents 0 or 1. ) And B 3 Represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m ′ represents 0 or 1, and B 3 When is a sulfonyl group, m is 0 and R 3 Does not become a hydrogen atom. }, And k ′ represents 0 or 1. }, R 4 Represents a C1-C10 alkylene group. However, R 0 'R 0 '' N-R 4 -Group (R 0 'And R 0 '' Is R 0 Same or different from R 0 Represents the same meaning as R 4 Represents the same meaning as described above. )except for. ], D 2 -R 4 -Group [D 2 Is a cyano group, R 1 R 1 'NC (= N- (O) n -A 1 ) -Group (R 1 , R 1 ', N, and A 1 Represents the same meaning as described above. ), A 1 N = C (-OR 2 ) -Group (A 1 And R 2 Represents the same meaning as described above. Or NH 2 Represents -CS- group, R 4 Represents the same meaning as described above. ], D 3 -R 4 -Group {D 3 Is a nitro group or R 1 OSO 2 -Group (R 1 Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. } Or R 1 OSO 2 -Group (R 1 Represents the same meaning as described above. ).
(2) B 0 group:

Figure 2007308441

(A 0 ) -Group
((A 0 ) In E 0 Is a saturated or unsaturated, aromatic or non-aromatic 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent, R 1 Represents the same meaning as described above. ).
(3) C 0 Group: Halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 4 -R 4 -Group [D 4 Is a hydroxyl group or A 1 —O— group (A 1 Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. ], D 5 -Group [D 5 Is O = C (R 3 ) -Group (R 3 Represents the same meaning as described above. ), A 1 -(O) n -N = C (R 3 ) -Group (A 1 , N and R 3 Represents the same meaning as described above. ), R 1 -B 0 -CO-R 4 -(O) n -N = C (R 3 ) -Group {R 1 , R 4 , N and R 3 Represents the same meaning as above, B 0 Is an oxy group, a thio group or -N ((O) m R 1 ') -Group (R 1 'And m represent the same meaning as described above. ). }, D 2 -R 4 -(O) n -N = C (R 3 ) -Group (D 2 , R 4 , N and R 3 Represents the same meaning as described above. Or R 1 A 1 N−N = C (R 3 ) -Group (R 1 , A 1 And R 3 Represents the same meaning as described above. ). ], R 1 A 1 N-O-R 4 -Group (R 1 , A 1 And R 4 Represents the same meaning as described above. ), R 1 (A 1 -(O) n -) N-group (R 1 , A 1 And n represent the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. C2-C10 alkenyl group substituted with
It is.
(4) D 0 group:

Figure 2007308441

(b 0 -R 4 -Group ((b 0 ) G 0 Forms a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent. ),

Figure 2007308441

(C 0 -R 4 -Group
((C 0 ) 0 May contain a nitrogen atom, form an aromatic 5-7 membered ring, R 4 Represents the same meaning as described above. ), Halogen atom, R 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. C2-C10 alkynyl group substituted with
It is.
(5) E 0 Group: A 2 -CO-R 5 -Group
It is. However, A 2 When R is a hydroxyl group, R 5 Is not a vinylene group.
[A 2 Is
(i) A 3 -B 4 -Group
{A 3 Is a hydrogen atom, a C1-C10 alkyl group, a C2-C10 haloalkyl group, a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 optionally substituted with a halogen atom. Alkynyl group or R a0 -(R 4 ) m -Group (R a0 Represents an optionally substituted 5-7-membered aryl group or heteroaryl group, R 4 And m represent the same meaning as described above. ) Or (b 0 -R 4 -Group ((b 0 ) And R 4 Represents the same meaning as described above. ), (C 0 -R 4 -Group ((c 0 ) And R 4 Represents the same meaning as described above. ), R 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. ), D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. Or A 4 -SO 2 -R 4 -Group {A 4 (B 0 ) -Group ((b 0 ) Represents the same meaning as described above. ), (C 0 ) -Group ((c 0 ) Represents the same meaning as described above. Or R 1 R 1 'N-group (R 1 And R 1 'Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. } Represents a C1-C10 alkyl group substituted with
B 4 Is an oxy group, a thio group or -N ((O) m R 1 ) -Group (R 1 And m represent the same meaning as described above. ). However, B 4 When is a thio group, A 3 Is not a hydrogen atom. },
(ii) R 1 -B 4 -CO-R 4 -B 4 '-Group (R 1 , B 4 And R 4 Represents the same meaning as above, B 4 'B 4 Same or different from B 4 Represents the same meaning as However, B 4 When is a thio group, R 2 Is not a hydrogen atom. Or D 2 -R 4 -B 4 -Group (D 2 , R 4 And B 4 Represents the same meaning as described above. ),
(iii) R 2 -SO 2 -NR 1 -Group (R 2 Represents the same meaning as described above. However, a hydrogen atom is excluded. R 1 Represents the same meaning as described above. ),
(iv) (b 0 ) -Group ((b 0 ) Represents the same meaning as described above. ),
(v) (c 0 ) -Group ((c 0 ) Represents the same meaning as described above. Or
(vi) R 1 A 1 N-NR 1 '-Group (R 1 , A 1 And R 1 'Represents the same meaning as described above. ) And R 5 Represents a C2-C10 alkenylene group or a C2-C10 alkynylene group which may be substituted with a halogen atom. ]
(6) F 0 Group: A 5 -B 5 -R 6 -Group [A 5 D 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. ), D 3 -Group (D 3 Represents the same meaning as described above. Or A 4 -SO 2 -Group (A 4 Represents the same meaning as described above. Or a C2-C10 alkyl group substituted with R) or R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) Represents a C1-C10 alkyl group substituted with 5 Is B 1 -Group (B 1 Represents the same meaning as described above. ) Or -NA 1 -Group (A 1 Represents the same meaning as described above. ) And R 6 Represents a single bond or a C1-C10 alkylene group. ]
It is.
(7) G 0 Group: A 6 -B 5 -R 6 -Group
[A 6 (A 0 -R 4 -Group ((a 0 ) And R 4 Represents the same meaning as described above. ), A C2-C10 alkenyl group, a C2-C10 alkynyl group, a halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) Substituted C2-C10 alkenyl group or halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) Substituted C2-C10 alkynyl group, or (b 0 ) -Group ((b 0 ) Represents the same meaning as described above. ), (C 0 ) -Group ((c 0 ) Represents the same meaning as described above. ), D 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. C3-C10 alkenyl group substituted with) or D 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. ) Represents a C3-C10 alkynyl group substituted with 5 And R 6 Represents the same meaning as described above. ]
It is.
(8) H 0 group:
D 2 -N (-(O) n -A 1 -R 6 -Group (D 2 , N, A 1 And R 6 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. However, the cyano group is excluded. ), R 1 (R 1 '(O) n ) N-CR 1 '' = N-R 6 -Group (R 1 , R 1 ', N and R 6 Represents the same meaning as above, R 1 '' Is R 1 Same or different from R 1 Represents the same meaning as ), R 1 -(O) n -N = CR 1 '-NR 2 -R 6 -Group (R 1 , N, R 1 ', R 2 And R 6 Represents the same meaning as described above. ), R 2 -B 3 -NR 1 -CO-NR 1 '-R 6 -Group (R 2 , B 3 , R 1 , R 1 'And R 6 Represents the same meaning as described above. ), D 2 -CO-NR 1 -R 6 -Group (D 2 , R 1 And R 6 Represents the same meaning as described above. ) Or A 2 -COCO-NR 1 -R 6 -Group (A 2 , R 1 And R 6 Represents the same meaning as described above. )
It is.
(9) I 0 group:
A 7 -B 6 -N ((O) n R 1 -R 6 -Group [A 7 Is a C2-C10 alkenyl group, a C2-C10 alkynyl group, a C3-C10 haloalkynyl group, R which may be substituted with a halogen atom, 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), (B 0 -R 4 -Group ((b 0 ) And R 4 Represents the same meaning as described above. ), (C 0 -R 4 -Group ((c 0 ) And R 4 Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. ), A 4 -SO 2 -R 4 -Group (A 4 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) And B 6 Represents a carbonyl group or a thiocarbonyl group, and n, R 1 And R 6 Represents the same meaning as described above. ], A 8 -CS-N ((O) n R 1 -R 6 -Group [A 8 Represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom, and n, R 1 And R 6 Represents the same meaning as described above. ],
A 7 '-B 2 '-B 3 -N ((O) n R 1 -R 6 -Group [A 7 'Is a C3-C10 alkenyl group which may be substituted with a halogen atom, a C3-C10 alkynyl group which may be substituted with a halogen atom, R 2 -B 1 -R 4 '-Group (R 2 And B 1 Represents the same meaning as above, R 4 'Represents a C2-C10 alkylene group. ), D 4 -R 4 '-Group (D 4 And R 4 'Represents the same meaning as described above. ), D 1 -R 4 '-Group (D 1 And R 4 'Represents the same meaning as described above. ), (B 0 -R 4 '-Group ((b 0 ) And R 4 'Represents the same meaning as described above. ), (C 0 -R 4 '-Group ((c 0 ) And R 4 'Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), D 3 -R 4 '-Group (D 3 And R 4 'Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) And B 2 'Represents an oxy group, a thio group, or -N ((O) n ' R 1 ') -Group (n' is the same as or different from n and has the same meaning as n, R 1 'Represents the same meaning as described above. ) And B 3 , N, R 1 And R 6 Represents the same meaning as described above. ], A 8 '-B 2 '-CS-N ((O) n R 1 -R 6 -Group [A 8 'Represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, and B 2 'Represents the same meaning as described above, and n, R 1 And R 6 Represents the same meaning as described above. ], A 8 '-SB 3 '-N ((O) n R 1 -R 6 -Group [A 8 ', N, R 1 And R 6 Represents the same meaning as above, B 3 'Represents a carbonyl group or a sulfonyl group. ] Or A 7 '' -SO 2 -N ((O) n R 1 -R 6 -Group [A 7 '' Is a C2-C10 alkenyl group, a C3-C10 alkenyl group substituted with a halogen atom, a C3-C10 alkynyl group optionally substituted with a halogen atom, R 2 -B 1 -R 4 '-Group (R 2 , B 1 And R 4 'Represents the same meaning as described above. ), D 4 -R 4 '-Group (D 4 And R 4 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ), D 1 -R 4 '-Group (D 1 And R 4 'Represents the same meaning as described above. ), (B 0 -R 4 '-Group ((b 0 ) And R 4 'Represents the same meaning as described above. ), (C 0 -R 4 '-Group ((c 0 ) And R 4 'Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), NO 2 -R 4 -Group (R 4 Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ]
It is.
(10) J 0 Group: A 7 -CO- group (A 7 Represents the same meaning as described above. ) Or A 9 -CS- group (A 9 A 7 Or A 8 Represents. ) Or A 9 '(O) m N = C (A 9 ) -Group (A 9 'A 7 'Or A 8 'And m and A 9 Represents the same meaning as described above. ) Or D 2 —CO— group (D 2 Represents the same meaning as described above. ) Or A 2 -COCO- group (A 2 Represents the same meaning as described above. ) Or A 9 -CO-B 1 '-R 6 -Group (A 9 And R 6 Represents the same meaning as above, B 1 'Represents an oxy group or a thio group. However, B 1 When 'is an oxy group, A 9 A 8 is not. ) Or A 9 -CS-B 1 '-R 6 -Group (A 9 , B 1 'And R 6 Represents the same meaning as described above. ) Or A 7 '' -SO 2 -B 1 '-R 6 -Group (A 7 '' 、 B 1 'And R 6 Represents the same meaning as described above. ) Or A 8 -SO 2 -B 1 '-R 6 -Group (A 8 , B 1 'And R 6 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ) Or A 9 '-B 2 '-B 3 -B 1 '-R 6 -Group (A 9 ', B 2 ', B 3 , B 1 'And R 6 Represents the same meaning as described above. ) Or (b 0 ) -Group ((b 0 ) Represents the same meaning as described above. ) Or (c 0 ) -Group ((c 0 ) Represents the same meaning as described above. C2-C10 alkenyl group substituted with
It is.
(11) K 0 Group: A 10 -N ((O) n R 1 ) -CO-R 6 -Group [A 10 Is a hydrogen atom (where n is not 0), A 7 '' -SO 2 -Group (A 7 '' Represents the same meaning as described above. ), A 8 -SO 2 -Group (A 8 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ), A 9 'O-group (A 9 'Represents the same meaning as described above. However, n is not 1. ), A 9 '-Group (A 9 'Represents the same meaning as described above. However, when n is 0, A 8 'except for. ), R 2 OCH 2 -Group (R 2 Represents the same meaning as described above. ), A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-CH (CH 2 CO-A 2 ) -Group (A 2 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ]
It is.
(12) L 0 Group: A 10 '-N ((O) n R 1 -SO 2 -R 6 -Group [A 10 'Is a hydrogen atom (where n is not 0), A 9 'O-group (A 9 'Represents the same meaning as described above. However, n is not 1. ), A 9 '-Group (A 9 'Represents the same meaning as described above. However, when n is 0, A 8 'except for. ), R 2 —CO— group (R 2 Represents the same meaning as described above. ), A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-CH (CH 2 CO-A 2 ) -Group (A 2 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ], A 9 '' R 1 N-SO 2 -N ((O) n R 1 ') -R 6 -Group [A 9 '' Is a hydrogen atom or A 9 '-Group (A 9 'Represents the same meaning as described above. ) And R 1 , N, R 1 'And R 6 Represents the same meaning as described above. ] Or (b 0 -SO 2 -N ((O) n R 1 ') -R 6 -Group [(b 0 ), N, R 1 'And R 6 Represents the same meaning as described above. ]
It is.
(13) M 0 Group: R 1 (R 2 S) C = N-R 6 -Group (R 1 , R 2 And R 6 Represents the same meaning as described above. ), R 2 B (R 2 'B') C = N-R 6 -Group (R 2 And R 6 Represents the same meaning as above, R 2 'R 2 Same or different from R 2 And B and B ′ are the same or different and represent an oxy group or a thio group. ), R 1 R 1 'N- (R 2 S) C = N-R 6 -Group (R 1 , R 1 ', R 2 And R 6 Represents the same meaning as described above. ), R 1 N = C (SR 2 -NR 2 '-R 6 -Group (R 1 , R 2 , R 2 'And R 6 Represents the same meaning as described above. Or R 1 (R 1 'O) N-R 6 -Group (R 1 , R 1 'And R 6 Represents the same meaning as described above. )
It is.
(14) N 0 Group: A 11 -P (= O) (OR 1 ') -R 4 -Group [A 11 Is R 1 -Group (R 1 Represents the same meaning as described above. ), R 1 O-R 6 -Group (R 1 And R 6 Represents the same meaning as described above. Or R 1 OCO-CHR 0 -Group (R 1 And R 0 Represents the same meaning as described above. ) And R 1 'And R 4 Represents the same meaning as described above. ]
It is.
3. (Y A0 ) q Y A0 Is the following X 0 Group and Y 0 Represents a group of groups, q represents 0, 1, 2 or 3, the sum of p (p represents the same meaning as described above) and q is 3 or less, and q is 2 or more , Y A0 Are the same or different, and when q is 2 or more, two adjacent Y same or different Y A0 Is Z 0 A group may be formed and condensed with the A0 ring.
(1) X 0 group:
M a -Group [M a Is R b -Group (R b Represents a C1-C10 alkyl group which may be substituted with a halogen atom. ), Halogen atom, nitro group, cyano group, hydroxyl group, R c -B a -R d -Group (R c Represents a C1-C10 alkyl group which may be substituted with a halogen atom; a Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and R d Represents a single bond or a C1-C10 alkylene group. ), HOR d -Group (R d Represents the same meaning as described above. ), R e -CO-R d -Group (R e Represents a C1-C10 alkyl group which may be substituted with a hydrogen atom or a halogen atom, and R d Represents the same meaning as described above. ), R e -CO-O-R d -Group (R e And R d Represents the same meaning as described above. ), R e O-CO-R d -Group (R e And R d Represents the same meaning as described above. ), HO—CO—CH═CH— group, R e R e 'N-R d -Group (R e And R e 'Is the same or different, R e Represents the same meaning as above, R e 'R e Represents the same meaning as R d Represents the same meaning as described above. ), R e -CO-NR e '-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R b O-CO-N (R e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-CO-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R e R e 'N-CO-NR e '' -R d -Group (R e , R e 'And R e '' Is the same or different, R e And R e 'Represents the same meaning as described above, and R e '' Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R e R e 'NC (= NR e '') -NR e '''-R d -Group (R e , R e ', R e '' And R e '''Is the same or different, R e , R e 'And R e '' Represents the same meaning as above, R e '''Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R b -SO 2 -NR e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-SO 2 -R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
(2) Y 0 group:
M b0 -R d -Group [M b0 Is M c0 -Group {M c0 Is M d0 -R d '-Group {M d0 Is M a -Group (M a Represents the same meaning as described above. 6-10 membered aryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 5-10 membered heteroaryl group optionally substituted with M), or M a -Group (M a Represents the same meaning as described above. 3-10-membered hydrocarbon ring or heterocyclic group which may contain an unsaturated bond which may be substituted, or

Figure 2007308441

(b 0 ) -Group ((b 0 ) Represents the same meaning as described above. ),

Figure 2007308441

(C 0 ) -Group ((c 0 ) Represents the same meaning as described above. ),

Figure 2007308441

(D 0 ) -Group {d 0 Is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, —NR 1 -Group (R 1 Represents the same meaning as described above. ), A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -Group {e 0 Is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, -NR 1 -Group (R 1 Represents the same meaning as described above. ), A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. }, R d 'R d Same or different from R d Represents the same meaning as }. }, M c0 -B a -Group (M c0 And B a Represents the same meaning as described above. ), M c0 —CO— group (M c0 Represents the same meaning as described above. ), M c0 -CO-O- group (M c0 Represents the same meaning as described above. ), M c0 O-CO- group (M c0 Represents the same meaning as described above. ), M c0 R e N-group (M c0 And R e Represents the same meaning as described above. ), M c0 -CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 O-CO-NR e -Group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO- group (M c0 And R e Represents the same meaning as described above. ), M c0 R e N-CO-NR e '-Group (M c0 , R e And R e 'Represents the same meaning as described above. ), M c0 R e N-C (= NR e ') -NR e '' -Group (M c0 , R e , R e 'And R e '' Represents the same meaning as described above. ), M c0 -SO 2 -NR e -Group (M c0 And R e Represents the same meaning as described above. ) Or M c0 R e N-SO 2 -Group (M c0 And R e Represents the same meaning as described above. ) And R d Represents the same meaning as described above. ].
(3) Z 0 Group: may have a halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, carbonyl group, thiocarbonyl group, oxy group, thio group, sulfinyl group or sulfonyl group, A 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring, and a group condensed with the A0 ring. ]
A group represented by
Formula (IIIA0-2)
Figure 2007308441
[Where:
1. K AA0 Is a hydrogen atom, a halogen atom, or a (III-AA0) -group
[(III-AA0) has the formula (III-AA0)
Figure 2007308441
[In the formula, AA0 represents an aromatic 5-membered ring or an aromatic 6-membered ring; A0 And q represent the same meaning as described above, and when q is 2 or more, two adjacent Y identical or different Y A0 Is Z 0 A group may be condensed with the AA0 ring. ]
Represents a group represented by ].
2. L AA0 Is a C2-C10 alkyl group substituted with a hydrogen atom, a C1-C10 alkyl group, a (III-AA0) -group ((III-AA0) is as defined above), (III-AA0) A C4-C10 alkenyl group which may be substituted with a group ((III-AA0) has the same meaning as described above) or a (III-AA0)-group ((III-AA0) is as defined above; Represents the same meaning.) Represents a C4-C10 alkynyl group optionally substituted by AA0 And L AA0 Is a single or the same or different M a -Group (M a Represents the same meaning as described above. ) May form a C4-C10 alkenylene group which may be substituted.
3. Q AA0 Is
Hydrogen atom or Q A0 -Group
[Q A0 Is
Hydroxyl group, (b 0 ) -Group ((b 0 ) Represents the same meaning as described above. ),
A 9 -B 6 -B c -Group [A 9 And B 6 Represents the same meaning as above, B c Is an oxy group or -N ((O) m R 1 ) -Group (m and R 1 Represents the same meaning as described above. ). However, A 9 When is a hydrogen atom, B c Is not a sulfonyl group. ],
A 7 '' -SO 2 -B c -Group (A 7 '' And B c Represents the same meaning as described above. ),
A 8 -SO 2 -B c -Group (A 8 And B c Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ),
R 1 R 1 'N-SO 2 -B c -Group (R 1 , R 1 'And B c Represents the same meaning as described above. ),
(B 0 -SO 2 -B c -Group ((b 0 ) And B c Represents the same meaning as described above. ),
A 9 '-B c -Group (A 9 'And B c Represents the same meaning as described above. ),
D 5 -R 4 -B c -Group (D 5 , R 4 And B c Represents the same meaning as described above. ),
M c0 -B 3 -B c -Group (M c0 , B 3 And B c Represents the same meaning as described above. Or
M c0 -B c -Group (M c0 And B c Represents the same meaning as described above. )
Represents. ]
It is.
4). W C0 Is an oxygen atom or
-NT C0 -Group [T C0 A 9 '-Group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ) Or M c0 -Group (M c0 Represents the same meaning as described above. ). ]
It is. ]
A group represented by
Formula (IIIA0-3)
Figure 2007308441
[Where K AA0 'Represents a hydrogen atom, a C1-C10 alkyl group, or a (III-AA0)-group ((III-AA0) represents the same meaning as described above), and L AA0 'Represents a hydrogen atom or a C1-C10 alkyl group, and K AA0 'And L AA0 'Is a C3-C10 alkylene group or a single or the same or different M a -Group (M a Represents the same meaning as described above. ) May be substituted with a C4-C10 alkenylene group, U ′ represents a hydrogen atom or a methyl group, W C0 Represents the same meaning as described above. ]
Or a group represented by
Formula (IIIA0-4)
Figure 2007308441
[Where T C0 Represents the same meaning as above, Q B0 Is a hydroxyl group, A 9 -B 6 —O— group (A 9 And B 6 Represents the same meaning as described above. ), A 7 '' -SO 2 —O— group (A 7 '' Represents the same meaning as described above. ), A 8 -SO 2 —O— group (A 8 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ), R 1 R 1 'N-SO 2 —O— group (R 1 And R 1 'Represents the same meaning as described above. ), (B 0 -SO 2 —O— group ((b 0 ) Represents the same meaning as described above. ), A 9 '-O- group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 —O— group (D 5 And R 4 Represents the same meaning as described above. ), M c0 -B 3 —O— group (M c0 And B 3 Represents the same meaning as described above. ) Or M c0 —O— group (M c0 Represents the same meaning as described above. ). ]
Represents a group represented by
II. B0 is
Formula (III-1)
Figure 2007308441
[Where:
(1) Q A0 Represents the same meaning as described above.
(2) W A0 Is an oxygen atom or
-NT A0 -Group [T A0 Is a hydrogen atom, A 9 '-Group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ) Or M c0 -Group (M c0 Represents the same meaning as described above. ). ]
It is.
(3) K A0 Represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group; A0 Is a hydrogen atom, a C1-C10 alkyl group or M b0 -Group (M b0 Represents the same meaning as described above. ) And K A0 And L A0 Is a C3-C10 alkylene group, or a single or a plurality of the same or different M a -Group (M a Represents the same meaning as described above. ) May form a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (III-2)
Figure 2007308441
[Where T A0 Represents the same meaning as described above, and L B0 Represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (III-3)
Figure 2007308441
[Where T A0 Represents the same meaning as described above, and L C0 Represents a C1-C10 alkyl group. ]
A group represented by
Formula (III-4)
Figure 2007308441
[Where T A0 Represents the same meaning as described above. ]
A group represented by
Formula (III-5)
Figure 2007308441
[Where T A0 Represents the same meaning as described above, and K B0 Represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (III-6)
Figure 2007308441
[Where W A0 Represents the same meaning as described above, and K C0 And L D0 Is a C3-C10 alkylene group or a single or the same or different M a -Group (M a Represents the same meaning as described above. ) Is a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (III-7)
Figure 2007308441
[Where Q A0 And W A0 Represents the same meaning as described above, and K D0 And L E0 Is -V A0 = V A0 '-V A0 '' = V A0 '''-Group {V A0 , V A0 ', V A0 '' And V A0 '''Is the same or different, M a -Group (M a Represents the same meaning as described above. ) Represents a methine group which may be substituted, or -N = group, and V A0 , V A0 ', V A0 '' And V A0 At least one of '''represents a -N = group. }. ]
A group represented by
Formula (III-8)
Figure 2007308441
[Where T A0 And Q B0 Represents the same meaning as described above. ]
A group represented by
Formula (III-9)
Figure 2007308441
[Where U and W A0 Represents the same meaning as described above. ]
A group represented by
Formula (III-10)
Figure 2007308441
[Where U, W A0 , K D0 And L E0 Represents the same meaning as described above. ]
A group represented by
Formula (III-11)
Figure 2007308441
[Where T A0 Represents the same meaning as described above. ]
A group represented by
Formula (III-12)
Figure 2007308441
[Where T A0 And Q B0 Represents the same meaning as described above. ]
A group represented by
Formula (III-13)
Figure 2007308441
[Where T A0 , Q B0 , K D0 And L E0 Represents the same meaning as described above. ]
A group represented by
Formula (III-14)
Figure 2007308441
[Where T A0 Represents the same meaning as described above. ]
A group represented by
Formula (III-15)
Figure 2007308441
[Where T A0 Represents the same meaning as described above. ]
A group represented by
Formula (III-16)
Figure 2007308441
[Where T A0 Represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (III-17)
Figure 2007308441
[Where T A0 , U ′ and K have the same meaning as described above. ]
Represents a group represented by
III. In φ0-γ0,
φ0 represents an atom or group bonded to σ0, γ0 represents an atom or group bonded to B0,
φ0-γ0 is
Formula (φγ0-1)
-CR = CR'-CO- (φγ0-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (φγ0-2)
-CR I = CR II -CR III = CR IV -CO- (φγ0-2)
(Wherein R I , R II , R III And CR IV Are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group. )
A group represented by
Formula (φγ0-3)
-CR I = CX I -CO- (φγ0-3)
[Wherein R I Represents the same meaning as described above, and X I Is R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C (═O) — group (R II Represents the same meaning as described above. ). ]
A group represented by
Formula (φγ0-4)
-CR I = CR II -C (= NOR III )-(Φγ0-4)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-5)
Figure 2007308441
[Where X II Is an oxy group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (φγ0-6)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-7)
Figure 2007308441
[Where X III Is an oxy group, a thio group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (φγ0-8)
Figure 2007308441
[Where X IV Is -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ] Represents the same meaning as described above. ]
A group represented by
Formula (φγ0-9)
-CHR I -CHR II -CO- (φγ0-9)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-10)
-CHR I -CHR II -C (= NOR III ) − (Φγ0-10)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-11)
-CR I = CR II -CHR III − (Φγ0-11)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-12)
-CHR I -CR II = CR III − (Φγ0-12)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-13)
-CHR I -CHR II -CHR III − (Φγ0-13)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-14)
-CHR I -CHR II -Y I − (Φγ0-14)
(Wherein R I And R II Represents the same meaning as above, and Y I Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. )
A group represented by
Formula (φγ0-15)
-CO-CR I = CR II − (Φγ0-15)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-16)
-C (= NOR III ) -CR I = CR II − (Φγ0-16)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-17)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-18)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-19)
Figure 2007308441
(Where X III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-20)
Figure 2007308441
(Where X IV Represents the same meaning as described above. )
A group represented by
Formula (φγ0-21)
-CO-CHR I -CHR II − (Φγ0-21)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-22)
-C (= NOR III ) -CHR I -CHR II − (Φγ0-22)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-23)
-CO-C≡C- (φγ0-23)
A group represented by
Formula (φγ0-24)
-C (= NOR I ) -C≡C- (φγ0-24)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ0-25)
-C (R I ) R II -N = CR III − (Φγ0-25)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ0-26)
-NH-N = CR I − (Φγ0-26)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ0-27)
-C (R I ) R II -NH-CO- (φγ0-27)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-28)
-NR I -CO-CO- (φγ0-28)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ0-29)
-Y I -C (R I ) R II -CO- (φγ0-29)
(Wherein R I And R II Represents the same meaning as above, Y I Represents the same meaning as above)
A group represented by
Formula (φγ0-30)
-CO-CH 2 -CO- (φγ0-30)
Represents a group represented by
Formula (φγ0-31)
-C (R I ) R II -CO-NH- (φγ0-31)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ0-32)
-Y II -CO-NH- (φγ0-32)
[Where Y II Is an oxy group, a thio group, or -NR I A group (wherein R I Represents the same meaning as described above. ). ]
A group represented by
Formula (φγ0-33)
-NR "-SO 2 -NH- (φγ0-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (φγ0-34)
-C (R I ) R II -NH-SO 2 − (Φγ0-34)
(Wherein R I And R II Represents the same meaning as described above. )
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
4). Formula (IV)
Figure 2007308441
[Where:
I. σ is
Formula (IVA-1)

Figure 2007308441
[Where:
1. A represents an aromatic 5-membered ring or an aromatic 6-membered ring.
2. (X A ) p X A Represents a group included in any of the following groups A to N, p represents 0, 1, 2 or 3, and when p is 2 or more, X represents A Are the same or different.
(1) Group A: D 1 -R 4 -Group [D 1 (R 1 -(O) k -) A 1 N- (O) k ' -Group {R 1 Is a hydrogen atom, a C1-C10 alkyl group, a halogen atom or R 2 -B 1 -Group (R 2 Represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group; 1 Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. ) Represents a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group, and k represents 0 or 1; 1 Is R 3 -(CHR 0 ) m -(B 2 -B 3 ) m ' -Group {R 3 Is a hydrogen atom, a halogen atom or R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ) Represents a C1-C10 alkyl group, a C2-C10 alkenyl group, or a C2-C10 alkynyl group optionally substituted by R) 0 Represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B 2 Is a single bond, an oxy group, a thio group or —N ((O) n R 1 ') -Group (R 1 'R 1 Same or different from R 1 And n represents 0 or 1. ) And B 3 Represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m ′ represents 0 or 1, and B 3 When is a sulfonyl group, m is 0 and R 3 Does not become a hydrogen atom. }, And k ′ represents 0 or 1. }, R 4 Represents a C1-C10 alkylene group. However, R 0 'R 0 '' N-R 4 -Group (R 0 'And R 0 '' Is R 0 Same or different from R 0 Represents the same meaning as R 4 Represents the same meaning as described above. )except for. ], D 2 -R 4 -Group [D 2 Is a cyano group, R 1 R 1 'NC (= N- (O) n -A 1 ) -Group (R 1 , R 1 ', N, and A 1 Represents the same meaning as described above. ), A 1 N = C (-OR 2 ) -Group (A 1 And R 2 Represents the same meaning as described above. Or NH 2 Represents -CS- group, R 4 Represents the same meaning as described above. ], D 3 -R 4 -Group {D 3 Is a nitro group or R 1 OSO 2 -Group (R 1 Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. } Or R 1 OSO 2 -Group (R 1 Represents the same meaning as described above. ).
(2) Group B:
Figure 2007308441

(A) -group
[In (a), E 1 And E 1 'Represents a methylene group which may be substituted with a C1-C10 alkyl group or a C1-C10 alkoxy group, or a carbonyl group. However, E 1 And E 1 'Cannot be a carbonyl group at the same time. E 2 Is an oxy group, thio group, sulfinyl group, sulfonyl group or -NR 1 '-Group (R 1 'Represents the same meaning as described above. C2-C10 alkylene group optionally substituted with), oxy group, thio group, sulfinyl group, sulfonyl group or —NR 1 '-Group (R 1 'Represents the same meaning as described above. ) Represents a C3-C10 alkenylene group optionally substituted by 1 Represents the same meaning as described above. ]
It is.
(3) Group C: halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 4 -R 4 -Group [D 4 Is a hydroxyl group or A 1 —O— group (A 1 Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. ], D 5 -Group [D 5 Is O = C (R 3 ) -Group (R 3 Represents the same meaning as described above. ), A 1 -(O) n -N = C (R 3 ) -Group (A 1 , N and R 3 Represents the same meaning as described above. ), R 1 -B 0 -CO-R 4 -(O) n -N = C (R 3 ) -Group {R 1 , R 4 , N and R 3 Represents the same meaning as above, B 0 Is an oxy group, a thio group or -N ((O) m R 1 ') -Group (R 1 'And m represent the same meaning as described above. ). }, D 2 -R 4 -(O) n -N = C (R 3 ) -Group (D 2 , R 4 , N and R 3 Represents the same meaning as described above. Or R 1 A 1 N−N = C (R 3 ) -Group (R 1 , A 1 And R 3 Represents the same meaning as described above. ). ], R 1 A 1 N-O-R 4 -Group (R 1 , A 1 And R 4 Represents the same meaning as described above. ), R 1 (A 1 -(O) n -) N-group (R 1 , A 1 And n represent the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. C2-C10 alkenyl group substituted with
It is.
(4) Group D:
Figure 2007308441
(b) -R 4 -In the group [(b) G 1 , G 2 , G 4 And G 5 Represents a methylene group which may be substituted with a methyl group which is bonded to an adjacent atom with a single bond, or a methine group which is bonded to an adjacent atom with a double bond and which may be substituted with a methyl group; 3 Is a single bond, a double bond, a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group or —NR 1 -Group (R 1 Represents the same meaning as described above. C1-C10 alkylene group optionally substituted with a methyl group, oxy group, thio group, sulfinyl group, sulfonyl group or —NR 1 -Group (R 1 Represents the same meaning as described above. ) Represents a C2-C10 alkenylene group optionally substituted by R) 4 Represents the same meaning as described above. ],
Figure 2007308441
(C) -R 4 -Group
(In (c), J 1 , J 2 And J 3 Are the same or different and each represents a methine group which may be substituted with a methyl group or a nitrogen atom; 4 Represents the same meaning as described above. ), Halogen atom, R 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. C2-C10 alkynyl group substituted with
It is.
(5) Group E: A 2 -CO-R 5 -Group
It is. However, A 2 When R is a hydroxyl group, R 5 Is not a vinylene group.
[A 2 Is
(i) A 3 -B 4 -Group
{A 3 Is a hydrogen atom, a C1-C10 alkyl group, a C2-C10 haloalkyl group, a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 optionally substituted with a halogen atom. Alkynyl group or R a -(R 4 ) m -Group (R a Represents a phenyl group, a pyridyl group, a furyl group or a thienyl group, which may be substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group, and R 4 And m represent the same meaning as described above. ) Or (b) -R 4 -Groups ((b) and R 4 Represents the same meaning as described above. ), (C) -R 4 -Groups ((c) and R 4 Represents the same meaning as described above. ), R 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. ), D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. Or A 4 -SO 2 -R 4 -Group {A 4 Is a (b) -group ((b) is as defined above), (c) -group ((c) is as defined above) or R 1 R 1 'N-group (R 1 And R 1 'Represents the same meaning as described above. ) And R 4 Represents the same meaning as described above. } Represents a C1-C10 alkyl group substituted with
B 4 Is an oxy group, a thio group or -N ((O) m R 1 ) -Group (R 1 And m represent the same meaning as described above. ). However, B 4 When is a thio group, A 3 Is not a hydrogen atom. },
(ii) R 1 -B 4 -CO-R 4 -B 4 '-Group (R 1 , B 4 And R 4 Represents the same meaning as above, B 4 'B 4 Same or different from B 4 Represents the same meaning as However, B 4 When is a thio group, R 2 Is not a hydrogen atom. Or D 2 -R 4 -B 4 -Group (D 2 , R 4 And B 4 Represents the same meaning as described above. ),
(iii) R 2 -SO 2 -NR 1 -Group (R 2 Represents the same meaning as described above. However, a hydrogen atom is excluded. R 1 Represents the same meaning as described above. ),
(iv) (b) -group ((b) represents the same meaning as described above),
(v) (c) -group ((c) represents the same meaning as described above) or
(vi) R 1 A 1 N-NR 1 '-Group (R 1 , A 1 And R 1 'Represents the same meaning as described above. ) And R 5 Represents a C2-C10 alkenylene group or a C2-C10 alkynylene group which may be substituted with a halogen atom. ]
(6) Group F: A 5 -B 5 -R 6 -Group [A 5 D 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. ), D 3 -Group (D 3 Represents the same meaning as described above. Or A 4 -SO 2 -Group (A 4 Represents the same meaning as described above. Or a C2-C10 alkyl group substituted with R) or R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) Represents a C1-C10 alkyl group substituted with 5 Is B 1 -Group (B 1 Represents the same meaning as described above. ) Or -NA 1 -Group (A 1 Represents the same meaning as described above. ) And R 6 Represents a single bond or a C1-C10 alkylene group. ]
It is.
(7) Group G: A 6 -B 5 -R 6 -Group
[A 6 (A) -R 4 -Groups ((a) and R 4 Represents the same meaning as described above. ), A C2-C10 alkenyl group, a C2-C10 alkynyl group, a halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) Substituted C2-C10 alkenyl group or halogen atom, R 2 -B 1 -Group (R 2 And B 1 Represents the same meaning as described above. ), D 5 -Group (D 5 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. Or A 2 -CO- group (A 2 Represents the same meaning as described above. ) -Substituted C2-C10 alkynyl group or (b) -group ((b) represents the same meaning as described above), (c) -group ((c) represents the same meaning as described above) D) 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. C3-C10 alkenyl group substituted with) or D 4 -Group (D 4 Represents the same meaning as described above. ), D 1 -Group (D 1 Represents the same meaning as described above. Or D 3 -Group (D 3 Represents the same meaning as described above. ) Represents a C3-C10 alkynyl group substituted with 5 And R 6 Represents the same meaning as described above. ]
It is.
(8) Group H:
D 2 -N (-(O) n -A 1 -R 6 -Group (D 2 , N, A 1 And R 6 Represents the same meaning as described above. ), D 2 -Group (D 2 Represents the same meaning as described above. However, the cyano group is excluded. ), R 1 (R 1 '(O) n ) N-CR 1 '' = N-R 6 -Group (R 1 , R 1 ', N and R 6 Represents the same meaning as above, R 1 '' Is R 1 Same or different from R 1 Represents the same meaning as ), R 1 -(O) n -N = CR 1 '-NR 2 -R 6 -Group (R 1 , N, R 1 ', R 2 And R 6 Represents the same meaning as described above. ), R 2 -B 3 -NR 1 -CO-NR 1 '-R 6 -Group (R 2 , B 3 , R 1 , R 1 'And R 6 Represents the same meaning as described above. ), D 2 -CO-NR 1 -R 6 -Group (D 2 , R 1 And R 6 Represents the same meaning as described above. ) Or A 2 -COCO-NR 1 -R 6 -Group (A 2 , R 1 And R 6 Represents the same meaning as described above. )
It is.
(9) Group I:
A 7 -B 6 -N ((O) n R 1 -R 6 -Group [A 7 Is a C2-C10 alkenyl group, a C2-C10 alkynyl group, a C3-C10 haloalkynyl group, R which may be substituted with a halogen atom, 2 -B 1 -R 4 -Group (R 2 , B 1 And R 4 Represents the same meaning as described above. ), D 4 -R 4 -Group (D 4 And R 4 Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ), D 1 -R 4 -Group (D 1 And R 4 Represents the same meaning as described above. ), (B) -R 4 -Groups ((b) and R 4 Represents the same meaning as described above. ), (C) -R 4 -Groups ((c) and R 4 Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), D 3 -R 4 -Group (D 3 And R 4 Represents the same meaning as described above. ), A 4 -SO 2 -R 4 -Group (A 4 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) And B 6 Represents a carbonyl group or a thiocarbonyl group, and n, R 1 And R 6 Represents the same meaning as described above. ], A 8 -CS-N ((O) n R 1 -R 6 -Group [A 8 Represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom, and n, R 1 And R 6 Represents the same meaning as described above. ],
A 7 '-B 2 '-B 3 -N ((O) n R 1 -R 6 -Group [A 7 'Is a C3-C10 alkenyl group which may be substituted with a halogen atom, a C3-C10 alkynyl group which may be substituted with a halogen atom, R 2 -B 1 -R 4 '-Group (R 2 And B 1 Represents the same meaning as above, R 4 'Represents a C2-C10 alkylene group. ), D 4 -R 4 '-Group (D 4 And R 4 'Represents the same meaning as described above. ), D 1 -R 4 '-Group (D 1 And R 4 'Represents the same meaning as described above. ), (B) -R 4 '-Group ((b) and R 4 'Represents the same meaning as described above. ), (C) -R 4 '-Group ((c) and R 4 'Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), D 3 -R 4 '-Group (D 3 And R 4 'Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) And B 2 'Represents an oxy group, a thio group, or -N ((O) n ' R 1 ') -Group (n' is the same as or different from n and has the same meaning as n, R 1 'Represents the same meaning as described above. ) And B 3 , N, R 1 And R 6 Represents the same meaning as described above. ], A 8 '-B 2 '-CS-N ((O) n R 1 -R 6 -Group [A 8 'Represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, and B 2 'Represents the same meaning as described above, and n, R 1 And R 6 Represents the same meaning as described above. ], A 8 '-SB 3 '-N ((O) n R 1 -R 6 -Group [A 8 ', N, R 1 And R 6 Represents the same meaning as above, B 3 'Represents a carbonyl group or a sulfonyl group. ] Or A 7 '' -SO 2 -N ((O) n R 1 -R 6 -Group [A 7 '' Is a C2-C10 alkenyl group, a C3-C10 alkenyl group substituted with a halogen atom, a C3-C10 alkynyl group optionally substituted with a halogen atom, R 2 -B 1 -R 4 '-Group (R 2 , B 1 And R 4 'Represents the same meaning as described above. ), D 4 -R 4 '-Group (D 4 And R 4 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ), D 1 -R 4 '-Group (D 1 And R 4 'Represents the same meaning as described above. ), (B) -R 4 '-Group ((b) and R 4 'Represents the same meaning as described above. ), (C) -R 4 '-Group ((c) and R 4 'Represents the same meaning as described above. ), D 2 -R 4 -Group (D 2 And R 4 Represents the same meaning as described above. ), NO 2 -R 4 -Group (R 4 Represents the same meaning as described above. ) Or A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ]
It is.
(10) Group J: A 7 -CO- group (A 7 Represents the same meaning as described above. ) Or A 9 -CS- group (A 9 A 7 Or A 8 Represents. ) Or A 9 '(O) m N = C (A 9 ) -Group (A 9 'A 7 'Or A 8 'And m and A 9 Represents the same meaning as described above. ) Or D 2 —CO— group (D 2 Represents the same meaning as described above. ) Or A 2 -COCO- group (A 2 Represents the same meaning as described above. ) Or A 9 -CO-B 1 '-R 6 -Group (A 9 And R 6 Represents the same meaning as above, B 1 'Represents an oxy group or a thio group. However, B 1 When 'is an oxy group, A 9 A 8 is not. ) Or A 9 -CS-B 1 '-R 6 -Group (A 9 , B 1 'And R 6 Represents the same meaning as described above. ) Or A 7 '' -SO 2 -B 1 '-R 6 -Group (A 7 '' 、 B 1 'And R 6 Represents the same meaning as described above. ) Or A 8 -SO 2 -B 1 '-R 6 -Group (A 8 , B 1 'And R 6 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ) Or A 9 '-B 2 '-B 3 -B 1 '-R 6 -Group (A 9 ', B 2 ', B 3 , B 1 'And R 6 Represents the same meaning as described above. ) Or (b) -group ((b) represents the same meaning as described above) or (c) -group ((c) represents the same meaning as described above) substituted C2 -C10 alkenyl group
It is.
(11) Group K: A 10 -N ((O) n R 1 ) -CO-R 6 -Group [A 10 Is a hydrogen atom (where n is not 0), A 7 '' -SO 2 -Group (A 7 '' Represents the same meaning as described above. ), A 8 -SO 2 -Group (A 8 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ), A 9 'O-group (A 9 'Represents the same meaning as described above. However, n is not 1. ), A 9 '-Group (A 9 'Represents the same meaning as described above. However, when n is 0, A 8 'except for. ), R 2 OCH 2 -Group (R 2 Represents the same meaning as described above. ), A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-CH (CH 2 CO-A 2 ) -Group (A 2 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ]
It is.
(12) L group: A 10 '-N ((O) n R 1 -SO 2 -R 6 -Group [A 10 'Is a hydrogen atom (where n is not 0), A 9 'O-group (A 9 'Represents the same meaning as described above. However, n is not 1. ), A 9 '-Group (A 9 'Represents the same meaning as described above. However, when n is 0, A 8 'except for. ), R 2 —CO— group (R 2 Represents the same meaning as described above. ), A 2 -CO-R 4 -Group (A 2 And R 4 Represents the same meaning as described above. ) Or A 2 -CO-CH (CH 2 CO-A 2 ) -Group (A 2 Represents the same meaning as described above. ), N, R 1 And R 6 Represents the same meaning as described above. ], A 9 '' R 1 N-SO 2 -N ((O) n R 1 ') -R 6 -Group [A 9 '' Is a hydrogen atom or A 9 '-Group (A 9 'Represents the same meaning as described above. ) And R 1 , N, R 1 'And R 6 Represents the same meaning as described above. Or (b) -SO 2 -N ((O) n R 1 ') -R 6 -Group [(b), n, R 1 'And R 6 Represents the same meaning as described above. ]
It is.
(13) M group: R 1 (R 2 S) C = N-R 6 -Group (R 1 , R 2 And R 6 Represents the same meaning as described above. ), R 2 B (R 2 'B') C = N-R 6 -Group (R 2 And R 6 Represents the same meaning as above, R 2 'R 2 Same or different from R 2 And B and B ′ are the same or different and represent an oxy group or a thio group. ), R 1 R 1 'N- (R 2 S) C = N-R 6 -Group (R 1 , R 1 ', R 2 And R 6 Represents the same meaning as described above. ), R 1 N = C (SR 2 -NR 2 '-R 6 -Group (R 1 , R 2 , R 2 'And R 6 Represents the same meaning as described above. Or R 1 (R 1 'O) N-R 6 -Group (R 1 , R 1 'And R 6 Represents the same meaning as described above. )
It is.
(14) Group N: A 11 -P (= O) (OR 1 ') -R 4 -Group [A 11 Is R 1 -Group (R 1 Represents the same meaning as described above. ), R 1 O-R 6 -Group (R 1 And R 6 Represents the same meaning as described above. Or R 1 OCO-CHR 0 -Group (R 1 And R 0 Represents the same meaning as described above. ) And R 1 'And R 4 Represents the same meaning as described above. ]
It is.
3. (Y A ) q Y A Represents a group of the following X group or Y group, q represents 0, 1, 2 or 3, and the sum of p (p represents the same meaning as described above) and q is 3 or less. Yes, when q is 2 or more, Y A Are the same or different, and when q is 2 or more, two adjacent Ys that are the same or different A May form a group Z and be condensed with the A ring.
(1) Group X: M a -Group [M a Is R b -Group (R b Represents a C1-C10 alkyl group which may be substituted with a halogen atom. ), Halogen atom, nitro group, cyano group, R c -B a -R d -Group (R c Represents a C1-C10 alkyl group which may be substituted with a halogen atom; a Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and R d Represents a single bond or a C1-C10 alkylene group. ), HO-R d -Group (R d Represents the same meaning as described above. ), R e -CO-R d -Group (R e Represents a C1-C10 alkyl group which may be substituted with a hydrogen atom or a halogen atom, and R d Represents the same meaning as described above. ), R e -CO-O-R d -Group (R e And R d Represents the same meaning as described above. ), R e O-CO-R d -Group (R e And R d Represents the same meaning as described above. ), HO—CO—CH═CH— group, R e R e 'N-R d -Group (R e And R e 'Is the same or different, R e Represents the same meaning as above, R e 'R e Represents the same meaning as R d Represents the same meaning as described above. ), R e -CO-NR e '-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R b O-CO-N (R e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-CO-R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), R e R e 'N-CO-NR e '' -R d -Group (R e , R e 'And R e '' Is the same or different, R e And R e 'Represents the same meaning as described above, and R e '' Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R e R e 'NC (= NR e '') -NR e '''-R d -Group (R e , R e ', R e '' And R e '''Is the same or different, R e , R e 'And R e '' Represents the same meaning as above, R e '''Is R e Represents the same meaning as R d Represents the same meaning as described above. ), R b -SO 2 -NR e -R d -Group (R b , R e And R d Represents the same meaning as described above. ), R e R e 'N-SO 2 -R d -Group (R e , R e 'And R d Represents the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
(2) Y group: M b -R d -Group [M b Is M c -Group {M c Is M d -R d '-Group {M d Is M a -Group (M a Represents the same meaning as described above. Phenyl group optionally substituted with M) a -Group (M a Represents the same meaning as described above. Pyridyl group optionally substituted with M) a -Group (M a Represents the same meaning as described above. ) May be substituted with a naphthyl group, (b) -group ((b) represents the same meaning as described above), (c) -group ((c) represents the same meaning as described above. ),
Figure 2007308441

(D) -group (l is 2, 3 or 4; B b Represents an oxy group or a thio group. Or

Figure 2007308441
(E) -group (l and B b Represents the same meaning as described above. ) And R d 'R d Same or different from R d Represents the same meaning as }. }, M c -B a -Group (M c And B a Represents the same meaning as described above. ), M c —CO— group (M c Represents the same meaning as described above. ), M c -CO-O- group (M c Represents the same meaning as described above. ), M c O-CO- group (M c Represents the same meaning as described above. ), M c R e N-group (M c And R e Represents the same meaning as described above. ), M c -CO-NR e -Group (M c And R e Represents the same meaning as described above. ), M c O-CO-NR e -Group (M c And R e Represents the same meaning as described above. ), M c R e N-CO- group (M c And R e Represents the same meaning as described above. ), M c R e N-CO-NR e '-Group (M c , R e And R e 'Represents the same meaning as described above. ), M c R e N-C (= NR e ') -NR e '' -Group (M c , R e , R e 'And R e '' Represents the same meaning as described above. ), M c -SO 2 -NR e -Group (M c And R e Represents the same meaning as described above. ) Or M c R e N-SO 2 -Group (M c And R e Represents the same meaning as described above. ) And R d Represents the same meaning as described above. ].
(3) Z group: -Y a '' = C (Y a -Y a '-Group (Y a Represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom or a C1-C10 alkoxy group; a 'Represents an imino group which may be substituted with an oxy group, a thio group, or a C1-C10 alkyl group; a '' Represents a -N = group or a methine group. ), C3-C10 alkylene group or -Y b = Y b '-Y b '' = Y b '''-Group [Y b , Y b ', Y b '' And Y b '''Is the same or different, and Ma-group (M a Represents the same meaning as described above. ) Represents a methine group which may be substituted or -N = group. ]
A group represented by
Formula (IVA-2)
Figure 2007308441
[Where:
1. K AA Is a hydrogen atom, a halogen atom or a (IV-AA) -group
[(IV-AA) has the formula (IV-AA)
Figure 2007308441
[Wherein AA represents an aromatic 5-membered ring or an aromatic 6-membered ring; A And q represent the same meaning as described above, and when q is 2 or more, two adjacent Y identical or different Y A Is Z 0 It may be condensed with an AA ring as a group. ]
Represents a group represented by ].
2. L AA Is a C2-C10 alkyl group substituted with a hydrogen atom, a C1-C10 alkyl group, a (IV-AA) -group ((IV-AA) is as defined above), (IV-AA) A C4-C10 alkenyl group which may be substituted with a group ((IV-AA) represents the same meaning as described above) or an (IV-AA)-group ((IV-AA) is as defined above; Represents the same meaning.) Represents a C4-C10 alkynyl group optionally substituted by AA And L AA Is a single or the same or different M a -Group (M a Represents the same meaning as described above. ) May form a C4-C10 alkenylene group which may be substituted.
3. Q AA Is
Hydrogen atom or Q A -Group
[Q A Is
A hydroxyl group, (b) -group ((b) represents the same meaning as described above),
A 9 -B 6 -B c -Group [A 9 And B 6 Represents the same meaning as above, B c Is an oxy group or -N ((O) m R 1 ) -Group (m and R 1 Represents the same meaning as described above. ). However, A 9 When is a hydrogen atom, B c Is not a sulfonyl group. ],
A 7 '' -SO 2 -B c -Group (A 7 '' And B c Represents the same meaning as described above. ),
A 8 -SO 2 -B c -Group (A 8 And B c Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ),
R 1 R 1 'N-SO 2 -B c -Group (R 1 , R 1 'And B c Represents the same meaning as described above. ),
(B) -SO 2 -B c -Groups ((b) and B c Represents the same meaning as described above. ),
A 9 '-B c -Group (A 9 'And B c Represents the same meaning as described above. ),
D 5 -R 4 -B c -Group (D 5 , R 4 And B c Represents the same meaning as described above. ),
M c -B 3 -B c -Group (M c , B 3 And B c Represents the same meaning as described above. Or
M c -B c -Group (M c And B c Represents the same meaning as described above. )
Represents. ]
It is.
4). W C Is an oxygen atom or
-NT C -Group [T C A 9 '-Group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ) Or M c -Group (M c Represents the same meaning as described above. ). ]
It is. ]
A group represented by
Formula (IVA-3)
Figure 2007308441
[Where K AA 'Represents a hydrogen atom, a C1-C10 alkyl group, or a (III-AA) -group ((III-AA) represents the same meaning as described above), and L AA 'Represents a hydrogen atom or a C1-C10 alkyl group, and K AA 'And L AA 'Is a C3-C10 alkylene group or a single or the same or different M a -Group (M a Represents the same meaning as described above. ) May be substituted with a C4-C10 alkenylene group, U ′ represents a hydrogen atom or a methyl group, W C Represents the same meaning as described above. ]
Or a group represented by
Formula (IVA-4)
Figure 2007308441
[Where T C Represents the same meaning as above, Q B Is a hydroxyl group, A 9 -B 6 —O— group (A 9 And B 6 Represents the same meaning as described above. ), A 7 '' -SO 2 —O— group (A 7 '' Represents the same meaning as described above. ), A 8 -SO 2 —O— group (A 8 Represents the same meaning as described above. However, A 8 Does not become a hydrogen atom. ), R 1 R 1 'N-SO 2 —O— group (R 1 And R 1 'Represents the same meaning as described above. ), (B) -SO 2 -O- group ((b) represents the same meaning as described above), A 9 '-O- group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 —O— group (D 5 And R 4 Represents the same meaning as described above. ), M c -B 3 —O— group (M c And B 3 Represents the same meaning as described above. ) Or M c —O— group (M c Represents the same meaning as described above. ). ]
Represents a group represented by
II. B is
Formula (IV-1)
Figure 2007308441
[Where:
(1) Q A Represents the same meaning as described above.
(2) W A Is an oxygen atom or
-NT A -Group [T A Is a hydrogen atom, A 9 '-Group (A 9 'Represents the same meaning as described above. ), D 5 -R 4 -Group (D 5 And R 4 Represents the same meaning as described above. ) Or M c -Group (M c Represents the same meaning as described above. ). ]
It is.
(3) K A Represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group; A Is a hydrogen atom, a C1-C10 alkyl group or M b -Group (M b Represents the same meaning as described above. ) And K A And L A Is a C3-C10 alkylene group, or a single or a plurality of the same or different M a -Group (M a Represents the same meaning as described above. ) May form a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (IV-2)
Figure 2007308441
[Where T A Represents the same meaning as described above, and L B Represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (IV-3)
Figure 2007308441
[Where T A Represents the same meaning as described above, and L C Represents a C1-C10 alkyl group. ]
A group represented by
Formula (IV-4)
Figure 2007308441
[Where T A Represents the same meaning as described above. ]
A group represented by
Formula (IV-5)
Figure 2007308441
[Where T A Represents the same meaning as described above, and K B Represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (IV-6)
Figure 2007308441
[Where W A Represents the same meaning as described above, and K C And L D Is a C3-C10 alkylene group or a single or the same or different M a -Group (M a Represents the same meaning as described above. ) Is a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (IV-7)
Figure 2007308441
[Where Q A And W A Represents the same meaning as described above, and K D And L E Is -V A = V A '-V A '' = V A '''-Group {V A , V A ', V A '' And V A '''Is the same or different, M a -Group (M a Represents the same meaning as described above. ) Represents a methine group which may be substituted, or -N = group, and V A , V A ', V A '' And V A At least one of '''represents a -N = group. }. ]
A group represented by
Formula (IV-8)
Figure 2007308441
[Where T A And Q B Represents the same meaning as described above. ]
A group represented by
Formula (IV-9)
Figure 2007308441
[Where U and W A Represents the same meaning as described above. ]
A group represented by
Formula (IV-10)
Figure 2007308441
[Where U, W A , K D And L E Represents the same meaning as described above. ]
A group represented by
Formula (IV-11)
Figure 2007308441
[Where T A Represents the same meaning as described above. ]
A group represented by
Formula (IV-12)
Figure 2007308441
[Where T A And Q B Represents the same meaning as described above. ]
A group represented by
Formula (IV-13)
Figure 2007308441
[Where T A , Q B , K D And L E Represents the same meaning as described above. ]
A group represented by
Formula (IV-14)
Figure 2007308441
[Where T A Represents the same meaning as described above. ]
A group represented by
Formula (IV-15)
Figure 2007308441
[Where T A Represents the same meaning as described above. ]
A group represented by
Formula (IV-16)
Figure 2007308441
[Where T A Represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (IV-17)
Figure 2007308441
[Where T A , U ′ and K have the same meaning as described above. ]
Represents a group represented by
III. In φ-γ,
φ represents an atom or group bonded to σ, γ represents an atom or group bonded to B,
φ-γ is
Formula (φγ-1)
-CR = CR'-CO- (φγ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (φγ-2)
-CR I = CR II -CR III = CR IV -CO- (φγ-2)
(Wherein R I , R II , R III And CR IV Are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group. )
A group represented by
Formula (φγ-3)
-CR I = CX I -CO- (φγ-3)
[Wherein R I Represents the same meaning as described above, and X I Is R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C (═O) — group (R II Represents the same meaning as described above. ). ]
A group represented by
Formula (φγ-4)
-CR I = CR II -C (= NOR III ) − (Φγ-4)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-5)
Figure 2007308441
[Where X II Is an oxy group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (φγ-6)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ-7)
Figure 2007308441
[Where X III Is an oxy group, a thio group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (φγ-8)
Figure 2007308441
[Where X IV Is -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ] Represents the same meaning as described above. ]
A group represented by
Formula (φγ-9)
-CHR I -CHR II -CO- (φγ-9)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ-10)
-CHR I -CHR II -C (= NOR III ) − (Φγ-10)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-11)
-CR I = CR II -CHR III − (Φγ-11)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-12)
-CHR I -CR II = CR III − (Φγ-12)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-13)
-CHR I -CHR II -CHR III − (Φγ-13)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-14)
-CHR I -CHR II -Y I − (Φγ-14)
(Wherein R I And R II Represents the same meaning as above, and Y I Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. )
A group represented by
Formula (φγ-15)
-CO-CR I = CR II − (Φγ-15)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ-16)
-C (= NOR III ) -CR I = CR II − (Φγ-16)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-17)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ-18)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (φγ-19)
Figure 2007308441
(Where X III Represents the same meaning as described above. )
A group represented by
Formula (φγ-20)
Figure 2007308441
(Where X IV Represents the same meaning as described above. )
A group represented by
Formula (φγ-21)
-CO-CHR I -CHR II − (Φγ-21)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ-22)
-C (= NOR III ) -CHR I -CHR II − (Φγ-22)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-23)
-CO-C≡C- (φγ-23)
A group represented by
Formula (φγ-24)
-C (= NOR I ) -C≡C- (φγ-24)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ-25)
-C (R I ) R II -N = CR III − (Φγ-25)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (φγ-26)
-NH-N = CR I − (Φγ-26)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ-27)
-C (R I ) R II -NH-CO- (φγ-27)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ-28)
-NR I -CO-CO- (φγ-28)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (φγ-29)
-Y I -C (R I ) R II -CO- (φγ-29)
(Wherein R I And R II Represents the same meaning as above, Y I Represents the same meaning as above)
A group represented by
Formula (φγ-30)
-CO-CH 2 -CO- (φγ-30)
Represents a group represented by
Formula (φγ-31)
-C (R I ) R II -CO-NH- (φγ-31)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (φγ-32)
-Y II -CO-NH- (φγ-32)
[Where Y II Is an oxy group, a thio group, or -NR I A group (wherein R I Represents the same meaning as described above. ). ]
A group represented by
Formula (φγ-33)
-NR "-SO 2 -NH- (φγ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (φγ-34)
-C (R I ) R II -NH-SO 2 − (Φγ-34)
(Wherein R I And R II Represents the same meaning as described above. )
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
5). Formula (V)

Figure 2007308441
[Where:
I. s is
Formula (Va-1)
Figure 2007308441
[Wherein, a represents a benzene ring, a pyridine ring, a thiophene ring, a furan ring, a pyrrole ring, a pyrazole ring, a 1,2,3-triazole ring, a tetrazole ring, an isoxazole ring, a thiazole ring, a pyridazine ring or a pyrimidine ring. X a Is a C1-C10 alkyl group substituted with a cyano group, a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group, or a C2-C10 alkenyl group substituted with a halogen atom or a cyano group, Or a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group, a C3-C10 alkynyl group substituted with a hydroxy group, or a 0 -R 1 -B-r 1 '-Group {a 0 Is a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group Group, r 2 O—CO— group (r 2 Represents a C1-C10 alkyl group or a C2-C10 alkyl group substituted with a hydroxyl group. ), A carboxy group, an rr′N—CO— group (r and r ′ are the same or different and represent a hydrogen atom or a C1-C10 alkyl group), a 1 -NH-CO- group (a 1 Represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group. ), A 1 '-CO- group (a 1 'Represents a morpholino group. ), Rr'N-CH 2 -Group (r and r 'are as defined above), r 0 -(O) l -CONH-CH 2 -Group (r 0 Represents a C1-C10 alkyl group, and l represents 0 or 1. ), R-OCH 2 -Group (r represents the same meaning as described above), r 0 —CO— group (r 0 Represents the same meaning as described above. ), A cyano group or a sulfomethyl group, r 1 Represents a C1-C10 alkylene group, r 1 'Represents a single bond or a C1-C10 alkylene group, and b represents an imino group which may be substituted with an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a methyl group. } Or a 2 -Y-CO-NH- group (a 2 Represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group. ) Or rO—COCO—NH— group (r represents the same meaning as described above), or a 3 -Z-NH- group (a 3 Represents a C2-C10 alkenyl group, or a C1-C10 alkoxy group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group. . ) Or a 4 -Nr'CO- group {a 4 Is a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, or r 0 -SO 2 -Group (r 0 Represents the same meaning as described above. ), Or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or r 0 r 0 'N-group (r 0 Represents the same meaning as described above, and r 0 'R 0 Same as or different from r 0 Represents the same meaning as ) -Substituted C2-C10 alkyl group, or rO-CO- group (r represents the same meaning as described above), a C1-C10 alkyl group substituted with a cyano group or an aminocarbonyl group, or rO-CO- (rO-COCH 2 ) CH— group (wherein r represents the same meaning as described above), and r ′ represents the same meaning as described above. } Or a 5 -NHSO 2 -Group (a 5 Represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group. ) Or r 0 ON = CH-group (r 0 Represents the same meaning as described above. ) Or r 0 NHCSNH-group (r 0 Represents the same meaning as described above. ) Or r 0 NHC (-Sr 0 ') = N-group (r 0 And r 0 'Represents the same meaning as described above. ) Or (rO) 2 P (= O) CH 2 -Represents a group (r represents the same meaning as described above), p represents 0, 1, 2 or 3, and when p is 2 or more, X a Are the same or different,
Y a Is a halogen atom, a C1-C10 alkyl group that may be substituted with a halogen atom, a C1-C10 alkyl group that may be substituted with a C1-C10 alkoxy group, or a C2-C10 alkenyl group, or A C2-C10 alkynyl group, a 2-oxo-oxazolidin-3-yl group, a [1,3] dioxolan-2-yl group, or a C1-C10 alkoxy group substituted with a morpholino group, or a 0 '-B'-group (a 0 'Represents a C1-C10 alkyl group which may be substituted with a halogen atom, and b' represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. ), A nitro group, a cyano group, or an rO—CO— group (where r represents the same meaning as described above), or r 0 r 0 'N-group (r 0 And r 0 'Represents the same meaning as described above. ) Or r 0 CO—NH— group (r 0 Represents the same meaning as described above. ) Or r 0 r 0 'NCONH-group (r 0 And r 0 'Represents the same meaning as described above. ) Or rr′NCO— group (r and r ′ represent the same meaning as described above) or a hydroxyl group, q represents 0, 1, 2 or 3, and q is 2 or more. When Y a Are the same or different, and when q is 2 or more, adjacent Y a May be condensed with a ring to form a 4,5,6,7-tetrahydrobenzo [b] thiophene ring. ]
A group represented by
Formula (Va-2)
Figure 2007308441
[Where:
1. K aa Is a hydrogen atom, a halogen atom, or a (V-aa) -group
[(V-aa) is represented by the formula (V-aa)
Figure 2007308441
[Wherein aa represents a thiophene ring, a furan ring, a pyrrole ring, a thiazole ring, a benzene ring or a pyridine ring; a And q represent the same meaning as described above. ] Is represented. ].
2. L aa Is a C2-C10 alkyl group substituted with a hydrogen atom, a C1-C10 alkyl group, a (V-aa) -group ((V-aa) is as defined above), (V-aa) A C4-C10 alkenyl group which may be substituted with a group ((V-aa) represents the same meaning as described above) or a (V-aa)-group ((V-aa) is as defined above; Represents the same meaning.) Represents a C4-C10 alkynyl group optionally substituted by aa And L aa And may form a C4-C10 alkenylene group which may be substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group.
3. Q aa Is a hydrogen atom, r a —O— group {r a Is a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or r 0 r 0 'N-CH 2 -Group (r 0 And r 0 'Represents the same meaning as described above. ), ROCH 2 -Group (r represents the same meaning as described above), r 0 —CO— group (r 0 Represents the same meaning as described above. ), A C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group, a C1-C10 alkyl group substituted with a cyano group, or r 3 -R 1 -Group (r 3 Represents a phenyl group or a pyridyl group, r 1 Represents a C1-C10 alkylene group. ). }, Or a piperidino group, or a morpholino group, or r 4 r 4 'N-group (r 4 And r 4 'Is the same or different and is a C2-C10 alkyl substituted with a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C1-C10 alkoxy group. Represents a group. However, it does not become a hydrogen atom at the same time. ).
4). W c Is an oxygen atom or -NT c -Group [T c R b -Group (r b R a Same as or different from r a Represents the same meaning as Or r 3 '-Group (r 3 'R 3 Same as or different from r 3 Represents the same meaning as ). However, it does not become a hydrogen atom. ]. ]
A group represented by
Formula (Va-3)
Figure 2007308441
[Where K aa 'Represents a hydrogen atom, a C1-C10 alkyl group, or a (V-aa) -group ((V-aa) represents the same meaning as described above), and L aa 'Represents a hydrogen atom or a C1-C10 alkyl group, and K aa 'And L aa 'May form a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a C4-C10 alkenylene group which may be substituted with a nitro group, U' represents a hydrogen atom or a methyl group, W c Represents the same meaning as described above. ]
Or a group represented by
Formula (Va-4)
Figure 2007308441
[Where T c Represents the same meaning as above, Q b R a —O— group (r a Represents the same meaning as described above. ). ]
Represents a group represented by
II. b is
Formula (V-1)
Figure 2007308441
[Where Q a R a —O— group (r a Represents the same meaning as described above. ) Or piperidino group or morpholino group or r 4 r 4 'N-group (r 4 And r 4 'Represents the same meaning as described above. ) And W a Is an oxygen atom or -NT a -Group [T a R b -Group (r b R a Same as or different from r a Represents the same meaning as Or r 3 '-Group (r 3 'R 3 Same as or different from r 3 Represents the same meaning as ). ] And K a Represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group; a Represents a hydrogen atom or a C1-C10 alkyl group, and K a And L a And may form a C3-C10 alkylene group or a 1,3-butadienylene group. ]
A group represented by
Formula (V-2)
Figure 2007308441
[Where T a Represents the same meaning as described above, and L b Represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (V-3)
Figure 2007308441
[Where T a Represents the same meaning as described above, and L c Represents a C1-C10 alkyl group. ]
A group represented by
Formula (V-4)
Figure 2007308441
[Where T a Represents the same meaning as described above. ]
A group represented by
Formula (V-5)
Figure 2007308441
[Where T a Represents the same meaning as described above, and K b Represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (V-6)
Figure 2007308441
[Where W a Represents the same meaning as described above, and K c And L d And a C3-C10 alkylene group or a C4-C10 alkenylene group. ]
A group represented by
Formula (V-7)
Figure 2007308441
[Where Q a And W a Represents the same meaning as described above, and K d And L e Is -V a = V a '-V a '' = V a '''-Group (V a , V a ', V a '' And V a '''Is the same or different and represents a methine group or -N = group; a , V a ', V a '' And V a At least one of '''represents a -N = group. ). ]
A group represented by
Formula (V-8)
Figure 2007308441
[Where T a And Q b Represents the same meaning as described above. ]
Or a group represented by
Formula (V-9)
Figure 2007308441
[Where U and W a Represents the same meaning as described above. ]
A group represented by
Formula (V-10)
Figure 2007308441
[Where U, W a , K d And L e Represents the same meaning as described above. ]
A group represented by
Formula (V-11)
Figure 2007308441
[Where T a Represents the same meaning as described above. ]
A group represented by
Formula (V-12)
Figure 2007308441
[Where T a And Q b Represents the same meaning as described above. ]
A group represented by
Formula (V-13)
Figure 2007308441
[Where T a , Q b , K d And L e Represents the same meaning as described above. ]
A group represented by
Formula (V-14)
Figure 2007308441
[Where T a Represents the same meaning as described above. ]
A group represented by
Formula (V-15)
Figure 2007308441
[Where T a Represents the same meaning as described above. ]
A group represented by
Formula (V-16)
Figure 2007308441
[Where T a Represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (V-17)
Figure 2007308441
[Where T a And K represent the same meaning as described above, and U ′ represents the same meaning as described above. ]
Represents a group represented by
III. In f-g,
f represents an atom or group bonded to s, g represents an atom or group bonded to b,
f−g is
Formula (fg-1)
-CR = CR'-CO- (fg-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (fg-2)
-CR I = CR II -CR III = CR IV -CO- (fg-2)
(Wherein R I , R II , R III And CR IV Are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group. )
A group represented by
Formula (fg-3)
-CR I = CX I -CO- (fg-3)
[Wherein R I Represents the same meaning as described above, and X I Is R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C (═O) — group (R II Represents the same meaning as described above. ). ]
A group represented by
Formula (fg-4)
-CR I = CR II -C (= NOR III )-(Fg-4)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-5)
Figure 2007308441
[Where X II Is an oxy group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (fg-6)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (fg-7)
Figure 2007308441
[Where X III Is an oxy group, a thio group, -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ]
A group represented by
Formula (fg-8)
Figure 2007308441
[Where X IV Is -NR I -Group (R I Represents the same meaning as described above. ) Or —N (—COR ″) — group (where R ″ represents the same meaning as described above). ] Represents the same meaning as described above. ]
A group represented by
Formula (fg-9)
-CHR I -CHR II -CO- (fg-9)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (fg-10)
-CHR I -CHR II -C (= NOR III )-(Fg-10)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-11)
-CR I = CR II -CHR III -(Fg-11)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-12)
-CHR I -CR II = CR III -(Fg-12)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-13)
-CHR I -CHR II -CHR III -(Fg-13)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-14)
-CHR I -CHR II -Y I -(Fg-14)
(Wherein R I And R II Represents the same meaning as above, and Y I Represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group. )
A group represented by
Formula (fg-15)
-CO-CR I = CR II -(Fg-15)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (fg-16)
-C (= NOR III ) -CR I = CR II -(Fg-16)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-17)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (fg-18)
Figure 2007308441
(Where X II Represents the same meaning as described above. )
A group represented by
Formula (fg-19)
Figure 2007308441
(Where X III Represents the same meaning as described above. )
A group represented by
Formula (fg-20)
Figure 2007308441
(Where X IV Represents the same meaning as described above. )
A group represented by
Formula (fg-21)
-CO-CHR I -CHR II -(Fg-21)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (fg-22)
-C (= NOR III ) -CHR I -CHR II -(Fg-22)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-23)
-CO-C≡C- (fg-23)
A group represented by
Formula (fg-24)
-C (= NOR I ) -C≡C- (fg-24)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (fg-25)
-C (R I ) R II -N = CR III -(Fg-25)
(Wherein R I , R II And R III Represents the same meaning as described above. )
A group represented by
Formula (fg-26)
-NH-N = CR I -(Fg-26)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (fg-27)
-C (R I ) R II -NH-CO- (fg-27)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (fg-28)
-NR I -CO-CO- (fg-28)
(Wherein R I Represents the same meaning as described above. )
A group represented by
Formula (fg-29)
-Y I -C (R I ) R II -CO- (fg-29)
(Wherein R I And R II Represents the same meaning as above, Y I Represents the same meaning as above)
A group represented by
Formula (fg-30)
-CO-CH 2 -CO- (fg-30)
Represents a group represented by
Formula (fg-31)
-C (R I ) R II -CO-NH- (fg-31)
(Wherein R I And R II Represents the same meaning as described above. )
A group represented by
Formula (fg-32)
-Y II -CO-NH- (fg-32)
[Where Y II Is an oxy group, a thio group, or -NR I A group (wherein R I Represents the same meaning as described above. ). ]
A group represented by
Formula (fg-33)
-NR "-SO 2 -NH- (fg-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (fg-34)
-C (R I ) R II -NH-SO 2 -(Fg-34)
(Wherein R I And R II Represents the same meaning as described above. )
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
6). An extracellular matrix gene transcription repressing composition comprising the compound according to any one of 2 to 5 above and an inert carrier;
7). An extracellular matrix gene transcription repressing composition comprising the compound according to 5 above and an inert carrier;
8). Use of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 as an active ingredient for suppressing transcription of an extracellular matrix gene;
9. Use of the compound according to the above item 2-5 as an active ingredient for suppressing transcription of an extracellular matrix gene;
10. Use of the compound according to item 5 as an active ingredient for suppressing transcription of an extracellular matrix gene;
11. Cinnamoyl contained as an active ingredient in the composition according to item 1 as an active ingredient for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression and reducing the amount of extracellular matrix accumulation Use of compounds;
12 Use of the compound according to any one of the above items 2 to 5 as an active ingredient for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression and reducing the amount of extracellular matrix accumulation;
13. A method for improving tissue fibrosis, comprising administering an effective amount of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 to a mammalian patient in need of treatment for improving tissue fibrosis;
14 A method for improving tissue fibrosis, comprising administering an effective amount of the compound according to any one of items 2 to 5 to a mammalian patient in need of treatment for improving tissue fibrosis;
15. A therapeutic agent for chronic renal failure, comprising the cinnamoyl compound contained as an active ingredient in the composition according to item 1 or the compound according to items 2 to 5 and an inert carrier;
16. Use of the cinnamoyl compound contained as an active ingredient in the composition according to the preceding item 1, or the compound according to the preceding item 2 to 5, as an active ingredient for treating chronic renal failure;
17. An effective amount of the cinnamoyl compound contained as an active ingredient in the composition according to item 1 or the compound according to items 2 to 5 above is administered to a mammalian patient in need of treatment for chronic renal failure. A method of treating chronic renal failure characterized;
18. A therapeutic agent for heart failure comprising the cinnamoyl compound contained as an active ingredient in the composition according to item 1 or the compound according to items 2 to 5 and an inert carrier;
19. Use of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 or a compound as described in items 2 to 5 above as an active ingredient for treating heart failure;
20. A heart failure characterized by administering an effective amount of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 or a compound according to items 2 to 5 to a mammalian patient in need of treatment for heart failure. Method of treatment;
21. A TGF-β action inhibitory composition comprising a cinnamoyl compound contained as an active ingredient in the composition according to item 1, and an inert carrier;
22. A TGF-β action-suppressing composition comprising the compound according to any one of 2 to 5 above and an inert carrier;
23. Use of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 as an active ingredient for suppressing the action of TGF-β;
24. Use of the compound according to the above item 2-5 as an active ingredient for suppressing the action of TGF-β;
25. A hair nourishing composition comprising the cinnamoyl compound contained as an active ingredient in the composition according to item 1 or the compound according to items 2 to 5 and an inert carrier;
26. Cinnamoyl contained as an active ingredient in the composition according to item 1 as an active ingredient for obtaining a hair nourishing effect by inhibiting the promotion of the transition to the hair regression stage by TGF-β and leading to an extension of the hair growth stage Use of the compound or the compound according to the preceding item 2-5;
27. An effective amount of a cinnamoyl compound contained as an active ingredient in the composition according to item 1 or a compound according to items 2 to 5 is administered to a mammalian patient in need of hair-growth treatment. Hair method;
Etc. are provided.

本発明により、組織における細胞外マトリックス遺伝子の発現量を減少させ、細胞外マトリックス蓄積量を低下させることにより、組織の線維化を改善させる組成物(即ち、細胞外マトリックス蓄積抑制剤や、線維症治療剤又は心不全治療剤)等の開発・提供が可能となる。   According to the present invention, a composition for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression in a tissue and decreasing the amount of extracellular matrix accumulation (ie, an extracellular matrix accumulation inhibitor, fibrosis) Development or provision of therapeutic agents or therapeutic agents for heart failure).

以下、本発明を詳細に説明する。
本発明において、アルキル基、ハロアルキル基、アルコキシ基、アルコキシカルボニル基、アルキルチオ基、アルキルスルフィニル基、アルキルスルホニル基及びアルキレン基における飽和炭化水素基は、分枝していてもよく、またその炭素原子の一部又は全部で環を形成してもよく、アルケニル基、アルケニルオキシ基、アルキニル基、アルキニルオキシ基、アルケニレン基及びアルキニレン基における不飽和炭化水素基は、分枝をもっていてもよく、またその炭素原子の一部又は全部で環を形成してもよく、その不飽和結合数は単数又は複数である。
本発明において、アルキル基としては、例えば、メチル基、エチル基、イソプロピル基、シクロヘキシル基、シクロプロピルメチル基等があげられ、ハロアルキル基としては、例えば、2,2,2−トリフルオロエチル基等があげられ、アルコキシ基としては、例えば、メトキシ基、エトキシ基、シクロペンチルオキシ基、2−シクロヘキシルエトキシ等があげられ、アルキルチオ基としては、例えば、メチルチオ基等があげられ、アルキルスルフィニル基としては、例えば、メチルスルフィニル基等があげられ、アルキルスルホニル基としては、例えば、メチルスルホニル基等があげられ、アルキレン基としては、例えば、メチレン基、エチルエチレン基、1,4−シクロヘキシレン基等があげられ、、アルケニル基としては、例えば、ビニル基、2−プロペニル基、3−メチル−2−ブテニル基、1,3−ブタジエニル基、3−シクロヘキセニル基等があげられ、アルキニル基としては、例えば、エチニル基、2−プロピニル基、2−ペンテン−4−イニル基等があげられ、アルケニレン基としては、例えば、ビニレン基、プロペニレン、1,3−ブタジエニレン基等があげられ、アルキニレン基としては、例えば、エチニレン基、プロピニレン基等があげられる。
本発明において、ハロゲン原子としては、フッ素原子、塩素原子、臭素原子及びヨウ素原子があげられる。
本発明において、ピリジル基は、2−ピリジル基、3−ピリジル基及び4−ピリジル基を含み、フリル基は、2−フリル基及び3−フリル基を含み、チエニル基は、2−チエニル基及び3−チエニル基を含み、ナフチル基は、1−ナフチル基及び2−ナフチル基を含む。
Hereinafter, the present invention will be described in detail.
In the present invention, the saturated hydrocarbon group in the alkyl group, haloalkyl group, alkoxy group, alkoxycarbonyl group, alkylthio group, alkylsulfinyl group, alkylsulfonyl group and alkylene group may be branched, and The unsaturated hydrocarbon group in the alkenyl group, alkenyloxy group, alkynyl group, alkynyloxy group, alkenylene group and alkynylene group may have a branch, and the carbon thereof may form a ring partly or entirely. A part or all of the atoms may form a ring, and the number of unsaturated bonds is one or more.
In the present invention, examples of the alkyl group include a methyl group, an ethyl group, an isopropyl group, a cyclohexyl group, and a cyclopropylmethyl group. Examples of the haloalkyl group include a 2,2,2-trifluoroethyl group. Examples of the alkoxy group include a methoxy group, an ethoxy group, a cyclopentyloxy group, 2-cyclohexylethoxy, and the like. Examples of the alkylthio group include a methylthio group. Examples of the alkylsulfinyl group include: For example, a methylsulfinyl group and the like can be mentioned. Examples of the alkylsulfonyl group include a methylsulfonyl group. Examples of the alkylene group include a methylene group, an ethylethylene group, and a 1,4-cyclohexylene group. As the alkenyl group, for example, bi Group, 2-propenyl group, 3-methyl-2-butenyl group, 1,3-butadienyl group, 3-cyclohexenyl group and the like. Examples of the alkynyl group include ethynyl group, 2-propynyl group, 2 -Pentene-4-ynyl group and the like, examples of the alkenylene group include vinylene group, propenylene, 1,3-butadienylene group, and examples of the alkynylene group include ethynylene group and propynylene group. It is done.
In the present invention, examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
In the present invention, the pyridyl group includes a 2-pyridyl group, a 3-pyridyl group and a 4-pyridyl group, the furyl group includes a 2-furyl group and a 3-furyl group, the thienyl group includes a 2-thienyl group and It includes a 3-thienyl group, and the naphthyl group includes a 1-naphthyl group and a 2-naphthyl group.

式(I)、(II)、(III)、(IV)及び(V)で示される含複素環化合物(以下、各々、化合物(I)、(II)、(III)、(IV)及び(V)と記すこともある)において、α環、A0環、A環及びa環が窒素原子を有する芳香族6員環の場合は、そのN−オキシドも含む。
化合物(I)〜(V)のΣ環、σ0環、σ環及びs環において、芳香族5員環としては、例えば、チオフェン環、フラン環、ピロール環、イミダゾール環、ピラゾール環、1,2,3−トリアゾール環、1,2,4−トリアゾール環、テトラゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、イソチアゾール環、フラザン環、1,2,5−チアジアゾール環等があげられ、芳香族6員環としては、例えば、ベンゼン環、ピリジン環、ピリダジン環、ピリミジン環、ピラジン環、1,3,5−トリアジン環、1,2,4−トリアジン環等があげられる。
Heterocyclic compounds represented by formulas (I), (II), (III), (IV) and (V) (hereinafter referred to as compounds (I), (II), (III), (IV) and (IV), respectively) In the case where the α ring, the A0 ring, the A ring, and the a ring are aromatic 6-membered rings having a nitrogen atom, the N-oxide thereof is also included.
In the Σ ring, σ0 ring, σ ring and s ring of the compounds (I) to (V), examples of the aromatic 5-membered ring include a thiophene ring, a furan ring, a pyrrole ring, an imidazole ring, a pyrazole ring, and 1,2. , 3-triazole ring, 1,2,4-triazole ring, tetrazole ring, oxazole ring, isoxazole ring, thiazole ring, isothiazole ring, furazane ring, 1,2,5-thiadiazole ring, etc., aromatic Examples of the 6-membered ring include a benzene ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, a 1,3,5-triazine ring, and a 1,2,4-triazine ring.

式(I)〜(V)で示される含複素環化合物(以下、化合物(I)〜(V)と記すこともある)は、それらの薬理学上許容されうる塩も、同時に表す。薬理学上許容されうる塩とは、化合物(I)〜(V)(以下、本発明化合物と記すこともある)の、無機酸との塩、有機酸との塩、無機塩基との塩又は有機塩基との塩を表す。無機酸との塩とは、例えば、塩酸塩、臭化水素酸塩等があげられ、有機酸との塩とは、例えば、酢酸塩、安息香酸塩等があげられ、無機塩基との塩とは、例えば、カリウム塩、ナトリウム塩等があげられ、有機塩基との塩とは、例えば、ピリジン塩、モルホリン塩等があげられる。   Heterocyclic compounds represented by formulas (I) to (V) (hereinafter sometimes referred to as compounds (I) to (V)) also represent pharmacologically acceptable salts thereof. The pharmacologically acceptable salt is a salt with an inorganic acid, a salt with an organic acid, a salt with an inorganic base, or a compound (I) to (V) (hereinafter sometimes referred to as the compound of the present invention) Represents a salt with an organic base. Examples of the salt with an inorganic acid include hydrochloride and hydrobromide. Examples of the salt with an organic acid include acetate and benzoate. Examples include potassium salts and sodium salts, and examples of salts with organic bases include pyridine salts and morpholine salts.

化合物(I)及び(II)のYαのとりうる置換基Y群において、「6−10員環のアリール基」とは、単環又は縮合環の芳香族炭化水素環をなす基を表し、例えば、フェニル基、1−ナフチル基、2−ナフチル基、6−インダニル基等があげられ、「5−10員環のヘテロアリール基」とは、単環又は縮合環の芳香族複素環をなす基を表し、例えば、2−フリル基、3−フリル基、2−チエニル基、3−チエニル基2−ピリジル基、3−ピリジル基、4−ピリジル基、2−キノリル基等があげられ、「不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基」とは、単環又は縮合環を含み、2−シクロヘキセニル基、2−モルホリニル基、4−ピペリジル基等があげられ、これらは単数又は同一又は相異なる複数の前記のM−基で置換されてもよい。
化合物(I)及び(II)のYαのとりうる置換基Z群において、「A環と縮環する基」は、ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基から選ばれる、単数又は同一又は相異なる複数の原子又は基を有してもよい。
化合物(III)のXA0のとりうる置換基E群のRa0において、「置換されてもよい5−7員環のアリール基又はヘテロアリール基」とは、単環又は縮合環の芳香族炭化水素環をなす基又は単環又は縮合環の芳香族複素環をなす基を表し、例えば、フェニル基、1−ナフチル基、2−ナフチル基、6−インダニル基、2−フリル基、3−フリル基、2−チエニル基、3−チエニル基、2−ピリジル基、3−ピリジル基、4−ピリジル基、2−キノリル基等があげられ、これらは単数又は同一又は相異なる複数の前記のM−基で置換されてもよい。
In the group Y 0 that can be substituted for Y α of the compounds (I) and (II), the “6- to 10-membered aryl group” represents a group that forms a monocyclic or condensed aromatic hydrocarbon ring. Examples thereof include a phenyl group, a 1-naphthyl group, a 2-naphthyl group, a 6-indanyl group, and the like, and a “5- to 10-membered heteroaryl group” means a monocyclic or condensed aromatic heterocyclic ring. A 2-furyl group, a 3-furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-quinolyl group, and the like. The “group forming a 3-10 membered hydrocarbon ring or heterocyclic ring which may contain an unsaturated bond” includes a monocyclic ring or a condensed ring, and includes a 2-cyclohexenyl group, a 2-morpholinyl group, and a 4-piperidyl group. These are a single or a plurality of the same or different. May be substituted with the M a -group.
In the group Z 0 of possible substituents of Y α in the compounds (I) and (II), the “group condensed with the A ring” is a halogen atom, a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, a C3- A C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a sulfinyl group or a sulfonyl group may have a single atom, or the same or different plural atoms or groups.
In the R a0 group of the substituent E 0 group that can be taken by X A0 of the compound (III), the “ optionally substituted 5- to 7-membered aryl group or heteroaryl group” means a monocyclic or condensed aromatic ring Represents a group forming a hydrocarbon ring or a group forming a monocyclic or condensed aromatic heterocyclic ring, such as a phenyl group, 1-naphthyl group, 2-naphthyl group, 6-indanyl group, 2-furyl group, 3- A furyl group, a 2-thienyl group, a 3-thienyl group, a 2-pyridyl group, a 3-pyridyl group, a 4-pyridyl group, a 2-quinolyl group, and the like. It may be substituted with a group.

化合物(I)、(II)及び(III)の、Yα及びYA0のとりうる置換基Y群の(d)において、「カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす」は、炭素原子の一つ又は複数が、カルボニル基又はチオカルボニル基で置き換えられ、更に、炭素原子の一つ又は複数が、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよい5−12員の炭化水素環をなすことを表す。
化合物(I)、(II)及び(III)の、Yα及びYA0のとりうる置換基Y群の(e)において、「カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。」とは、炭素原子の一つ又は複数が、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよい5−12員の炭化水素環をなすことを表す。
In the compound (I), (II) and (III) (d 0 ) in the group Y 0 that Y α and Y A0 can take, “substituted with a carbonyl group or a thiocarbonyl group, and further with an oxy group, A thio group, a —NR 1 — group (wherein R 1 represents the same meaning as described above), a sulfinyl group or a sulfonyl group, which forms a 5- to 12-membered hydrocarbon ring. One or more are replaced by a carbonyl group or a thiocarbonyl group, and one or more of the carbon atoms are an oxy group, a thio group, a —NR 1 — group (R 1 represents the same meaning as described above) ), A 5- to 12-membered hydrocarbon ring which may be replaced by a single group or a plurality of the same or different groups selected from a sulfinyl group or a sulfonyl group.
In (e 0 ) of the substituent Y 0 group of Y α and Y A0 of the compounds (I), (II) and (III), “carbonyl group, thiocarbonyl group, oxy group, thio group, —NR” 1 -group (R 1 represents the same meaning as described above), a 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group ”means one of carbon atoms or A plurality, selected from a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR 1 — group (where R 1 represents the same meaning as described above), a sulfinyl group, or a sulfonyl group, It represents forming a 5- to 12-membered hydrocarbon ring that may be replaced with a plurality of different groups.

化合物(IV)の、Xのとりうる置換基B群の(a)において、「オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC2-C10アルキレン基」とは、炭素原子の一つ又は複数が、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよいC2-C10アルキレン基を表し、また「オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC3-C10アルケニレン基」とは、炭素原子の一つ又は複数が、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよいC3-C10アルケニレン基を表す。
化合物(IV)の、Xのとりうる置換基D群の(b)において、「メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキレン基」とは、炭素原子の一つ又は複数がメチル基で置換されてもよい、又は、炭素原子の一つ又は複数が、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよいC2-C10アルキレン基を表し、「メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC2-C10アルケニレン基」とは、炭素原子の一つ又は複数がメチル基で置換されてもよい、又は、炭素原子の一つ又は複数が、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)から選ばれた、単数又は同一又は相異なる複数の基で置き換えられてもよいC2-C10アルケニレン基を表す。
In the group (a) of the substituent B group that X A can take in the compound (IV), “oxy group, thio group, sulfinyl group, sulfonyl group or —NR 1 ′ -group (R 1 ′ is the same as defined above. . meaning representative of the may also be C2-C10 alkylene group "is substituted with) one or more carbon atoms, oxy, thio, sulfinyl group, a sulfonyl group or a -NR 1 '- group (R 1 'Represents the same meaning as described above), and represents a C2-C10 alkylene group which may be replaced by a single group or a plurality of groups which are the same or different from each other, and “oxy group, thio group, sulfinyl group” , A sulfonyl group or a —NR 1 ′ -group (R 1 ′ represents the same meaning as described above), and “a C3-C10 alkenylene group which may be substituted” means that one or more carbon atoms are oxy Group, thio group, sulfinyl group, sulfonyl group -NR 1 '- group (R 1', the a represents the same meaning.) Represents a member selected from, one or the same or different plural may be replaced with a group C3-C10 alkenylene group.
The compounds of (IV), the substituent D group can take X A (b), the "methylated group, oxy group, a thio group, a sulfinyl group, a sulfonyl group or an -NR 1 - group (R 1, the same The C1-C10 alkylene group optionally substituted with a) represents that one or more carbon atoms may be substituted with a methyl group, or one or more carbon atoms may be substituted with oxy The group may be replaced with a single group or a plurality of the same or different groups selected from a group, a thio group, a sulfinyl group, a sulfonyl group, or a —NR 1 — group (R 1 represents the same meaning as described above). Represents a C2-C10 alkylene group, and may be substituted with a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group, or a —NR 1 — group (where R 1 represents the same meaning as described above). -C10 alkenylene group means a carbon atom One or more may be substituted by a methyl group, or one or more carbon atoms, oxy, thio, sulfinyl group, a sulfonyl group or an -NR 1 - group (R 1 is the same as the Represents a C2-C10 alkenylene group which may be replaced by a single group or a plurality of the same or different groups selected from.

化合物(I)及び(II)のYαのとりうるX群、Y群及びZ群に属する基を、各々,下記の表24、表25及び表26に例示する。
化合物(III)のXA0のとりうるA群、B群、C群、D群、E群、F群、G群、H群、I群、J群、K群、L群、M群及びN群に属する基を、、各々,下記の表1、表2、表3、表4、表5〜8、表9〜12、表13〜16、表17、表18、表19、表20、表21、表22及び表23に例示し、YA0のとりうるX群、Y群及びZ群に属する基を、各々,下記の表24、表25及び表26に例示し、QA0及びTA0を、各々,下記の表27〜表28及び表29に例示する。
化合物(IV)のXのとりうるA群、B群、C群、D群、E群、F群、G群、H群、I群、J群、K群、L群、M群及びN群に属する基を、、各々,下記の表1、表2、表3、表4、表5〜8、表9〜12、表13〜16、表17、表18、表19、表20、表21、表22及び表23に例示し、YのとりうるX群、Y群及びZ群に属する基を、各々,下記の表24、表25及び表26に例示し、Q及びTを、各々,下記の表27〜表28及び表29に例示する。
Compound (I) and (II) of Y alpha Possible X 0 group, belonging group Y 0 group and Z 0 group, respectively, illustrated in Table 24, Table 25 and Table 26 below.
A 0 group, B 0 group, C 0 group, D 0 group, E 0 group, F 0 group, G 0 group, H 0 group, I 0 group, J 0 group that X A0 of compound (III) can take, The groups belonging to the K 0 group, the L 0 group, the M 0 group, and the N 0 group are respectively shown in the following Table 1, Table 2, Table 3, Table 4, Tables 5 to 8, Tables 9 to 12, and Tables 13 to 13. 16, Table 17, Table 18, Table 19, Table 20, Table 21, Table 22, and Table 23, the groups belonging to X 0 group, Y 0 group, and Z 0 group that Y A0 can take are as follows: Table 24, Table 25 and Table 26 are exemplified, and Q A0 and T A0 are exemplified in the following Table 27 to Table 28 and Table 29, respectively.
Compound (IV) X A Possible A group of, B group, C group, D group, E group, F group, G group, H group, I group, J group, K group, L group, M group and N The groups belonging to the groups are shown in Table 1, Table 2, Table 3, Table 4, Table 5 to 8, Table 9 to 12, Table 13 to 16, Table 17, Table 18, Table 19, Table 20, respectively. Table 21, illustrated in Table 22 and Table 23, X groups can take Y a, the belonging group to group Y and Z groups, respectively, and illustrated in Table 24, Table 25 and Table 26 below, Q a and T A is exemplified in Table 27 to Table 28 and Table 29 below, respectively.

前記の、A群〜N群及びA群〜N群に属する基を、以下の表1〜表23に例示するが、幾何異性が可能な基の場合はその全ての幾何異性体を意味し、互変異性が可能な基の場合はその全ての互変異性体を意味する。
群及びA群に属する基を、表1に例示する。
The groups belonging to the groups A 0 to N 0 and groups A to N are exemplified in the following Tables 1 to 23. In the case of groups capable of geometric isomerism, all the geometric isomers are meant. In the case of a group capable of tautomerization, all tautomers thereof are meant.
Table 1 shows examples of groups belonging to the A0 group and the A group.

Figure 2007308441

群及びB群に属する基を、表2に例示する。
Figure 2007308441

Table 2 shows examples of groups belonging to the B0 group and the B group.

Figure 2007308441

群及びC群に属する基を、表3に例示する。
Figure 2007308441

Table 3 shows the groups belonging to the C0 group and the C group.

Figure 2007308441

群及びD群に属する基を、表4に例示する。
Figure 2007308441

Table 4 shows the groups belonging to the D0 group and the D group.

Figure 2007308441

群及びE群に属する基を、表5〜表8に例示する。
Figure 2007308441

Belonging group E 0 group and E group, exemplified in Tables 5 to 8.

Figure 2007308441
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群及びF群に属する基を、表9〜表12に例示する。
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Belonging group F 0 group and F group, it is illustrated in Table 9 to Table 12.

Figure 2007308441
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群及びG群に属する基を、表13〜表16に例示する。
Figure 2007308441

The group belonging to G 0 group and G group, are illustrated in Table 13 to Table 16.

Figure 2007308441
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群及びH群に属する基を、表17に例示する。
Figure 2007308441

Table 17 shows the groups belonging to the H 0 group and the H group.

Figure 2007308441

群及びI群に属する基を、表18に例示する。
Figure 2007308441

Table 18 shows groups belonging to the I0 group and the I group.

Figure 2007308441

群及びJ群に属する基を、表19に例示する。
Figure 2007308441

Table 19 shows the groups belonging to the J0 group and the J group.

Figure 2007308441
群及びK群に属する基を、表20に例示する。
Figure 2007308441
Table 20 illustrates the groups belonging to the K0 group and the K group.

Figure 2007308441

群及びL群に属する基を、表21に例示する。
Figure 2007308441

Table 21 shows the groups belonging to the L0 group and the L group.

Figure 2007308441

群及びM群に属する基を、表22に例示する。
Figure 2007308441

Table 22 shows the groups belonging to the M0 group and the M group.

Figure 2007308441

群及びN群に属する基を、表23に例示する。
Figure 2007308441

Table 23 shows the groups belonging to the N0 group and the N group.

Figure 2007308441
Figure 2007308441

前記の、X群〜Z群及びX群〜Z群に属する基を、以下の表24〜表25に例示するが、幾何異性が可能な基の場合はその全ての幾何異性体を意味し、互変異性が可能な基の場合はその全ての互変異性体を意味する。
群及びX群に属する基を、表24に例示する。
Said, the group belonging to X 0 group ~Z 0 group and X groups ~Z group will be illustrated in the following table 24 to table 25, in the case of geometric isomerism group capable meaning that all geometric isomers In the case of a group capable of tautomerization, all tautomers thereof are meant.
Table 24 shows the groups belonging to the X0 group and the X group.

Figure 2007308441

群及びY群に属する基を、表25に例示する。
Figure 2007308441

Belonging group Y 0 group and Y group is exemplified in table 25.

Figure 2007308441

群又はZ群と縮環したα環、A0環又はA環を、表26〜表28に例示する。
Figure 2007308441

Examples of α ring, A0 ring or A ring condensed with Z 0 group or Z group are shown in Table 26 to Table 28.

Figure 2007308441
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A0及びQを、表29〜表30に例示する。 Q A0 and Q A are exemplified in Table 29 to Table 30.

Figure 2007308441
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A0及びTを、表31に例示する。
Figure 2007308441

Table 31 illustrates T A0 and T A.

Figure 2007308441
Figure 2007308441

化合物(II)として、
例えば、
Σが、前記の式(IIα-1)で示される基であり、かつ、
Φ−Γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II-1)で示される基の場合があげられる。
また例えば、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
βが、式(II’-1)

Figure 2007308441
[式中、Rααは、水素原子又はC1-C10アルキル基を表し、Wααは、酸素原子又は−NTαα−基(Tααは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基である場合があげられる。
更に例えば、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II’-1)で示される基であって、Rααが、水素原子又はメチル基であり、Wααが、酸素原子又は−NTαα−基(Tααは、前記と同一の意味を表す。)をであって、かつTααが水素原子又はメチル基である場合があげられる。 As compound (II),
For example,
Σ is a group represented by the above formula (IIα-1), and
Φ-Γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
Examples include the case where β is a group represented by the above formula (II-1).
For example,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
β is the formula (II'-1)
Figure 2007308441
[Wherein, R αα represents a hydrogen atom or a C1-C10 alkyl group, and W αα represents an oxygen atom or a -NT αα -group (T αα represents a hydrogen atom or a C1-C10 alkyl group). . ]
And a group represented by
For example,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
β is a group represented by the formula (II′-1), R αα is a hydrogen atom or a methyl group, W αα is an oxygen atom or a —NT αα group (T αα is And T αα is a hydrogen atom or a methyl group.

また、化合物(II)として、
具体的には、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
βが、式(II''-1)

Figure 2007308441
[式中、Wααは、前記と同一の意味を表し、Kα'は、水素原子を表し、Lα'は、C1-C10アルキル基を表し、Kα'とLα'とは、C4-C10アルケニレン基をなすことがある。]
で示される基である場合があげられる。
また具体的には、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II''-1)で示される基であって、Wααが−NTαα−基(式中、Tααは、前記と同一の意味を表す。)であって、かつKα'が水素原子であってLα'がC1-C10アルキル基である場合があげられる。
更に具体的には、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II''-1)で示される基であって、Wααが−NTαα−基(式中、Tααは、前記と同一の意味を表す。)であって、かつKα'とLα'とがC4-C10アルケニレン基をなす場合があげられる。
一層具体的には、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II''-1)で示される基であって、Wααが−NTαα−基(式中、Tααは、前記と同一の意味を表す。)であって、かつTααが水素原子又はメチル基であって、かつKα'が水素原子であってLα'がメチル基である場合があげられる。
より一層具体的には、
Σが、式(IIα-1)で示される基であってαがベンゼン環であり、かつ、
Φ−Γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
βが、前記の式(II''-1)で示される基であって、Wααが−NTαα−基(式中、Tααは、前記と同一の意味を表す。)であって、かつTααが水素原子又はメチル基であって、かつKα'とLα'とが1,3−ブタジエニレン基をなす場合があげられる。 In addition, as compound (II),
In particular,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
β is the formula (II ''-1)
Figure 2007308441
[Wherein, W αα represents the same meaning as described above, K α ′ represents a hydrogen atom, L α ′ represents a C1-C10 alkyl group, and K α ′ and L α ′ represent C4 -C10 May form an alkenylene group. ]
And a group represented by
Specifically,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
β is a group represented by the above formula (II ″ -1), and W αα is a —NT αα group (wherein T αα represents the same meaning as described above), And K α ′ is a hydrogen atom and L α ′ is a C1-C10 alkyl group.
More specifically,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
β is a group represented by the above formula (II ″ -1), and W αα is a —NT αα group (wherein T αα represents the same meaning as described above), In addition, there is a case where K α ′ and L α ′ form a C4-C10 alkenylene group.
More specifically,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
β is a group represented by the above formula (II ″ -1), and W αα is a —NT αα group (wherein T αα represents the same meaning as described above), In addition, there is a case where T αα is a hydrogen atom or a methyl group, K α ′ is a hydrogen atom, and L α ′ is a methyl group.
More specifically,
Σ is a group represented by the formula (IIα-1), α is a benzene ring, and
Φ-Γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
β is a group represented by the above formula (II ″ -1), and W αα is a —NT αα group (wherein T αα represents the same meaning as described above), And T αα is a hydrogen atom or a methyl group, and K α ′ and L α ′ form a 1,3-butadienylene group.

化合物(III)として、
例えば、
σ0が式(IIIA0-1)で示される基であり、かつ、
φ0−γ0が、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III-1)で示される基の場合があげられる。
また例えば、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
B0が、式(III’-1)

Figure 2007308441
[式中、RAA0は、水素原子又はC1-C10アルキル基を表し、WAA0は、酸素原子又は−NTAA0−基(TAA0は、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基である場合があげられる。
更に例えば、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III’-1)で示される基であって、RAA0が、水素原子又はメチル基であり、WAA0が、酸素原子又は−NTAA0−基(TAA0は、前記と同一の意味を表す。)であって、かつTAA0が水素原子又はメチル基である場合があげられる。 As compound (III),
For example,
σ0 is a group represented by the formula (IIIA0-1), and
φ0-γ0 is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
An example is the case where B0 is a group represented by the above formula (III-1).
For example,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
B0 is the formula (III'-1)
Figure 2007308441
[Wherein, R AA0 represents a hydrogen atom or a C1-C10 alkyl group, and WAA0 represents an oxygen atom or a —NT AA0 — group (T AA0 represents a hydrogen atom or a C1-C10 alkyl group). . ]
And a group represented by
For example,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
B0 is a group represented by the above formula (III′-1), R AA0 is a hydrogen atom or a methyl group, W AA0 is an oxygen atom or a —NT AA0 — group (TA A0 is And TAA0 is a hydrogen atom or a methyl group.

また化合物(III)として、
具体的には、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
B0が、式(III''-1)

Figure 2007308441
[式中、WAA0は、前記と同一の意味を表し、KA0'は、水素原子を表し、LA0'は、C1-C10アルキル基を表し、KA0'とLA0'とは、C4-C10アルケニレン基をなすことがある。]
で示される基である場合があげられる。
また具体的には、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III''-1)で示される基であって、WAA0が−NTAA0−基(式中、TAA0は、前記と同一の意味を表す。)であって、かつKA0'が水素原子であってLA0'がC1-C10アルキル基である場合があげられる。
更に具体的には、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III''-1)で示される基であって、WAA0が−NTAA0−基(式中、TAA0は、前記と同一の意味を表す。)であって、かつKA0'とLA0'とがC4-C10アルケニレン基をなす場合があげられる。
一層具体的には、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III''-1)で示される基であって、WAA0が−NTAA0−基(式中、TAA0は、前記と同一の意味を表す。)であって、かつTAA0が水素原子又はメチル基であって、かつKA0'が水素原子であってLA0'がメチル基である場合があげられる。
より一層具体的には、
σ0が式(IIIA0-1)で示される基であってA0がベンゼン環であり、かつ、
φ0−γ0が、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
B0が、前記の式(III''-1)で示される基であって、WAA0が−NTAA0−基(式中、TAA0は、前記と同一の意味を表す。)であって、、かつKA0'とLAo'とが1,3−ブタジエニレン基をなす場合があげられる。 In addition, as compound (III),
In particular,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B0 is the formula (III ''-1)
Figure 2007308441
[Wherein W AA0 represents the same meaning as described above, K A0 ′ represents a hydrogen atom, L A0 ′ represents a C1-C10 alkyl group, and K A0 ′ and L A0 ′ represent C4 -C10 May form an alkenylene group. ]
And a group represented by
Specifically,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B0 is a group represented by the above formula (III ″ -1), and W AA0 is a —NT AA0 — group (wherein T AA0 represents the same meaning as described above), And K A0 ′ is a hydrogen atom and L A0 ′ is a C1-C10 alkyl group.
More specifically,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B0 is a group represented by the above formula (III ″ -1), and W AA0 is a —NT AA0 — group (wherein T AA0 represents the same meaning as described above), And K A0 ′ and L A0 ′ form a C4-C10 alkenylene group.
More specifically,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B0 is a group represented by the above formula (III ″ -1), and W AA0 is a —NT AA0 — group (wherein T AA0 represents the same meaning as described above), And T AA0 is a hydrogen atom or a methyl group, K A0 ′ is a hydrogen atom, and L A0 ′ is a methyl group.
More specifically,
σ0 is a group represented by the formula (IIIA0-1), A0 is a benzene ring, and
φ0-γ0 is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B0 is a group represented by the above formula (III ″ -1), and W AA0 is a —NT AA0 — group (wherein T AA0 represents the same meaning as described above), And K A0 ′ and L Ao ′ form a 1,3-butadienylene group.

化合物(IV)として、
例えば、
σが式(IVA-1)で示される基であり、かつ、
φ−γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV-1)で示される基の場合があげられる。
また例えば、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
Bが、式(IV’-1)

Figure 2007308441
[式中、RAAは、水素原子又はC1-C10アルキル基を表し、WAAは、酸素原子又は−NTAA−基(TAAは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基である場合があげられる。
更に例えば、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV’-1)で示される基であって、RAAが、水素原子又はメチル基であり、WAAが、酸素原子又は−NTAA−基(TAAは、前記と同一の意味を表す。)であって、かつTAAが水素原子又はメチル基である場合があげられる。 As compound (IV),
For example,
σ is a group represented by the formula (IVA-1), and
φ-γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
The case where B is a group represented by the above formula (IV-1) is mentioned.
For example,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
B is the formula (IV'-1)
Figure 2007308441
Wherein, R AA represents a hydrogen atom or a C1-C10 alkyl group, W AA is an oxygen atom or -NT AA - group (T AA represents a hydrogen atom or a C1-C10 alkyl group.) Represents the . ]
And a group represented by
For example,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
B is a group represented by the formula (IV′-1), R AA is a hydrogen atom or a methyl group, W AA is an oxygen atom or a —NT AA — group (T AA is And TAA is a hydrogen atom or a methyl group.

また化合物(IV)として、
具体的には、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
Bが、式(IV''-1)

Figure 2007308441
[式中、WAAは、前記と同一の意味を表し、K'は、水素原子を表し、L'は、C1-C10アルキル基を表し、K'とL'とは、C4-C10アルケニレン基をなすことがある。]
で示される基である場合があげられる。
また具体的には、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV''-1)で示される基であって、WAAが−NTAA−基(式中、TAAは、前記と同一の意味を表す。)であって、かつK'が水素原子であってL'がC1-C10アルキル基である場合があげられる。
更に具体的には、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV''-1)で示される基であって、WAAが−NTAA−基(式中、TAAは、前記と同一の意味を表す。)であって、かつK'とL'とがC4-C10アルケニレン基をなす場合があげられる。
一層具体的には、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV''-1)で示される基であって、WAAが−NTAA−基(式中、TAAは、前記と同一の意味を表す。)であって、かつTAAが水素原子又はメチル基であって、かつK'が水素原子であってL'がメチル基である場合があげられる。
より一層具体的には、
σが式(IVA-1)で示される基であってAがベンゼン環であり、かつ、
φ−γが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
Bが、前記の式(IV''-1)で示される基であって、WAAが−NTAA−基(式中、TAAは、前記と同一の意味を表す。)であって、かつK'とL'とが1,3−ブタジエニレン基をなす場合があげられる。 In addition, as compound (IV),
In particular,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B is the formula (IV ''-1)
Figure 2007308441
[Wherein W AA represents the same meaning as described above, K A ′ represents a hydrogen atom, L A ′ represents a C1-C10 alkyl group, and K A ′ and L A ′ represent C 4 -C10 May form an alkenylene group. ]
And a group represented by
Specifically,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B is the formula - a group represented by (IV '' 1), W AA is -NT AA - (wherein, T AA represents the same meaning as above.) Group A, And K A ′ is a hydrogen atom and L A ′ is a C1-C10 alkyl group.
More specifically,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B is the formula - a group represented by (IV '' 1), W AA is -NT AA - (wherein, T AA represents the same meaning as above.) Group A, In addition, there is a case where K A 'and L A ' form a C4-C10 alkenylene group.
More specifically,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B is the formula - a group represented by (IV '' 1), W AA is -NT AA - (wherein, T AA represents the same meaning as above.) Group A, And T AA is a hydrogen atom or a methyl group, K A ′ is a hydrogen atom, and L A ′ is a methyl group.
More specifically,
σ is a group represented by the formula (IVA-1), A is a benzene ring, and
φ-γ is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
B is the formula - a group represented by (IV '' 1), W AA is -NT AA - (wherein, T AA represents the same meaning as above.) Group A, In addition, there is a case where K A ′ and L A ′ form a 1,3-butadienylene group.

化合物(V)として、
例えば、
sが式(Va-1)で示される基であり、かつ、
f−gが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V-1)で示される基の場合があげられる。
また例えば、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
bが、式(V’-1)

Figure 2007308441
[式中、Raaは、水素原子又はC1-C10アルキル基を表し、Waaは、酸素原子又は−NTaa−基(Taaは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基である場合があげられる。
更に例えば、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、
−CH=CH−CH=CH−CO−で示される基、
−CBr=CHCO−で示される基、
−CH−CH−CO−で示される基、
−CH=CH−CH−で示される基、
−CH−CH=CH−で示される基、
−CH−CH−CH−で示される基、
−CO−CH=CH−で示される基、
−NH−N=CH−で示される基、
−CH−NH−CO−で示される基、
−CH−CO−NH−で示される基、又は、
−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V’-1)で示される基であって、Raaが、水素原子又はメチル基であり、Waaが、酸素原子又は−NTaa−基(Taaは、前記と同一の意味を表す。)であって、かつTaaが水素原子又はメチル基である場合があげられる。 As compound (V),
For example,
s is a group represented by the formula (Va-1), and
f-g is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
The case where b is a group represented by the above formula (V-1) is exemplified.
For example,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
b is the formula (V'-1)
Figure 2007308441
[Wherein R aa represents a hydrogen atom or a C 1 -C 10 alkyl group, and W aa represents an oxygen atom or a —NT aa — group (T aa represents a hydrogen atom or a C 1 -C 10 alkyl group). . ]
And a group represented by
For example,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is
A group represented by -CH = CH-CH = CH-CO-;
A group represented by -CBr = CHCO-;
-CH 2 -CH 2 -CO- group represented by,
-CH = CH-CH 2 -, a group represented by
A group represented by -CH 2 -CH = CH-,
-CH 2 -CH 2 -CH 2 -, a group represented by
A group represented by -CO-CH = CH-,
-NH 2 -N = CH- a group represented,
-CH 2 -NH-CO- in group represented,
A group represented by -CH 2 -CO-NH-, or,
A group represented by -NH-CO-NH-, and
b is a group represented by the formula (V′-1), R aa is a hydrogen atom or a methyl group, W aa is an oxygen atom or a —NT aa — group (T aa is And T aa is a hydrogen atom or a methyl group.

また化合物(V)として、
具体的には、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
bが、式(V''-1)

Figure 2007308441
[式中、Waaは、前記と同一の意味を表し、K'は、水素原子を表し、L'は、C1-C10アルキル基を表し、K'とL'とは、C4-C10アルケニレン基をなすことがある。]
で示される基である場合があげられる。
また具体的には、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V''-1)で示される基であって、Waaが−NTaa−基(式中、Taaは、前記と同一の意味を表す。)であって、かつK'が水素原子であってL'がC1-C10アルキル基である場合があげられる。
更に具体的には、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V''-1)で示される基であって、Waaが−NTaa−基(式中、Taaは、前記と同一の意味を表す。)であって、かつK'とL'とがC4-C10アルケニレン基をなす場合があげられる。
一層具体的には、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V''-1)で示される基であって、Waaが−NTaa−基(式中、Taaは、前記と同一の意味を表す。)であって、かつTaaが水素原子又はメチル基であって、かつK'が水素原子であってL'がメチル基である場合があげられる。
より一層具体的には、
sが式(Va-1)で示される基であってaがベンゼン環であり、かつ、
f−gが、−CH−CH−CO−で示される基、又は、−NH−CO−NH−で示される基であり、かつ、
bが、前記の式(V''-1)で示される基であって、Waaが−NTaa−基(式中、Taaは、前記と同一の意味を表す。)であって、かつK'とL'とが1,3−ブタジエニレン基をなす場合があげられる。 In addition, as compound (V),
In particular,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
b is the formula (V ''-1)
Figure 2007308441
[Wherein W aa represents the same meaning as described above, K a ′ represents a hydrogen atom, L a ′ represents a C1-C10 alkyl group, and K a ′ and L a ′ represent C4 -C10 May form an alkenylene group. ]
And a group represented by
Specifically,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
b is a group represented by the formula (V ″ -1), and W aa is a —NT aa — group (wherein T aa represents the same meaning as described above), And K a ′ is a hydrogen atom and L a ′ is a C1-C10 alkyl group.
More specifically,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
b is a group represented by the formula (V ″ -1), and W aa is a —NT aa — group (wherein T aa represents the same meaning as described above), In addition, there is a case where K a ′ and L a ′ form a C4-C10 alkenylene group.
More specifically,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
b is a group represented by the formula (V ″ -1), and W aa is a —NT aa — group (wherein T aa represents the same meaning as described above), In addition, there is a case where T aa is a hydrogen atom or a methyl group, K a ′ is a hydrogen atom and L a ′ is a methyl group.
More specifically,
s is a group represented by the formula (Va-1), a is a benzene ring, and
f-g is a group represented by —CH 2 —CH 2 —CO— or a group represented by —NH—CO—NH—, and
b is a group represented by the formula (V ″ -1), and W aa is a —NT aa — group (wherein T aa represents the same meaning as described above), And K a ′ and L a ′ form a 1,3-butadienylene group.

WO03/070277号公報、WO03/062204号公報、JP08041027号公報及びJP05221995号公報にある種の概念的な骨格を有する化合物が開示されているが、当該文献には組織内における細胞外マトリックス遺伝子の転写抑制の効果、ひいては細胞外マトリックス蓄積量抑制の効果についての記載は無い。   WO03 / 070277, WO03 / 062044, JP08041027 and JP05221995 disclose compounds having a certain conceptual skeleton, but this document discloses transcription of extracellular matrix genes in tissues. There is no description about the effect of suppression and by extension, the effect of suppression of extracellular matrix accumulation.

以下、化合物(I)〜(V)の製造方法を説明するが、幾何異性が可能な化合物の場合はその全ての幾何異性体を意味し、互変異性が可能な化合物の場合はその全ての互変異性体を意味する。 Hereinafter, the production methods of the compounds (I) to (V) will be described. In the case of a compound capable of geometric isomerism, all the geometric isomers thereof are meant, and in the case of a compound capable of tautomerism, Tautomers are meant.

化合物(I)又は(II)で、Φ−Γが式(ΦΓ-1)で示される基であって、Rが水素原子又はC1-C10アルキル基である化合物(I-ΦΓ-1)又は(II-ΦΓ-1)(式中、Σ、β、R及びR’は、前記と同一の意味を表す。)は、例えば、化合物(Σ-ΦΓ-1)(式中、Σ及びRは、前記と同一の意味を表す。)と、化合物(β-ΦΓ-1)(式中、β及びR’は、前記と同一の意味を表す。)とを、反応させることにより製造することができる(Indian J.Chem.(1974),12,46参照)。

Figure 2007308441
化合物(III)で、φ0−γ0が式(φγ0-1)で示される基であって、Rが水素原子又はC1-C10アルキル基である化合物(III-φγ-1)(式中、σ0、B0、R及びR’は、前記と同一の意味を表す。)は、例えば、化合物(σ0-φγ-1)(式中、σ0及びRは、前記と同一の意味を表す。)と、化合物(B0-φγ-1)(式中、B0及びR’は、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(IV)で、φ−γが、式(φγ-1)で示される基であって、Rが水素原子又はC1-C10アルキル基である化合物(IV-φγ-1)(式中、σ、B、R及びR’は、前記と同一の意味を表す。)は、例えば、化合物(σ-φγ-1)(式中、σ及びRは、前記と同一の意味を表す。)と、化合物(B-φγ-1)(式中、B及びR’は、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(V)で、f−gが、式(fg-1)で示される基であって、Rが水素原子又はC1-C10アルキル基である化合物(V-fg-1)(式中、s、b、R及びR’は、前記と同一の意味を表す。)は、例えば、化合物(s-fg-1)(式中、s及びRは、前記と同一の意味を表す。)と、化合物(b-fg-1)(式中、b及びR’は、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
Compound (I) or (II), wherein Φ-Γ is a group represented by the formula (ΦΓ-1) and R is a hydrogen atom or a C1-C10 alkyl group (I-ΦΓ-1) or ( II-ΦΓ-1) (wherein Σ, β, R and R ′ represent the same meaning as described above), for example, compound (Σ-ΦΓ-1) (where Σ and R are It can be produced by reacting a compound (β-ΦΓ-1) (wherein β and R ′ have the same meaning as described above) and the compound (β-ΦΓ-1). (See Indian J. Chem. (1974), 12, 46).
Figure 2007308441
Compound (III) wherein φ0-γ0 is a group represented by the formula (φγ0-1) and R is a hydrogen atom or a C1-C10 alkyl group (wherein σ0, B0, R and R ′ represent the same meaning as described above), for example, a compound (σ0−φγ−1) (wherein σ0 and R represent the same meaning as described above) and a compound (B0-φγ-1) (wherein B0 and R ′ represent the same meaning as described above) can be produced in the same manner as described above.
Figure 2007308441
Compound (IV), wherein φ-γ is a group represented by the formula (φγ-1) and R is a hydrogen atom or a C1-C10 alkyl group (IV-φγ-1) (wherein σ , B, R, and R ′ represent the same meaning as described above), for example, a compound (σ-φγ-1) (wherein, σ and R represent the same meaning as described above), It can be produced by reacting the compound (B-φγ-1) (wherein B and R ′ have the same meaning as described above) in the same manner as described above.
Figure 2007308441
Compound (V), wherein fg is a group represented by the formula (fg-1) and R is a hydrogen atom or a C1-C10 alkyl group (wherein s , B, R and R ′ represent the same meaning as described above, for example, compound (s-fg-1) (wherein s and R represent the same meaning as described above), It can be produced by reacting compound (b-fg-1) (wherein b and R 'have the same meaning as described above) in the same manner as described above.
Figure 2007308441

化合物(I)又は(II)で、Φ−Γが式(ΦΓ-1)で示される基であって、Rがハロゲン原子である化合物は、例えば、上記の化合物(I-ΦΓ-1)又は(II-ΦΓ-1)でRが水素原子である化合物に、臭素原子をを反応させることにより製造することができる(J.Serb.Chem.Soc.,(1998),63,841参照)。
化合物(III)で、φ0−γ0が式(φγ0-1)で示される基であって、Rがハロゲン原子である化合物は、例えば、上記の化合物(III-φγ-1)でRが水素原子である化合物から、上記と同様にして、製造することができる。
化合物(IV)で、φ−γが、式(φγ-1)で示される基であって、Rがハロゲン原子である化合物は、例えば、上記の化合物(IV-φγ-1)でRが水素原子である化合物から、上記と同様にして、製造することができる。
化合物(V)で、f−gが、式(fg-1)で示される基であって、Rがハロゲン原子である化合物は、例えば、上記の化合物(V-fg-1)でRが水素原子である化合物から、上記と同様にして、製造することができる。
In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-1) and R is a halogen atom, for example, the above compound (I-ΦΓ-1) or It can be produced by reacting a bromine atom with a compound of (II-ΦΓ-1) where R is a hydrogen atom (see J. Serb. Chem. Soc., (1998), 63, 841).
In the compound (III), φ0-γ0 is a group represented by the formula (φγ0-1) and R is a halogen atom. For example, the compound (III-φγ-1) in which R is a hydrogen atom Can be produced in the same manner as described above.
In the compound (IV), φ-γ is a group represented by the formula (φγ-1) and R is a halogen atom. For example, the compound (IV-φγ-1) in which R is hydrogen It can manufacture from the compound which is an atom like the above.
In the compound (V), a compound in which fg is a group represented by the formula (fg-1) and R is a halogen atom is, for example, the above compound (V-fg-1) in which R is hydrogen. It can manufacture from the compound which is an atom like the above.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-2)で示される基である化合物(I-ΦΓ-2)又は(II-ΦΓ-2)(式中、Σ、β、R、RII、RIII及びRIVは、前記と同一の意味を表す。)は、例えば、式(Σ-ΦΓ-2)(式中、Σ、R、RII及びRIIIは、前記と同一の意味を表す。)で示される化合物と、式(β-ΦΓ-2)(式中、β及びRIVは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる(Chemical & Pharmaceutical Bulletin,(1980),28,3007参照)。

Figure 2007308441
化合物(III)で、φ0−γ0が式(φγ0-2)で示される基である化合物(III-φγ-2)(式中、σ0、B0、R、RII、RIII及びRIVは、前記と同一の意味を表す。)は、例えば、化合物(σ0-φγ-2)(式中、σ0、R、RII及びRIIIは、前記と同一の意味を表す。)と、化合物(B0-φγ-2)(式中、B0及びRIVは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(IV)で、φ−γが、式(φγ-2)で示される基である化合物(IV-φγ-2)(式中、σ、B、R、RII、RIII及びRIVは、前記と同一の意味を表す。)は、例えば、化合物(σ-φγ-2)(式中、σ、R、RII及びRIIIは、前記と同一の意味を表す。)と、化合物(B-φγ-2)(式中、B及びRIVは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(V)で、f−gが、式(fg-2)で示される基である化合物(V-fg-2)(式中、s、b、R、RII、RIII及びRIVは、前記と同一の意味を表す。)は、例えば、化合物(s-fg-2)(式中、s、R、RII及びRIIIは、前記と同一の意味を表す。)と、化合物(b-fg-2)(式中、b及びRIVは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
Compound (I) or (II), wherein Φ-Γ is a group represented by the formula (ΦΓ-2) (I-ΦΓ-2) or (II-ΦΓ-2) (wherein Σ, β , R I , R II , R III and R IV represent the same meaning as described above, for example, the formula (Σ-ΦΓ-2) (wherein Σ, R I , R II and R III are And the compound represented by the formula (β-ΦΓ-2) (wherein β and R IV represent the same meaning as described above). (See Chemical & Pharmaceutical Bulletin, (1980), 28, 3007).
Figure 2007308441
Compound (III) in which φ0-γ0 is a group represented by the formula (φγ0-2) (wherein σ0, B0, R I , R II , R III and R IV are Represents the same meaning as described above), for example, a compound (σ0-φγ-2) (wherein σ0, R I , R II and R III represent the same meaning as described above) and a compound (B0-φγ-2) (wherein, B0 and R IV is selected. I represent the same meanings as the above) and may be prepared by reacting in the same manner as described above.
Figure 2007308441
Compound (IV) in which φ-γ is a group represented by the formula (φγ-2) (wherein σ, B, R I , R II , R III and R IV Represents the same meaning as described above, for example, a compound (σ-φγ-2) (wherein, σ, R I , R II and R III represent the same meaning as described above), It can be produced by reacting the compound (B-φγ-2) (wherein B and R IV represent the same meaning as described above) in the same manner as described above.
Figure 2007308441
Compound (V) wherein compound f-g is a group represented by formula (fg-2) (wherein s, b, R I , R II , R III and R IV Represents the same meaning as above, for example, compound (s-fg-2) (wherein, s, R I , R II and R III represent the same meaning as described above), It can be produced by reacting compound (b-fg-2) (wherein b and R IV represent the same meaning as described above) in the same manner as described above.
Figure 2007308441

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-3)で示される基である化合物(I-ΦΓ-3)又は(II-ΦΓ-3)(式中、Σ、β、R及びXは、前記と同一の意味を表す。)は、例えば、式(Σ-ΦΓ-3)(式中、Σ及びRは、前記と同一の意味を表す。)で示される化合物と、式(β-ΦΓ-3)(式中、β及びXは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる(Chemical Papers,(1999),53,53参照)。

Figure 2007308441
化合物(III)で、φ0−γ0が式(φγ0-3)で示される基である化合物(III-φγ-3)(式中、σ0、B0、R及びXは、前記と同一の意味を表す。)は、例えば、化合物(σ0-φγ-3)(式中、σ0及びRは、前記と同一の意味を表す。)と、化合物(B0-φγ-3)(式中、B0及びXは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(IV)で、φ−γが式(φγ-3)で示される基である化合物(IV-φγ-3)(式中、σ、B、R及びXは、前記と同一の意味を表す。)は、例えば、化合物(σ-φγ-3)(式中、σ及びRは、前記と同一の意味を表す。)と、化合物(B-φγ-3)(式中、B及びXは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(V)で、f−gが、式(fg-3)で示される基である化合物(V-fg-3)(式中、s、b、R及びXは、前記と同一の意味を表す。)は、例えば、化合物(s-fg-3)(式中、s及びRは、前記と同一の意味を表す。)と、化合物(b-fg-3)(式中、b及びXは、前記と同一の意味を表す。)とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
Compound (I) or (II) wherein Φ-Γ is a group represented by the formula (ΦΓ-3) (I-ΦΓ-3) or (II-ΦΓ-3) (wherein Σ, β , R I and X I represent the same meaning as described above.) Is represented by, for example, the formula (Σ-ΦΓ-3) (wherein Σ and R I represent the same meaning as described above). with a compound of the formula (β-ΦΓ-3) (wherein, beta and X I represents. the same meanings as the above) can be prepared by reacting a compound represented by (Chemical Papers, (1999), 53, 53).
Figure 2007308441
Compound (III) in which φ0-γ0 is a group represented by the formula (φγ0-3) (wherein σ0, B0, R I and X I have the same meanings as described above) Represents, for example, compound (σ0-φγ-3) (wherein σ0 and R I represent the same meaning as described above) and compound (B0-φγ-3) (wherein B0 And X I represent the same meaning as described above), and can be produced in the same manner as described above.
Figure 2007308441
Compound (IV) in which φ-γ is a group represented by the formula (φγ-3) (wherein σ, B, R I and X I have the same meanings as described above) Represents, for example, a compound (σ-φγ-3) (wherein σ and R I represent the same meaning as described above) and a compound (B-φγ-3) (wherein B represents And X I represent the same meaning as described above), and can be produced in the same manner as described above.
Figure 2007308441
Compound (V) wherein compound f-g is a group represented by formula (fg-3) (wherein s, b, R I and X I are the same as defined above) Represents the meaning of, for example, compound (s-fg-3) (wherein s and R 1 represent the same meaning as described above) and compound (b-fg-3) (wherein b and X I is a representative.) and the same meaning as above, can be prepared by reacting in the same manner as described above.
Figure 2007308441

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-4)で示される基である化合物(I-ΦΓ-4)又は(II-ΦΓ-4)(式中、Σ、β、R、RII及びRIIIは、前記と同一の意味を表す。)は、例えば、式(Σ-ΦΓ-4)(式中、Σ、R及びRIIは、前記と同一の意味を表す。)で示される化合物と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる(Indian J.Heterocyclic Chem.,(1999),9,13参照)。

Figure 2007308441
化合物(III)で、φ0−γ0が式(φγ0-4)で示される基である化合物(III-φγ-4)(式中、σ0、B0、R、RII及びRIIIは、前記と同一の意味を表す。)は、例えば、化合物(σ0-φγ-4)(式中、σ0、B0、R及びRIIは、前記と同一の意味を表す。)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(IV)で、φ−γが式(φγ-4)で示される基である化合物(IV-φγ-4)(式中、σ、B、R、RII及びRIIIは、前記と同一の意味を表す。)は、例えば、化合物(σ-φγ-4)(式中、σ、B、R及びRIIは、前記と同一の意味を表す。)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
化合物(V)で、f−gが、式(fg-4)で示される基である化合物(V-fg-4)(式中、s、b、R、RII及びRIIIは、前記と同一の意味を表す。)は、例えば、化合物(s-fg-4)(式中、s、b、R及びRIIは、前記と同一の意味を表す。)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを、上記と同様に反応させることにより製造することができる。
Figure 2007308441
Compound (I-ΦΓ-4) or (II-ΦΓ-4) (wherein Φ, Γ is a group represented by the formula (ΦΓ-4) in the compound (I) or (II) , R I , R II and R III represent the same meaning as described above, for example, the formula (Σ-ΦΓ-4) (wherein Σ, R I and R II have the same meaning as described above). Can be produced by reacting the compound represented by R III —O—NH 2 (wherein R III represents the same meaning as described above) with a compound represented by the formula ( (See Indian J. Heterocyclic Chem., (1999), 9, 13).
Figure 2007308441
Compound (III) in which φ0-γ0 is a group represented by the formula (φγ0-4) (wherein σ0, B0, R I , R II and R III are Represents the same meaning.) Is, for example, compound (σ0-φγ-4) (wherein σ0, B0, R I and R II represent the same meaning as described above), R III —O— It can be produced by reacting a compound represented by NH 2 (wherein R III represents the same meaning as described above) in the same manner as described above.
Figure 2007308441
Compound (IV) in which φ-γ is a group represented by the formula (φγ-4) (wherein σ, B, R I , R II and R III are as defined above, Represents the same meaning), for example, compound (σ-φγ-4) (wherein, σ, B, R I and R II represent the same meaning as described above) and R III —O—. It can be produced by reacting a compound represented by NH 2 (wherein R III represents the same meaning as described above) in the same manner as described above.
Figure 2007308441
Compound (V) wherein compound f-g is a group represented by formula (fg-4) (wherein s, b, R I , R II and R III are Represents the same meaning as, for example, compound (s-fg-4) (wherein, s, b, R I and R II represent the same meaning as described above) and R III —O It can be produced by reacting a compound represented by —NH 2 (wherein R III represents the same meaning as described above) in the same manner as described above.
Figure 2007308441

化合物(I)又は(II)で、Φ−Γが式(ΦΓ-5)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-4)でR及びRIIが水素原子である化合物と、H−XII’−NH[式中、XII’は、オキシ基又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる(Chemical Papers,(1999),53,53、Indian J.Chem.,(2003),42B,2091、J.Heterocyclic Chem.,(2005),42,1231参照)。
化合物(III)で、φ0−γ0が式(φγ0-5)で示される基である化合物は、例えば、上記の化合物(σ0-φγ-4)でR及びRIIが水素原子である化合物から、上記と同様にして、製造することができる。
化合物(IV)で、φ−γが式(φγ-5)で示される基である化合物は、例えば、上記の化合物(σ-φγ-4)でR及びRIIが水素原子である化合物から、上記と同様にして、製造することができる。
化合物(V)で、f−gが、式(fg-5)で示される基である化合物は、例えば、上記の化合物(s-fg-4)でR及びRIIが水素原子である化合物から、上記と同様にして、製造することができる。
In the compound (I) or (II), the compound in which Φ-Γ is a group represented by the formula (ΦΓ-5) is, for example, the above compound (Σ-ΦΓ-4), in which R I and R II are hydrogen atoms And H—X II ′ —NH 2 [wherein X II ′ represents an oxy group or a —NR I — group (R I represents the same meaning as described above). ] (Chemical Papers, (1999), 53, 53, Indian J. Chem., (2003), 42B, 2091, J. Heterocyclic Chem., (2005) ), 42, 1231).
The compound (III) in which φ0-γ0 is a group represented by the formula (φγ0-5) is, for example, from the above compound (σ0-φγ-4) in which R I and R II are hydrogen atoms It can be manufactured in the same manner as described above.
The compound (IV) in which φ-γ is a group represented by the formula (φγ-5) is, for example, from the above compound (σ-φγ-4) in which R I and R II are hydrogen atoms It can be manufactured in the same manner as described above.
In the compound (V), a compound in which fg is a group represented by the formula (fg-5) is, for example, a compound in which R I and R II are hydrogen atoms in the above compound (s-fg-4) From the above, it can be produced in the same manner as described above.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-6)で示される基である化合物(I-ΦΓ-6)又は(II-ΦΓ-6)(式中、Σ、β及びXIIは、前記と同一の意味を表す。)は、例えば、化合物(Σ-ΦΓ-6)と、H−XII’−NH[式中、XII’は、オキシ基又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる(Indian J.Heterocyclic Chem.,(2001),10,241参照)。

Figure 2007308441
化合物(III)で、φ0−γ0が式(φγ0-6)で示される基である化合物(III-φγ-6)(式中、σ0、B0及びXIIは、前記と同一の意味を表す。)は、例えば、化合物(σ0-φγ-6)(式中、σ0及びB0は、前記と同一の意味を表す。)から、上記と同様にして製造することができる。
Figure 2007308441
化合物(IV)で、φ−γが式(φγ-6)で示される基である化合物(IV-φγ-6)(式中、σ、B及びXIIは、前記と同一の意味を表す。)は、例えば、化合物(σ-φγ-6)(式中、σ及びBは、前記と同一の意味を表す。)から、上記と同様にして製造することができる。
Figure 2007308441
化合物(V)で、f−gが、式(fg-6)で示される基である化合物(V-fg-6)(式中、s、b及びXIIは、前記と同一の意味を表す。)は、例えば、化合物(s-fg-6)(式中、s及びbは、前記と同一の意味を表す。)から、上記と同様にして製造することができる。
Figure 2007308441
Compound (I-ΦΓ-6) or (II-ΦΓ-6) (wherein Φ, Γ is a group represented by the formula (ΦΓ-6) in the compound (I) or (II) And X II represent the same meaning as described above.) Represents, for example, a compound (Σ-ΦΓ-6) and H—X II ′ —NH 2 [wherein X II ′ represents an oxy group or —NR I - group (R I represents the same meaning as above.) represents the. ] (See Indian J. Heterocyclic Chem., (2001), 10, 241).
Figure 2007308441
In compound (III), Compound (III-φγ-6) (wherein is a group represented by .phi.0-[gamma] 0 is equation (φγ0-6), σ0, B0 and X II represents the same meaning as above. ) Can be produced in the same manner as described above, for example, from the compound (σ0-φγ-6) (wherein σ0 and B0 have the same meaning as described above).
Figure 2007308441
In compound (IV), Compound (IV-φγ-6) (wherein is a group represented by Faiganma has the formula (φγ-6), σ, B and X II represents the same meaning as above. ) Can be produced in the same manner as described above from, for example, the compound (σ-φγ-6) (wherein σ and B represent the same meaning as described above).
Figure 2007308441
In Compound (V), fg is a compound which is a group represented by the formula (fg-6) in (V-fg-6) (wherein, s, b and X II represents the same meaning as above ) Can be produced in the same manner as described above, for example, from the compound (s-fg-6) (wherein s and b represent the same meaning as described above).
Figure 2007308441

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-7)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-7)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-7)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-7)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-4)、上記の化合物(σ0-φγ-4)、上記の化合物(σ-φγ-4)、又は、上記の化合物(s-fg-4)で、R及びRIIが水素原子である化合物と、H−XIII’−CH−CH−NH[式中、XIII’は、オキシ基、チオ基、又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる(Chemical Papers,(1999),53,53参照)。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-7), compound (III), and φ0-γ0 is a group represented by formula (φγ0-7). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-7), and a compound (V), wherein fg is a group represented by the formula (fg-7) The compound is, for example, the above compound (Σ-ΦΓ-4), the above compound (σ0-φγ-4), the above compound (σ-φγ-4), or the above compound (s-fg- 4), wherein R I and R II are hydrogen atoms, and H—X III ′ —CH 2 —CH 2 —NH 2 [wherein X III ′ is an oxy group, a thio group, or —NR I - group (R I represents the same meaning as above.) represents the. ] (Refer to Chemical Papers, (1999), 53, 53).

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-8)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-8)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-8)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-8)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-6)、上記の化合物(σ0-φγ-6)、上記の化合物(σ-φγ-6)、又は、上記の(s-fg-6)で、R及びRIIが水素原子である化合物と、H−XIV’−CH−CH−NH[式中、XIV’は、−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる(J.Chemical Society[Section]C,(1969),7,1081参照)。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-8), compound (III), and φ0-γ0 is a group represented by formula (φγ0-8). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-8), and a compound (V) where fg is a group represented by the formula (fg-8) The compound is, for example, the above compound (Σ-ΦΓ-6), the above compound (σ0-φγ-6), the above compound (σ-φγ-6), or the above (s-fg-6). ), Wherein R I and R II are hydrogen atoms, and H—X IV ′ —CH 2 —CH 2 —NH 2 [wherein X IV ′ is a —NR I — group (R I represents the above Represents the same meaning as ] (See J. Chemical Society [Section] C, (1969), 7, 1081).

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-9)で示される基である化合物(I-ΦΓ-9)又は(II-ΦΓ-9)、化合物(III)で、φ0−γ0が式(φγ0-9)で示される基である化合物(III-φγ-9)、化合物(IV)で、φ−γが式(φγ-9)で示される基である化合物(IV-φγ-9)、及び、化合物(V)で、f−gが、式(fg-9)で示される基である化合物(s-fg-9)は、例えば、上記の化合物(Σ-ΦΓ-4)、上記の化合物(σ0-φγ-4)、上記の化合物(σ-φγ-4)、又は、上記の化合物(s-fg-4)を、トリフルオロ酢酸中、過塩素酸リチウムの存在下、トリエチルシランと反応させることで製造でき、また、文献Swiss343410号公報及びWO99/16767号公報等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-9) (I-ΦΓ-9) or (II-ΦΓ-9), compound (III), Compound (III-φγ-9) wherein φ0-γ0 is a group represented by the formula (φγ0-9) and Compound (IV), wherein φ-γ is a group represented by the formula (φγ-9) (IV -φγ-9) and a compound (s-fg-9) in which fg is a group represented by the formula (fg-9) in the compound (V), for example, the above compound (Σ-ΦΓ) -4), the above compound (σ0-φγ-4), the above compound (σ-φγ-4), or the above compound (s-fg-4) in lithium trifluoroacetate in trifluoroacetic acid. It can be produced by reacting with triethylsilane in the presence, and can also be produced by referring to documents Swiss 343410 and WO 99/16767.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-10)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-10)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-10)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-10)で示される基である化合物は、例えば、上記の化合物(I-ΦΓ-9)又は(II-ΦΓ-9)、上記の化合物(III-φγ-9)、上記の化合物(IV-φγ-9)、又は、上記の化合物(V-fg-9)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる(Indian J.Heterocyclic Chem.,(1999),9,13参照)。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-10), compound (III), and φ0-γ0 is a group represented by formula (φγ0-10). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-10), and a compound (V), wherein fg is a group represented by the formula (fg-10) The compound is, for example, the above compound (I-ΦΓ-9) or (II-ΦΓ-9), the above compound (III-φγ-9), the above compound (IV-φγ-9), or It can be produced by reacting the above compound (V-fg-9) with a compound represented by R III —O—NH 2 (wherein R III represents the same meaning as described above). (See Indian J. Heterocyclic Chem., (1999), 9, 13).

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-11)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-11)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-11)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-11)で示される基である化合物は、例えば、文献J.Organic Chem.,(1988),53,5325等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-11), Compound (III), and φ0-γ0 is a group represented by the formula (φγ0-11). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-11), and a compound (V) where fg is a group represented by the formula (fg-11) The compounds which are Organic Chem. (1988), 53, 5325 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-12)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-12)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-12)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-12)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-4)、上記の化合物(σ0-φγ-4)、上記の化合物(σ-φγ-4)、又は、上記の化合物(s-fg-4)を、テトラヒドロフラン中、水素化ほう素ナトリウムと反応させることで製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-12), compound (III), and φ0-γ0 is a group represented by formula (φγ0-12). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-12), and a compound (V), wherein fg is a group represented by the formula (fg-12) The compound is, for example, the above compound (Σ-ΦΓ-4), the above compound (σ0-φγ-4), the above compound (σ-φγ-4), or the above compound (s-fg- 4) can be prepared by reacting with sodium borohydride in tetrahydrofuran.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-13)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-13)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-13)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-13)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-4)、上記の化合物(σ0-φγ-4)、上記の化合物(σ-φγ-4)、又は、上記の化合物(s-fg-4)を、トリフルオロ酢酸中、過塩素酸リチウムの存在下、トリエチルシランと反応させることで製造できる。
また、化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-13)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-13)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-13)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-13)で示される基である化合物は、例えば、上記の化合物(I-ΦΓ-9)又は(II-ΦΓ-9)、上記の化合物(III-φγ-9)、上記の化合物(IV-φγ-9)、又は、上記の化合物(V-fg-9)を、トリフルオロ酢酸中、過塩素酸リチウムの存在下、トリエチルシランと反応させることで製造できる。
In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-13), compound (III), and φ0-γ0 is a group represented by formula (φγ0-13). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-13), and compound (V), fg is a group represented by formula (fg-13) The compound is, for example, the above compound (Σ-ΦΓ-4), the above compound (σ0-φγ-4), the above compound (σ-φγ-4), or the above compound (s-fg- 4) can be produced by reacting with triethylsilane in the presence of lithium perchlorate in trifluoroacetic acid.
Further, in compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-13), compound (III), and φ0-γ0 is represented by formula (φγ0-13). A compound which is a group, a compound (IV) wherein φ-γ is a group represented by the formula (φγ-13), and a compound (V) where fg is represented by the formula (fg-13) Examples of the compound that is a group include the above compound (I-ΦΓ-9) or (II-ΦΓ-9), the above compound (III-φγ-9), the above compound (IV-φγ-9), Alternatively, it can be produced by reacting the above compound (V-fg-9) with triethylsilane in the presence of lithium perchlorate in trifluoroacetic acid.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-14)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-14)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-14)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-14)で示される基である化合物は、例えば、文献WO03/070277号公報及び特開平8−41027等を参照して製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-14), compound (III), and φ0-γ0 is a group represented by formula (φγ0-14). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-14), and compound (V), fg is a group represented by formula (fg-14) Can be produced with reference to, for example, WO 03/070277 and JP-A-8-41027.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-15)で示される基である化合物(I-ΦΓ-15)又は(II-ΦΓ-15)、化合物(III)で、φ0−γ0が式(φγ0-15)で示される基である化合物(III-φγ-15)、化合物(IV)で、φ−γが式(φγ-15)で示される基である化合物(IV-φγ-15)、及び、化合物(V)で、f−gが、式(fg-15)で示される基である化合物(V-fg-15)は、例えば、文献Chemical Papers,(1999),53,53等を参照して製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-15) (I-ΦΓ-15) or (II-ΦΓ-15), compound (III), Compound (III-φγ-15) in which φ0-γ0 is a group represented by the formula (φγ0-15) and Compound (IV), wherein φ-γ is a group represented by the formula (φγ-15) (IV -φγ-15) and a compound (V-fg-15) in which fg is a group represented by the formula (fg-15) in the compound (V), for example, the document Chemical Papers, (1999) , 53, 53 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-16)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-16)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-16)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-16)で示される基である化合物は、上記の化合物(I-ΦΓ-15)又は(II-ΦΓ-15)、上記の化合物(III-φγ-15)、上記の化合物(IV-φγ-15)、又は、上記の化合物(V-fg-15)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-16), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-16). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-16), and compound (V), fg is a group represented by formula (fg-16) Is a compound described above (I-ΦΓ-15) or (II-ΦΓ-15), a compound (III-φγ-15), a compound (IV-φγ-15), or a compound It can be produced by reacting the compound (V-fg-15) with a compound represented by R III —O—NH 2 (wherein R III represents the same meaning as described above).

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-17)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-17)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-17)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-17)で示される基である化合物は、上記の化合物(I-ΦΓ-15)又は(II-ΦΓ-15)、上記の化合物(III-φγ-15)、上記の化合物(IV-φγ-15)、又は、上記の化合物(V-fg-15)と、H−XII’−NH[式中、XII’は、オキシ基又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-17), Compound (III), and φ0-γ0 is a group represented by the formula (φγ0-17). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-17), and a compound (V), wherein fg is a group represented by the formula (fg-17) Is a compound described above (I-ΦΓ-15) or (II-ΦΓ-15), a compound (III-φγ-15), a compound (IV-φγ-15), or a compound Compound (V-fg-15) and H-X II '-NH 2 [wherein X II ' represents an oxy group or a -NR I -group (R I represents the same meaning as described above). To express. ] Can be produced by reacting with a compound represented by the formula:

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-18)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-18)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-18)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-18)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-6)、上記の化合物(σ0-φγ-6)、上記の化合物(σ-φγ-6)、又は、上記の(s-fg-6)で、R及びRIIが水素原子である化合物と、H−XII’−NH[式中、XII’は、オキシ基又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-18), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-18). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-18), and compound (V), fg is a group represented by formula (fg-18) The compound is, for example, the above compound (Σ-ΦΓ-6), the above compound (σ0-φγ-6), the above compound (σ-φγ-6), or the above (s-fg-6). ), Wherein R I and R II are hydrogen atoms, and H—X II ′ —NH 2 [wherein X II ′ is an oxy group or —NR I — group (R I is the same as defined above) Represents meaning). ] Can be produced by reacting with a compound represented by the formula:

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-19)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-19)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-19)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-19)で示される基である化合物は、例えば、上記の化合物(I-ΦΓ-15)又は(II-ΦΓ-15)、上記の化合物(III-φγ-15)、上記の化合物(IV-φγ-15)、又は、上記の化合物(V-fg-15)とH−XIII’−CH−CH−NH[式中、XIII’は、オキシ基、チオ基、又は−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-19), compound (III), and φ0-γ0 is a group represented by formula (φγ0-19). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-19), and compound (V), fg is a group represented by formula (fg-19) The compound is, for example, the above compound (I-ΦΓ-15) or (II-ΦΓ-15), the above compound (III-φγ-15), the above compound (IV-φγ-15), or the above compounds 'in -CH 2 -CH 2 -NH 2 [wherein, X III' (V-fg -15) and H-X III is oxy, thio, or -NR I - group (R I is Represents the same meaning as described above. ] Can be produced by reacting with a compound represented by the formula:

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-20)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-20)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-20)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-20)で示される基である化合物は、例えば、上記の化合物(Σ-ΦΓ-6)、上記の化合物(σ0-φγ-6)、上記の化合物(σ-φγ-6)、又は、上記の(s-fg-6)で、R及びRIIが水素原子である化合物と、H−XIV’−CH−CH−NH[式中、XIV’は、−NR−基(Rは、前記と同一の意味を表す。)を表す。]で示される化合物とを反応させることにより製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-20), compound (III), and φ0-γ0 is a group represented by formula (φγ0-20). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-20), and compound (V), fg is a group represented by formula (fg-20) The compound is, for example, the above compound (Σ-ΦΓ-6), the above compound (σ0-φγ-6), the above compound (σ-φγ-6), or the above (s-fg-6). ), Wherein R I and R II are hydrogen atoms, and H—X IV ′ —CH 2 —CH 2 —NH 2 [wherein X IV ′ is a —NR I — group (R I represents the above Represents the same meaning as ] Can be produced by reacting with a compound represented by the formula:

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-21)で示される基である化合物(I-ΦΓ-21)又は(II-ΦΓ-21)、化合物(III)で、φ0−γ0が式(φγ0-21)で示される基である化合物(III-φγ-21)、化合物(IV)で、φ−γが式(φγ-21)で示される基である化合物(IV-φγ-21)、及び、化合物(V)で、f−gが、式(fg-21)で示される基である化合物(V-fg-21)は、例えば、文献J.Indian Chem.Soc.,(1972),49,6、Chem.Ber.,(1970),103,1250、Gazzetta Chimica Italiana,(1989),119,367及びJ.Chemical Research(S),(1986)374等を参照して製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-21) (I-ΦΓ-21) or (II-ΦΓ-21), compound (III), Compound (III-φγ-21) in which φ0-γ0 is a group represented by the formula (φγ0-21) and Compound (IV), wherein φ-γ is a group represented by the formula (φγ-21) (IV -φγ-21) and a compound (V-fg-21) in which fg is a group represented by the formula (fg-21) in the compound (V) are described in, for example, J. Org. Indian Chem. Soc. , (1972), 49, 6, Chem. Ber. (1970), 103, 1250, Gazzetta Chimica Italiana, (1989), 119, 367, and J. Am. It can be produced with reference to Chemical Research (S), (1986) 374 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-22)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-22)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-22)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-22)で示される基である化合物は、例えば、上記の化合物(I-ΦΓ-21)又は(II-ΦΓ-21)、上記の化合物(III-φγ-21)、上記の化合物(IV-φγ-21)、又は、上記の化合物(V-fg-21)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-22), compound (III), and φ0-γ0 is a group represented by formula (φγ0-22). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-22), and a compound (V), wherein fg is a group represented by the formula (fg-22) The compound is, for example, the above compound (I-ΦΓ-21) or (II-ΦΓ-21), the above compound (III-φγ-21), the above compound (IV-φγ-21), or It can be produced by reacting the above compound (V-fg-21) with a compound represented by R III —O—NH 2 (wherein R III represents the same meaning as described above). it can.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-23)で示される基である化合物(I-ΦΓ-23)又は(II-ΦΓ-23)、化合物(III)で、φ0−γ0が式(φγ0-23)で示される基である化合物(III-φγ-23)、化合物(IV)で、φ−γが式(φγ-23)で示される基である化合物(IV-φγ-23)、及び、化合物(V)で、f−gが、式(fg-23)で示される基である化合物(V-fg-23)は、例えば、文献J.Heterocyclic Chem.,(1991),28,167等を参照して製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-23) (I-ΦΓ-23) or (II-ΦΓ-23), compound (III), Compound (III-φγ-23) in which φ0-γ0 is a group represented by the formula (φγ0-23) and Compound (IV), wherein φ-γ is a group represented by the formula (φγ-23) (IV -φγ-23) and the compound (V-fg-23), in which fg is a group represented by the formula (fg-23) in the compound (V), are described in, for example, J. Org. Heterocyclic Chem. , (1991), 28, 167 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-24)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-24)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-24)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-24)で示される基である化合物は、上記の化合物(I-ΦΓ-23)又は(II-ΦΓ-23)、上記の化合物(III-φγ-23)、上記の化合物(IV-φγ-23)、又は、上記の化合物(V-fg-23)と、RIII−O−NH(式中、RIIIは、前記と同一の意味を表す。)で示される化合物とを反応させることにより製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-24), compound (III), and φ0-γ0 is a group represented by formula (φγ0-24). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-24), and compound (V), fg is a group represented by formula (fg-24) Is a compound described above (I-ΦΓ-23) or (II-ΦΓ-23), a compound (III-φγ-23), a compound (IV-φγ-23), or a compound It can be produced by reacting the compound (V-fg-23) with a compound represented by R III —O—NH 2 (wherein R III represents the same meaning as described above).

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-25)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-25)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-25)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-25)で示される基である化合物は、例えば、文献Egypt.J.Chem.,(1984),27,11、Egypt.J.Chem.,(1976),19,811及びLiebigs Ann.Chem.,(1990),821等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-25), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-25). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-25), and compound (V), fg is a group represented by formula (fg-25) Compounds which are for example the literature Egypt. J. et al. Chem. , (1984), 27, 11, Egypt. J. et al. Chem. , (1976), 19, 811 and Liebigs Ann. Chem. , (1990), 821 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-26)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-26)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-26)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-26)で示される基である化合物は、例えば、文献J.Heterocyclic Chem.,(1999),36,881、Egypt.J.Chem.,(1984),27,11及びEgypt.J.Chem.,(1976),19,811等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-26), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-26). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-26), and compound (V), fg is a group represented by formula (fg-26) The compounds which are Heterocyclic Chem. (1999), 36, 881, Egypt. J. et al. Chem. , (1984), 27, 11 and Egypt. J. et al. Chem. , (1976), 19, 811 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-27)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-27)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-27)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-27)で示される基である化合物は、例えば、文献WO03/070277号公報、WO03/062204号公報及び特開平5−221995等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-27), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-27). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-27), and a compound (V), wherein fg is a group represented by the formula (fg-27) Can be produced with reference to, for example, documents WO03 / 070277, WO03 / 062204, and JP-A-5-221995.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-28)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-28)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-28)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-28)で示される基である化合物は、例えば、文献Org.Prep.Proced.Int.,(2003),35,509等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-28), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-28). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-28), and compound (V), fg is a group represented by formula (fg-28) Compounds which are for example described in the literature Org. Prep. Proced. Int. , (2003), 35, 509 and the like.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-29)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-29)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-29)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-29)で示される基である化合物は、例えば、文献Collect.Czech.Chem.Comm.,(1988),53,3179等の記載の3−ブロモアセチル−4−ヒドロキシ−1−メチル−キノロン−2−オンと置換フェノール類との反応により、製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-29), Compound (III), and φ0-γ0 is a group represented by formula (φγ0-29). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-29), and compound (V), fg is a group represented by formula (fg-29) The compounds which are are described, for example, in the literature Collect. Czech. Chem. Comm. , (1988), 53, 3179, etc., can be produced by reaction of 3-bromoacetyl-4-hydroxy-1-methyl-quinolon-2-one with substituted phenols.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-30)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-30)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-30)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-30)で示される基である化合物は、例えば、文献Chemical & Pharmaceutical Bulletin,(1979),27,242等を参照して製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-30), compound (III), and φ0-γ0 is a group represented by formula (φγ0-30). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-30), and a compound (V), wherein fg is a group represented by the formula (fg-30) Can be produced, for example, with reference to the literature Chemical & Pharmaceutical Bulletin, (1979), 27, 242, etc.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-31)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-31)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-31)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-31)で示される基である化合物は、例えば、文献薬学雑誌(1968),88,106等の記載の3−アセチル−4−ヒドロキシ−6−メチル−1H−2−ピリドンと置換フェニルアセチルクロリド類との反応により、製造することができる。 Compound (I) or (II), wherein Φ-Γ is a group represented by the formula (ΦΓ-31), Compound (III), and φ0-γ0 is a group represented by the formula (φγ0-31) A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-31), and a compound (V), wherein fg is a group represented by the formula (fg-31) Is produced by reacting 3-acetyl-4-hydroxy-6-methyl-1H-2-pyridone with substituted phenylacetyl chlorides described in, for example, the literature Pharmaceutical Journal (1968), 88,106. can do.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-32)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-32)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-32)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-32)で示される基である化合物は、例えば、文献薬学雑誌(1968),88,106等の記載の3−アセチル−4−ヒドロキシ−6−メチル−1H−2−ピリドンと置換フェニルクロロホルメート類、置換フェニルイソシアネート類又は置換N−フェニルカルバモイルクロリド類との反応により、製造することができる。 In compound (I) or (II), Φ-Γ is a group represented by formula (ΦΓ-32), compound (III), and φ0-γ0 is a group represented by formula (φγ0-32). A compound, a compound (IV), wherein φ-γ is a group represented by the formula (φγ-32), and a compound (V), wherein fg is a group represented by the formula (fg-32) Examples of such compounds include 3-acetyl-4-hydroxy-6-methyl-1H-2-pyridone and substituted phenyl chloroformates and substituted phenyl isocyanates described in the literature, pharmaceutical journal (1968), 88, 106, etc. Alternatively, it can be produced by reaction with substituted N-phenylcarbamoyl chlorides.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-33)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-33)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-33)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-33)で示される基である化合物は、例えば、文献薬学雑誌(1968),88,106等の記載の3−アセチル−4−ヒドロキシ−6−メチル−1H−2−ピリドンと置換N−フェニルスルファモイルクロリド類との反応により、製造することができる。 Compound (I) or (II), wherein Φ-Γ is a group represented by the formula (ΦΓ-33), Compound (III), and φ0-γ0 is a group represented by the formula (φγ0-33) A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-33), and compound (V), fg is a group represented by formula (fg-33) Is a compound of, for example, 3-acetyl-4-hydroxy-6-methyl-1H-2-pyridone and substituted N-phenylsulfamoyl chlorides described in the literature Pharmaceutical Journal (1968), 88,106, etc. It can be produced by reaction.

化合物(I)又は(II)で、Φ−Γが、式(ΦΓ-34)で示される基である化合物、化合物(III)で、φ0−γ0が式(φγ0-34)で示される基である化合物、化合物(IV)で、φ−γが式(φγ-34)で示される基である化合物、及び、化合物(V)で、f−gが、式(fg-34)で示される基である化合物は、例えば、文献Indian J.Heterocyclic Chem.,(1993),3,69等を参照して製造することができる。 In the compound (I) or (II), Φ-Γ is a group represented by the formula (ΦΓ-34), the compound (III), and φ0-γ0 is a group represented by the formula (φγ0-34). A compound, compound (IV), wherein φ-γ is a group represented by formula (φγ-34), and compound (V), fg is a group represented by formula (fg-34) Compounds which are for example the literature Indian J. Heterocyclic Chem. , (1993), 3, 69, and the like.

また、化合物(I)又は(II)におけるβ、化合物(III)におけるB0、化合物(IV)におけるB、及び、化合物(V)におけるbとして、式(V

Figure 2007308441
[式中、Rは、C1-C10アルキル基を表し、R’及びR’’は、同一又は相異なり、水素原子又はC1-C10アルキル基を表し、R’とR’’とは、C3-C10アルキレン基をなすことがあり、また、R’とR’’とは、M−基(式中、Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがあり、RとR’は、C1-C10アルキレン基を介して環をなす。]
で示される基を挙げることができる。
化合物(I)又は(II)におけるβ、化合物(III)におけるB0、化合物(IV)におけるB、及び、化合物(V)におけるbが、前記の式(V)で示される基である化合物は、例えば、置換フェニルヒドラジン類と、、式(V’)
Figure 2007308441
(式中、R、R’及びR’’は、前記と同一の意味を表す。)
で示される化合物とを、J.Heterocyclic Chem.,(1999),36,881、Egypt.J.Chem.,(1984),27,11及びEgypt.J.Chem.,(1976),19,811等に記載の方法で反応させることにより製造することができる。
化合物(V’)は、例えば、J.Heterocyclic Chem., (2000),37,1559に記載された方法で得られる。
化合物(I)又は(II)におけるβ、化合物(III)におけるB0、化合物(IV)におけるB、及び、化合物(V)におけるbが、前記の式(V)で示される基である化合物として、例えば、式(V’’)
Figure 2007308441
で示される化合物をあげられる。 Further, β in the compound (I) or (II), B0 in the compound (III), B in the compound (IV), and b in the compound (V) are represented by the formula (V X ).

Figure 2007308441
[Wherein, R X represents a C1-C10 alkyl group, R X ′ and R X ″ are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group, and R X ′ and R X ″ and it is sometimes form a C3-C10 alkylene group, also, the '' R X and 'R X, M a - substituted with a group (wherein, M a represents the same meaning as above.) May form a C4-C10 alkenylene group, and R X and R X 'form a ring via a C1-C10 alkylene group. ]
The group shown by can be mentioned.
A compound in which β in compound (I) or (II), B0 in compound (III), B in compound (IV), and b in compound (V) are groups represented by the above formula (V X ) For example, substituted phenylhydrazines and the formula (V X ′)
Figure 2007308441
(Wherein R X , R X ′ and R X ″ represent the same meaning as described above.)
And a compound represented by J. Heterocyclic Chem. (1999), 36, 881, Egypt. J. et al. Chem. , (1984), 27, 11 and Egypt. J. et al. Chem. , (1976), 19, 811 and the like.
Compound (V X ′) can be synthesized, for example, according to J.M. Heterocyclic Chem. , (2000), 37, 1559.
As a compound in which β in compound (I) or (II), B0 in compound (III), B in compound (IV), and b in compound (V) are groups represented by the above formula (V X ) , For example, the formula (V X ″)
Figure 2007308441
The compound shown by these is mention | raise | lifted.

また、上記の化合物(I-ΦΓ-4)又は(II-ΦΓ-4)、化合物(III-φγ-4)、化合物(IV-φγ-4)、及び、化合物(V-fg-4)において、RIIIが、水素原子である場合、Φ−Γ、φ0−γ0、φ−γ、及び、f−gのヒドロキシイミノ基の酸素原子は、化合物(I)又は(II)におけるβ、化合物(III)におけるB0、化合物(IV)におけるB、又は、化合物(V)におけるbが4位に炭素原子を有するとき、当該4位炭素原子とエーテル結合してもよい。
かかる化合物として、例えば、式(V’’’)

Figure 2007308441
で示される化合物をあげられ、文献Indian J.Heterocyclic Chem.,(1999),9,13の記載に従って製造することができる。 Further, in the above compound (I-ΦΓ-4) or (II-ΦΓ-4), compound (III-φγ-4), compound (IV-φγ-4), and compound (V-fg-4) , R III is a hydrogen atom, the oxygen atom of Φ-Γ, φ0-γ0, φ-γ, and f-g hydroxyimino group is β, compound (I) in compound (I) or (II) When B0 in III), B in compound (IV), or b in compound (V) has a carbon atom at the 4-position, it may be ether-bonded to the 4-position carbon atom.
Such compounds include, for example, the formula (V X ''')
Figure 2007308441
And compounds described in the literature Indian J. et al. Heterocyclic Chem. , (1999), 9,13.

また、化合物(I)又は(II)におけるβ、化合物(III)におけるB0、化合物(IV)におけるB、及び、化合物(V)におけるbが、各々、(I-9)、(II-9)、(III-9)、(IV-9)、又は、(V-9)で示される基であり、かつ、化合物(I)又は(II)におけるΦ−Γ、(III)におけるφ0−γ0、化合物(IV)におけるφ−γ、及び、化合物(V)におけるf−gが、各々、式(ΦΓ-1)、式(φγ0-1)、式(φγ-1)、又は、式(fg-1)で示される基である場合、R’とUとは、C1-C10アルキレン基を介して環をなしてもよい。
かかる化合物として、例えば、式(V’’’’)

Figure 2007308441
で示される化合物をあげられ、置換ベンズアルデヒド類と、3,4−ジヒドロ−2H,10H−アクリジン−1,9−ジオンとを反応させる(Russian J.General Chem.,(2001),71,1257 、Indian J.Chem.,(1974),12,956 及びJP50046666号公報参照)ことにより製造することができる。
3,4−ジヒドロ−2H,10H−アクリジン−1,9−ジオンは、文献Zeit Chem.,(1985),25,432等に記載の方法に従って製造することができる。 In addition, β in compound (I) or (II), B0 in compound (III), B in compound (IV), and b in compound (V) are (I-9) and (II-9), respectively. , (III-9), (IV-9) or (V-9), and Φ-Γ in compound (I) or (II), φ0-γ0 in (III), Φ-γ in compound (IV) and f-g in compound (V) are respectively represented by formula (ΦΓ-1), formula (φγ0-1), formula (φγ-1), or formula (fg- In the case of the group represented by 1), R ′ and U may form a ring via a C1-C10 alkylene group.
Such compounds include, for example, the formula (V X ″ ″)
Figure 2007308441
And a substituted benzaldehyde is reacted with 3,4-dihydro-2H, 10H-acridine-1,9-dione (Russian J. General Chem., (2001), 71, 1257, Indian J. Chem., (1974), 12, 956 and JP50046666).
3,4-Dihydro-2H, 10H-acridine-1,9-dione is described in the literature Zeit Chem. (1985), 25, 432 and the like.

本発明化合物(V)のうち、化合物番号(1a)〜(116a)で表される本発明化合物(Va)を、表32に例示する。
(表32)
本発明化合物(Va)

Figure 2007308441
表32において、化合物番号(1a)〜(98a)、(100a)〜(104a)及び(106a)〜(116a)においては、Aはベンゼン環を表す。 Of the compounds of the present invention (V), compounds of the present invention (Va) represented by compound numbers (1a) to (116a) are exemplified in Table 32.
(Table 32)
Compound of the present invention (Va)
Figure 2007308441
In Table 32, in compound numbers (1a) to (98a), (100a) to (104a), and (106a) to (116a), A represents a benzene ring.

Figure 2007308441
(表32続き)
Figure 2007308441
(表32続き)
Figure 2007308441
(表32続き)
Figure 2007308441
(表32続き)
Figure 2007308441
(表32続き)
Figure 2007308441
Figure 2007308441
(Continued in Table 32)
Figure 2007308441
(Continued in Table 32)
Figure 2007308441
(Continued in Table 32)
Figure 2007308441
(Continued in Table 32)
Figure 2007308441
(Continued in Table 32)
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1b)〜(8b)で表される本発明化合物(Vb)を、表33に例示する。
(表33)
本発明化合物(Vb)

Figure 2007308441
Of the compounds of the present invention (V), compounds of the present invention (Vb) represented by compound numbers (1b) to (8b) are exemplified in Table 33.
(Table 33)
Compound of the present invention (Vb)
Figure 2007308441

Figure 2007308441
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1c)〜(4c)で表される本発明化合物(Vc)を、表34に例示する。
(表34)
本発明化合物(Vc)

Figure 2007308441
Of the compounds of the present invention (V), compounds of the present invention (Vc) represented by compound numbers (1c) to (4c) are exemplified in Table 34.
(Table 34)
Compound (Vc) of the present invention
Figure 2007308441

Figure 2007308441
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1d)〜(93d)で表される本発明化合物(Vd)を、表35に例示する。
(表35)
本発明化合物(Vd)

Figure 2007308441
表35において、Aはベンゼン環を表す。 Of the compounds of the present invention (V), compounds of the present invention (Vd) represented by compound numbers (1d) to (93d) are exemplified in Table 35.
(Table 35)
Compound of the present invention (Vd)
Figure 2007308441
In Table 35, A represents a benzene ring.

Figure 2007308441
(表35続き)
Figure 2007308441
(表35続き)
Figure 2007308441
(表35続き)
Figure 2007308441
Figure 2007308441
(Table 35 continued)
Figure 2007308441
(Table 35 continued)
Figure 2007308441
(Table 35 continued)
Figure 2007308441

化合物(V)のうち、化合物番号(1e)〜(17e)で表される化合物(Ve)を表36に例示し、化合物番号(18e)〜(21e)で表される化合物(Ve)を、表37〜40に例示する。
(表36〜40)
化合物番号(1e)〜(17e)で表される化合物(Ve)

Figure 2007308441
Among the compounds (V), compounds (Ve) represented by the compound numbers (1e) to (17e) are exemplified in Table 36, and the compounds (Ve) represented by the compound numbers (18e) to (21e) Examples are shown in Tables 37-40.
(Tables 36-40)
Compounds represented by compound numbers (1e) to (17e) (Ve)
Figure 2007308441

Figure 2007308441
Figure 2007308441

Figure 2007308441
Figure 2007308441

Figure 2007308441
Figure 2007308441

Figure 2007308441
Figure 2007308441

Figure 2007308441
Figure 2007308441

化合物(V)のうち、化合物番号(1f)〜(24f)で表される化合物(Vf)を、表41に例示する。
(表41)
化合物(Vf)

Figure 2007308441

Table 41 illustrates compounds (Vf) represented by compound numbers (1f) to (24f) among the compounds (V).
(Table 41)
Compound (Vf)
Figure 2007308441

Figure 2007308441
Figure 2007308441

化合物(V)のうち、化合物番号(1g)〜(6g)で表される化合物(Vg)を、表42に例示する。
(表42)
化合物(Vg)

Figure 2007308441
Table 42 illustrates compounds (Vg) represented by compound numbers (1 g) to (6 g) among the compounds (V).
(Table 42)
Compound (Vg)
Figure 2007308441

Figure 2007308441
Figure 2007308441

化合物(V)のうち、化合物番号(1h)〜(40h)で表される化合物(Vh)を、表43〜表45に例示する。
(表43〜表45)
化合物(Vh)

Figure 2007308441
Of compound (V), compounds (Vh) represented by compound numbers (1h) to (40h) are exemplified in Tables 43 to 45.
(Table 43 to Table 45)
Compound (Vh)
Figure 2007308441

Figure 2007308441
Figure 2007308441























Figure 2007308441
Figure 2007308441

Figure 2007308441

(表45続き)
Figure 2007308441
Figure 2007308441

(Table 45 continued)
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1h’)〜(3h’)で表される本発明化合物(Vh')を、表46に例示する。
(表46)
本発明化合物(Vh')
Of the compounds of the present invention (V), compounds of the present invention (Vh ′) represented by compound numbers (1h ′) to (3h ′) are exemplified in Table 46.
(Table 46)
Compound of the present invention (Vh ′)

Figure 2007308441
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1i)〜(6i)で表される本発明化合物(Vi)を、表47に例示する。
(表47)
本発明化合物(Vi)

Figure 2007308441
Of the compounds of the present invention (V), compounds of the present invention (Vi) represented by compound numbers (1i) to (6i) are exemplified in Table 47.
(Table 47)
Compound of the present invention (Vi)
Figure 2007308441

Figure 2007308441
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1j)〜(4j)で表される本発明化合物(Vj)を、表48に例示する。
(表48)
本発明化合物(Vj)

Figure 2007308441
Of the compounds of the present invention (V), compounds of the present invention (Vj) represented by compound numbers (1j) to (4j) are exemplified in Table 48.
(Table 48)
Compound of the present invention (Vj)
Figure 2007308441

Figure 2007308441
Figure 2007308441

本発明化合物(V)のうち、化合物番号(1k)〜(45k)で表される本発明化合物(Vk)を、表49〜86に例示する。
(表49〜)
Of the compound of the present invention (V), compounds of the present invention (Vk) represented by compound numbers (1k) to (45k) are exemplified in Tables 49 to 86.
(Table 49 ~)

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化合物(I)〜(V)は、I型コラーゲン遺伝子、フィブロネクチン遺伝子等の細胞外マトリックス遺伝子の転写を抑制する能力を有する。当該能力は、I型コラーゲン遺伝子、フィブロネクチン遺伝子等の細胞外マトリックス遺伝子の発現量を減少させて、コラーゲン、フィブロネクチン等の細胞外マトリックスの蓄積量の低下を導くことにより組織の線維化を改善するために重要である。よって、化合物(I)〜(V)は、I型コラーゲン遺伝子、フィブロネクチン遺伝子等の細胞外マトリックス遺伝子の発現量を減少させてコラーゲン、フィブロネクチン等の細胞外マトリックスの蓄積量の低下を導くことにより組織の線維化を改善するための組成物(医薬品、化粧品、食品添加物等)の有効成分として利用することができる。
本発明転写抑制組成物や本発明線維化改善組成物の適用可能な疾患としては、例えば、コラーゲン、フィブロネクチン等の細胞外マトリックスの過度の集積により組織が線維化することにより硬化し、その結果、臓器等の組織の機能低下や瘢痕形成等を来たす疾患(即ち、線維症等)をあげることができる。具体的には例えば、肝硬変、慢性膵炎、スキルス胃癌、間質性肺疾患、喘息、慢性閉塞性肺疾患、糸球体腎炎、ループス腎炎、尿細管間質性腎炎、IgA腎症、腎硬化症、糖尿病性腎症、遺伝性腎疾患、心筋線維症、心不全、PTCA後の再狭窄、動脈硬化、骨髄線維症、関節リウマチ、炎症後の過形成痕跡、術後の瘢痕や熱傷性瘢痕、アトピー性皮膚炎、肥厚性瘢痕、子宮筋腫、前立腺肥大症、強皮症、アルツハイマー病、硬化性腹膜炎、糖尿病性網膜症、I型糖尿病等をあげることができる。因みに、肝硬変においては、1つの例として、C型又はB型肝炎ウイルスが慢性的な炎症を誘発し、TGF−βの量が上昇することにより、肝線維化(特に、I型・III型コラーゲンの蓄積)を引き起こして当該疾患となることがすでに知られている(例えば、Clin.Liver Dis.,7,195−210(2003)参照)。間質性肺疾患においては、1つの例として、ダニ・ウイルス・結核菌等による肺炎を誘発してTGF-βの量が上昇し、肺線維化を引き起こして当該疾患となると考えられている。糖尿病性腎症やIgA腎症等の慢性腎不全においては、前者では高血糖によって腎糸球体でTGF−βの量が上昇し、後者ではIgAが腎糸球体に蓄積することにより、腎炎を誘発してTGF−βの量が上昇し、腎線維化(特に、I型・IV型コラーゲンの蓄積)を引き起こして当該疾患となることがすでに示唆されている(例えば、Am.J.Physiol.Renal Phsiol.,278,F830−F838(2000)、Kidney Int.,64,149−159(2003)参照)。尚、糖尿病性腎症のモデル動物であるdb/dbマウスとは、摂食を抑制するレプチン受容体に変異をもつため、過食により高血糖となり自然発症的に糖尿病を併発するものである。db/dbマウスは、正常マウスに比較して血中グルコース濃度が約4倍高く、腎糸球体線維化とTGF−β量との増加が認められている(例えば、Am.J.Pathol.,158,1653−1663(2001)参照)。またIgA腎症のモデル動物である抗Thy−1ラットとは、抗Thy−1抗体を正常ラットに投与することにより、人工的に腎線維化を引き起こさせたものである。当該モデル動物に対して抗TGF−β受容体抗体を投与することにより、腎線維化が抑制されることが示されている(例えば、Kidney Int.,60,1745−1755(2001)参照)。強皮症においては、その原因は不明だが、そのモデル動物であるTskマウスに対し、TGF−β阻害剤を投与することにより皮膚線維化の改善が認められている(例えば、J.Invest.Dermatol.,118,461−470(2001)参照)。以上のことから、TGF−βの作用を抑制する化合物は、TGF−βによるコラーゲン合成促進を阻害して組織の線維化を抑制し、線維症治療効果を得るための組成物(医薬品、化粧品、食品添加物等)の有効成分として利用することができるのである。一方、左室拡張不全等の心不全の病因は、高血圧状態の心臓線維化がその1つとされている。以上のことから、TGF−βによるフィブロネクチン合成促進を阻害して組織の線維化を抑制し、心不全治療効果を得るための組成物(医薬品等)の有効成分として利用することができるのである。
かかる本発明転写抑制組成物や本発明線維化改善組成物は、化合物(I)〜(V)と不活性担体とを含有する。これらの組成物中に含有される化合物(I)〜(V)は、通常、0.01重量%〜99.99重量%であり、不活性担体は、通常、99.99重量%〜0.01重量%である。該不活性担体は、薬学的に許容される担体や賦形剤であり、本発明転写抑制組成物や本発明線維化改善組成物はさらに、医薬品添加剤、化粧品添加剤、食品添加剤等を含有してもよい。
Compounds (I) to (V) have the ability to suppress transcription of extracellular matrix genes such as type I collagen gene and fibronectin gene. This ability is to improve tissue fibrosis by decreasing the expression level of extracellular matrix genes such as type I collagen gene and fibronectin gene, leading to a decrease in the accumulation amount of extracellular matrix such as collagen and fibronectin. Is important. Therefore, the compounds (I) to (V) reduce the expression level of extracellular matrix genes such as type I collagen gene and fibronectin gene, leading to a decrease in the accumulated amount of extracellular matrix such as collagen and fibronectin. It can be used as an active ingredient of a composition (pharmaceuticals, cosmetics, food additives, etc.) for improving the fibrosis of the skin.
Examples of the diseases to which the transcription repressing composition of the present invention and the composition for improving fibrosis of the present invention can be applied are cured by fibrosis of the tissue due to excessive accumulation of extracellular matrix such as collagen and fibronectin, Diseases (ie, fibrosis, etc.) that cause decreased function of tissues such as organs and scar formation can be mentioned. Specifically, for example, cirrhosis, chronic pancreatitis, Skills gastric cancer, interstitial lung disease, asthma, chronic obstructive pulmonary disease, glomerulonephritis, lupus nephritis, tubulointerstitial nephritis, IgA nephropathy, nephrosclerosis, Diabetic nephropathy, hereditary kidney disease, myocardial fibrosis, heart failure, restenosis after PTCA, arteriosclerosis, myelofibrosis, rheumatoid arthritis, post-inflammation hyperplasia, postoperative scar or burn scar, atopic Examples include dermatitis, hypertrophic scar, uterine fibroid, prostatic hypertrophy, scleroderma, Alzheimer's disease, sclerosing peritonitis, diabetic retinopathy, type I diabetes and the like. Incidentally, in cirrhosis, as an example, hepatitis C virus or hepatitis B induces chronic inflammation and increases the amount of TGF-β, resulting in liver fibrosis (particularly type I and type III collagen). (See, for example, Clin. Liver Dis., 7, 195-210 (2003)). In interstitial lung disease, as an example, it is considered that pneumonia caused by mites, viruses, tuberculosis bacteria, and the like is induced to increase the amount of TGF-β, causing pulmonary fibrosis and causing the disease. In chronic renal failure such as diabetic nephropathy and IgA nephropathy, the amount of TGF-β increases in the glomeruli due to hyperglycemia in the former, and the latter induces nephritis by accumulation of IgA in the glomeruli. It has already been suggested that the amount of TGF-β increases and causes renal fibrosis (particularly, accumulation of type I and type IV collagen), resulting in the disease (for example, Am. J. Physiol. Phsiol., 278, F830-F838 (2000), Kidney Int., 64, 149-159 (2003)). The db / db mouse, which is a model animal for diabetic nephropathy, has a mutation in the leptin receptor that suppresses feeding, and thus hyperglycemia occurs due to overeating and spontaneously accompanies diabetes. In db / db mice, blood glucose concentration is about 4 times higher than in normal mice, and glomerular fibrosis and increase in TGF-β amount are observed (for example, Am. J. Pathol.,). 158, 1653-1663 (2001)). The anti-Thy-1 rat, which is a model animal of IgA nephropathy, is an artificially induced renal fibrosis by administering an anti-Thy-1 antibody to a normal rat. It has been shown that renal fibrosis is suppressed by administering an anti-TGF-β receptor antibody to the model animal (see, for example, Kidney Int., 60, 1745-1755 (2001)). Although the cause of scleroderma is unknown, improvement of skin fibrosis has been observed by administering a TGF-β inhibitor to the Tsk mouse, which is the model animal (for example, J. Invest. Dermatol). , 118, 461-470 (2001)). From the above, the compound that suppresses the action of TGF-β inhibits the promotion of collagen synthesis by TGF-β, suppresses tissue fibrosis, and obtains a fibrosis therapeutic effect (pharmaceuticals, cosmetics, It can be used as an active ingredient of food additives and the like. On the other hand, heart fibrosis in a hypertensive state is one of the etiologies of heart failure such as left ventricular diastolic failure. From the above, it can be used as an active ingredient of a composition (medicine or the like) for inhibiting fibronectin synthesis promotion by TGF-β to suppress tissue fibrosis and obtaining a therapeutic effect on heart failure.
Such a composition for suppressing transcription of the present invention or a composition for improving fibrosis of the present invention contains compounds (I) to (V) and an inert carrier. The compounds (I) to (V) contained in these compositions are usually 0.01 wt% to 99.99 wt%, and the inert carrier is usually 99.99 wt% to 0.00. 01% by weight. The inert carrier is a pharmaceutically acceptable carrier or excipient, and the transcription inhibitor composition or the fibrosis improving composition of the present invention further contains a pharmaceutical additive, a cosmetic additive, a food additive, etc. You may contain.

また、化合物(I)〜(V)は、後述する実施例2及び3にも示されるように、TGF−βが有するI型コラーゲン遺伝子の転写促進能力を阻害する。即ち、化合物(I)〜(V)はTGF−βの作用を抑制する能力を有するTGF−βアンタゴニストである。よって、化合物(I)〜(V)は、TGF−β作用抑制組成物の有効成分として利用することもできる。TGF−βは、毛髪の成長サイクルにおける成長期(以下、毛髪成長期と記すこともある。)から退行期(以下、毛髪退行期と記すこともある。)への移行を促進する能力を有することが知られている[J.Invest.Dermatol.,111,948−954(1998)、FASEB J.,16,1967−1969(2002)]。さらに、抗TGF−β抗体や、TGF−β阻害剤であるFetuin等は、TGF−βによる毛の伸長抑制作用に対して拮抗的に働き、毛の伸長促進作用を示すことが報告されている[J.Invest.Dermatol.,118,993−997(2002)、公開特許公報 特開2000−342296]。よって、本発明化合物(及びこれを有効成分として含有するTGF−β作用抑制組成物)は、TGF−βによる毛髪退行期への移行促進を阻害して毛髪成長期の延長を導くことにより養毛効果を得るために利用してもよい。
かかる本発明TGF−β抑制組成物や本発明養毛組成物は、化合物(I)〜(V)と不活性担体とを含有する。これらの組成物中に含有される化合物(I)〜(V)は、通常、0.01重量%〜99.99重量%であり、不活性担体は、通常、99.99重量%〜0.01重量%である。当該不活性担体は、薬学的に許容される担体や賦形剤であり、本発明TGF−β抑制組成物や本発明養毛組成物はさらに、医薬品添加剤、化粧品添加剤、食品添加剤等を含有してもよい。
Compounds (I) to (V) inhibit the ability of TGF-β to promote transcription of type I collagen gene, as shown in Examples 2 and 3 described later. That is, compounds (I) to (V) are TGF-β antagonists having the ability to suppress the action of TGF-β. Therefore, compounds (I) to (V) can also be used as active ingredients of the TGF-β action-inhibiting composition. TGF-β has the ability to promote the transition from the growth phase (hereinafter sometimes referred to as hair growth phase) to the regression phase (hereinafter also referred to as hair regression phase) in the hair growth cycle. It is known [J. Invest. Dermatol. 111, 948-954 (1998), FASEB J. et al. 16, 1967-1969 (2002)]. Furthermore, it has been reported that anti-TGF-β antibody, Teutin, which is a TGF-β inhibitor, act antagonistically to the hair elongation-inhibiting action by TGF-β and show hair elongation promoting action. [J. Invest. Dermatol. , 118, 993-997 (2002), published patent publication JP 2000-342296]. Therefore, the compound of the present invention (and the TGF-β action-suppressing composition containing this as an active ingredient) inhibits the promotion of the transition to the hair regression phase by TGF-β and leads to the extension of the hair growth phase. It may be used to obtain an effect.
Such a TGF-β inhibitory composition of the present invention and a hair nourishing composition of the present invention contain compounds (I) to (V) and an inert carrier. The compounds (I) to (V) contained in these compositions are usually 0.01 wt% to 99.99 wt%, and the inert carrier is usually 99.99 wt% to 0.00. 01% by weight. The inert carrier is a pharmaceutically acceptable carrier or excipient, and the TGF-β inhibitory composition and the hair nourishing composition of the present invention further include pharmaceutical additives, cosmetic additives, food additives, etc. It may contain.

上記組成物に用いられる薬学的に許容される担体、賦形剤、医薬品添加剤、食品添加剤、化粧品添加剤等は、当該組成物の具体的用途に応じて適宜選択することができる。また、当該組成物の形態も、具体的用途に応じて、例えば、種々の固体、液体等の形態とすることができる。
例えば、化合物(I)〜(V)を医薬品の有効成分として用いる場合には、具体的な形態として、例えば、散剤、細粒剤、顆粒剤、錠剤、シロップ剤、カプセル剤、懸濁化剤、エマルジョン剤、エキス剤及び丸剤等の経口剤、注射剤、外用液剤や軟膏剤等の経皮吸収剤、坐剤及び局所剤等の非経口剤等をあげることができる。
経口剤は、例えば、ゼラチン、アルギン酸ナトリウム、澱粉、コーンスターチ、白糖、乳糖、ぶどう糖、マンニット、カルボキシメチルセルロース、デキストリン、ポリビニルピロリドン、結晶セルロース、大豆レシチン、ショ糖、脂肪酸エステル、タルク、ステアリン酸マグネシウム、ポリエチレングリコール、ケイ酸マグネシウム、無水ケイ酸等の担体や賦形剤、結合剤、崩壊剤、界面活性剤、滑沢剤、流動性促進剤、希釈剤、保存剤、着色剤、香料、安定化剤、保湿剤、防腐剤、酸化防止剤等の医薬品添加剤を用いて、通常の方法に従って製造することができる。
投与量は、投与される哺乳動物の年令、性別、体重、疾患の程度、本発明の組成物の種類、投与形態等によって異なるが、通常は経口の場合にはヒト成人で1日あたり有効成分量として約1mg〜約2g、好ましくは有効成分量として約5mg〜約1gを投与すればよい。また、前記の1日の投与量を1回又は数回に分けて投与することができる。
非経口剤のうち、注射剤は、生理食塩水、滅菌水リンゲル液等の水溶性溶剤、植物油、脂肪酸エステル等の非水溶性溶剤、ブドウ糖、塩化ナトリウム等の等張化剤、溶解補助剤、安定化剤、防腐剤、懸濁化剤、乳化剤等の医薬品添加剤を用いて、通常の方法に従って製造することができる。外用液剤、ゲル状軟膏等の経皮吸収剤、直腸内投与のための坐剤等も通常の方法に従って製造することができる。このような非経口剤を投与するには、注射(皮下、静脈内等)、経皮投与、直腸投与すればよい。局所剤は、例えば、化合物(I)〜(V)をエチレンビニル酢酸ポリマー等の徐放性ポリマーのペレットに取り込ませて製造することができる。このペレットを治療すべき組織中に外科的に移植すればよい。
投与量は、投与される哺乳動物の年令、性別、体重、疾患の程度、本発明の組成物の種類、投与形態等によって異なるが、通常は注射の場合にはヒト成人で有効成分量として約0.1mg〜約500mgを投与すればよい。また、前記の1日の投与量を1回又は数回に分けて投与することができる。
化合物(I)〜(V)を化粧品に添加して用いる場合には、当該化合物が添加された化粧品の具体的な形態としては、例えば、液状、乳状、クリーム、ローション、軟膏、ゲル、エアゾール、ムース等をあげることができる。ローションは、例えば、懸濁剤、乳化剤、保存剤等の化粧品添加剤を用いて、通常の方法に従って製造することができる。
投与量は、投与される哺乳動物の年令、性別、体重、疾患の程度、本発明の組成物の種類、投与形態等によって異なるが、通常ヒト成人で有効成分量として約0.01mg〜約50mgを投与すればよい。また、前記の1日の投与量を1回又は数回に分けて投与することができる。
化合物(I)〜(V)を食品添加物として用いる場合には、当該添加物が添加された食品の具体的な形態としては、例えば、粉末、錠剤、飲料、摂取可能なゲル若しくはシロップとの混合液状物、例えば、調味料、和菓子、洋菓子、氷菓、飲料、スプレッド、ペースト、漬物、ビン缶詰、畜肉加工品、魚肉・水産加工品、乳・卵加工品、野菜加工品、果実加工品、穀類加工品等の一般的な飲食物や嗜好物等をあげることができる。また、家畜、家禽、蜜蜂、蚕、魚等の飼育動物のための飼料や餌料への添加も可能である。
投与量は、投与される哺乳動物の年令、性別、体重、疾患の程度、本発明の組成物の種類、投与形態等によって異なるが、通常ヒト成人で有効成分量として約0.1mg〜約500mgを投与すればよい。また、前記の1日の投与量を1回又は数回に分けて投与することができる。
The pharmaceutically acceptable carrier, excipient, pharmaceutical additive, food additive, cosmetic additive and the like used in the composition can be appropriately selected according to the specific use of the composition. Moreover, the form of the said composition can also be made into forms, such as various solid and liquid, according to a specific use, for example.
For example, when the compounds (I) to (V) are used as active ingredients of pharmaceuticals, specific forms include, for example, powders, fine granules, granules, tablets, syrups, capsules, and suspending agents. And oral agents such as emulsions, extracts and pills, transdermal absorption agents such as injections, liquids and ointments for external use, and parenteral agents such as suppositories and topical agents.
Oral preparations include, for example, gelatin, sodium alginate, starch, corn starch, sucrose, lactose, glucose, mannitol, carboxymethylcellulose, dextrin, polyvinylpyrrolidone, crystalline cellulose, soy lecithin, sucrose, fatty acid ester, talc, magnesium stearate, Carriers and excipients such as polyethylene glycol, magnesium silicate, and silicic anhydride, binders, disintegrants, surfactants, lubricants, fluidity promoters, diluents, preservatives, colorants, fragrances, stabilization It can be produced according to a usual method using a pharmaceutical additive such as an agent, a humectant, a preservative, and an antioxidant.
The dose varies depending on the age, sex, weight, disease level, type of composition of the present invention, dosage form, etc., but is usually effective for human adults per day when administered orally. About 1 mg to about 2 g may be administered as the component amount, preferably about 5 mg to about 1 g may be administered as the active component amount. In addition, the daily dose can be administered once or divided into several times.
Among parenterals, injections are water-soluble solvents such as physiological saline and sterile water Ringer's solution, non-water-soluble solvents such as vegetable oil and fatty acid esters, isotonic agents such as glucose and sodium chloride, solubilizing agents, stable It can be produced according to a usual method using a pharmaceutical additive such as an agent, a preservative, a suspending agent and an emulsifier. Liquid preparations for external use, percutaneous absorption agents such as gel ointments, suppositories for rectal administration and the like can also be produced according to conventional methods. In order to administer such a parenteral preparation, injection (subcutaneous, intravenous, etc.), transdermal administration, or rectal administration may be used. The topical agent can be produced, for example, by incorporating the compounds (I) to (V) into sustained release polymer pellets such as ethylene vinyl acetate polymer. This pellet may be surgically implanted into the tissue to be treated.
The dose varies depending on the age, sex, weight, disease level, type of composition of the present invention, dosage form, etc. of the mammal to be administered. About 0.1 mg to about 500 mg may be administered. In addition, the daily dose can be administered once or divided into several times.
When the compounds (I) to (V) are used by being added to cosmetics, specific forms of cosmetics to which the compounds are added include, for example, liquid, milky, cream, lotion, ointment, gel, aerosol, Moose etc. can be given. Lotions can be produced according to conventional methods using cosmetic additives such as suspending agents, emulsifying agents, preservatives and the like.
The dose varies depending on the age, sex, weight, disease level, type of composition of the present invention, dosage form, etc. of the mammal to be administered. 50 mg may be administered. In addition, the daily dose can be administered once or divided into several times.
When compounds (I) to (V) are used as food additives, specific forms of foods to which the additives are added include, for example, powders, tablets, beverages, ingestible gels or syrups Mixed liquids such as seasonings, Japanese confectionery, Western confectionery, ice confectionery, beverages, spreads, pastes, pickles, canned bottles, processed meat products, processed fish and fish products, processed milk and egg products, processed vegetable products, processed fruit products, General foods and beverages such as processed cereals and foods can be listed. Further, it can be added to feed and feed for domestic animals such as domestic animals, poultry, bees, cormorants and fish.
The dose varies depending on the age, sex, weight, disease level, type of composition of the present invention, dosage form, etc. of the mammal to be administered. 500 mg may be administered. In addition, the daily dose can be administered once or divided into several times.

以下に実施例を挙げ、本発明を更に具体的に説明する。   Hereinafter, the present invention will be described in more detail with reference to examples.

実施例1 実施例1−1〜1−21に、本発明化合物の合成を記す。 Example 1 Synthesis of the compound of the present invention is described in Examples 1-1 to 1-21.

実施例1−1 式(V’’’’)で示される化合物の合成
エタノール5ml及びピペリジン19mgの混合物に、3,4−ジヒドロ−2H,10H−アクリジン−1,9−ジオン120mg及び3-[(2-メトキシエチル)アミノカルボニル]ベンズアルデヒド117mgを溶解し、還流下に10時間50分加熱した。室温に冷却後濃縮し、析出した結晶を濾取して乾燥して、3-(1,9-ジオキソ-3,4,9,10-テトラヒドロ-1H-アクリジン-2-イリデンメチル)-N-(2-メトキシエチル)ベンズアミド[化合物(V’’’’)]の淡黄色結晶90mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.95〜3.00(2H),3.05〜3.10(2H),3.17(s,3H),3.45〜3.55(4H),7.39(t,1H,J=7.8Hz),7.50〜7.78(5H),7.84(d,1H,J=7.8Hz),7.95(s,1H),8.14(d,1H,J=7.0Hz),8.60(broad,1H),12.01(broad s,1H)
Example 1-1 Synthesis of Compound of Formula (V X ″ ″) To a mixture of 5 ml of ethanol and 19 mg of piperidine, 120 mg of 3,4-dihydro-2H, 10H-acridine-1,9-dione and 3- 117 mg of [(2-methoxyethyl) aminocarbonyl] benzaldehyde was dissolved and heated under reflux for 10 hours and 50 minutes. After cooling to room temperature and concentration, the precipitated crystals were collected by filtration and dried to give 3- (1,9-dioxo-3,4,9,10-tetrahydro-1H-acridin-2-ylidenemethyl) -N- ( 90 mg of pale yellow crystals of 2-methoxyethyl) benzamide [compound (V X ″ ″)] were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.95 to 3.00 (2H), 3.05 to 3.10 (2H), 3.17 (s, 3H), 3. 45-3.55 (4H), 7.39 (t, 1H, J = 7.8 Hz), 7.50-7.78 (5H), 7.84 (d, 1H, J = 7.8 Hz), 7.95 (s, 1H), 8.14 (d, 1H, J = 7.0 Hz), 8.60 (broad, 1H), 12.01 (broads, 1H)

実施例1−2 化合物[化合物番号(7a)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソ-2-プロペニル]-6-メチル-2(1H)-ピリジノン100mgのトリフルオロ酢酸5ml溶液に、過塩素酸カリウム3mg及びトリエチルシラン185μlを加え、室温で6時間攪拌した。反応液にクロロホルムと水を加え、有機層を水洗し、残渣をシリカゲルカラムクロマトグラフィーで精製した。クロロホルム:テトラヒドロフランの1:1の展開液で、シリカゲルTLC上、Rf値が0.4の区分を取り、4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソプロピル]-6-メチル-2(1H)-ピリジノン[化合物番号(7a)]の無色結晶19mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.21(s,3H),2.84(t,2H,J=7.8Hz),3.56(t,2H,J=8.1Hz),3.75(s,3H),4.76(s,2H),5.84(s,1H),6.70〜6.76(1H),6.80〜6.90(2H),7.19(t,1H,J=7.8Hz),11.57(s,1H),15.83(s,1H)
Example 1-2 Synthesis of Compound [Compound No. (7a)]
To a solution of 100 mg of 4-hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxo-2-propenyl] -6-methyl-2 (1H) -pyridinone in 5 ml of trifluoroacetic acid, 3 mg of potassium perchlorate and 185 μl of triethylsilane were added and stirred at room temperature for 6 hours. Chloroform and water were added to the reaction solution, the organic layer was washed with water, and the residue was purified by silica gel column chromatography. Chloroform: tetrahydrofuran 1: 1 developing solution, Rf value 0.4 on silica gel TLC, 4-hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxo 19 mg of colorless crystals of propyl] -6-methyl-2 (1H) -pyridinone [Compound No. (7a)] were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.21 (s, 3H), 2.84 (t, 2H, J = 7.8 Hz), 3.56 (t, 2H, J = 8.1 Hz), 3.75 (s, 3H), 4.76 (s, 2H), 5.84 (s, 1H), 6.70-6.76 (1H), 6.80-6. 90 (2H), 7.19 (t, 1H, J = 7.8 Hz), 11.57 (s, 1H), 15.83 (s, 1H)

実施例1−3 本発明化合物[化合物番号(9a)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソプロピル]-6-メチル-2(1H)-ピリジノン1.00gのメタノール10ml溶液に、1規定水酸化ナトリウム水溶液10mlを添加した。室温で30分攪拌し、反応液を濃縮し、10%塩酸で酸性とし、析出した結晶を濾取し、水、テトラヒドロフラン、t−ブチルメチルエーテルで洗い、乾燥することにより、4-ヒドロキシ-3-[3-[3-(カルボキシメトキシ)フェニル]-1-オキソプロピル]-6-メチル-2(1H)-ピリジノン[化合物番号(9a)]の白色結晶894mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.18(s,3H),2.80〜2.90(2H),3.30〜3.40(2H),4.63(s,2H),5.84(s,1H),6.72(d,1H,J=7.3Hz),6.83(s,1H),6.84(d,1H,J=8.6Hz),7.19(t,1H,J=7.6Hz),11.56(s,1H),12.94(s,1H),15.58(s,1H)
Example 1-3 Synthesis of Compound of the Present Invention [Compound No. (9a)]
4-hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxopropyl] -6-methyl-2 (1H) -pyridinone is added to a solution of 1.00 g of methanol in 1 N water. 10 ml of aqueous sodium oxide solution was added. Stir at room temperature for 30 minutes, concentrate the reaction mixture, acidify with 10% hydrochloric acid, filter the precipitated crystals, wash with water, tetrahydrofuran, t-butyl methyl ether, and dry to give 4-hydroxy-3 There was obtained 894 mg of white crystals of-[3- [3- (carboxymethoxy) phenyl] -1-oxopropyl] -6-methyl-2 (1H) -pyridinone [Compound No. (9a)].
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.18 (s, 3H), 2.80 to 2.90 (2H), 3.30 to 3.40 (2H), 4. 63 (s, 2H), 5.84 (s, 1H), 6.72 (d, 1H, J = 7.3 Hz), 6.83 (s, 1H), 6.84 (d, 1H, J = 8.6 Hz), 7.19 (t, 1 H, J = 7.6 Hz), 11.56 (s, 1 H), 12.94 (s, 1 H), 15.58 (s, 1 H)

実施例1−4 本発明化合物[化合物番号(1h’)]の合成
4-ヒドロキシ-6-メチル-2H-ピラン-2-オン3.17g、トルエン150ml、4-ジメチルアミノピリジン0.37g、3-フェニルプロピオン酸及びN,N'-ジシクロヘキシルカルボジイミド6.00gの混合物を、70〜75℃で7時間50分加熱した。室温に冷却後、10%塩酸水を加え、酢酸エチルで抽出し、飽和食塩水で洗浄した。無水硫酸ナトリウムで乾燥後、減圧濃縮して得られた残渣をシリカゲルカラムクロマトグラフィーに供し、析出した結晶を濾取してヘキサンで洗い、乾燥して、4-ヒドロキシ-3-(3-フェニル-1-オキソプロピル)-6-メチル-2H-ピラン-2-オン[化合物番号(1h’)]の淡青色結晶1.23gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):2.27(s,3H),3.00(t,2H,J=4.0Hz),3.41(dt,2H,J=3.4Hz),5.93(s,1H),7.20〜7.40(5H)
Example 1-4 Synthesis of Compound of the Present Invention [Compound No. (1h ′)]
A mixture of 3.17 g of 4-hydroxy-6-methyl-2H-pyran-2-one, 150 ml of toluene, 0.37 g of 4-dimethylaminopyridine, 3-phenylpropionic acid and 6.00 g of N, N′-dicyclohexylcarbodiimide , And heated at 70-75 ° C. for 7 hours 50 minutes. After cooling to room temperature, 10% aqueous hydrochloric acid was added, extracted with ethyl acetate, and washed with saturated brine. The residue obtained after drying over anhydrous sodium sulfate and concentration under reduced pressure was subjected to silica gel column chromatography, and the precipitated crystals were collected by filtration, washed with hexane, dried and dried to 4-hydroxy-3- (3-phenyl- 1.23 g of light blue crystals of 1-oxopropyl) -6-methyl-2H-pyran-2-one [Compound No. (1h ′)] was obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 2.27 (s, 3H), 3.00 (t, 2H, J = 4.0 Hz), 3.41 (dt, 2H, J = 3 .4 Hz), 5.93 (s, 1H), 7.20-7.40 (5H)

実施例1−5 本発明化合物[化合物番号(2h’)]の合成
3-フェニルプロピオン酸の代わりに、3-(4-メトキシフェニル)プロピオン酸を用いた以外は実施例1−4と同様にして、4-ヒドロキシ-3-[3-(4-メトキシフェニル)-1-オキソプロピル]-6-メチル-2H-ピラン-2-オン[化合物番号(2h’)]の淡青色結晶5.00gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):2.27(s,3H),2.93(t,2H,J=7.4Hz),3.38(d,2H,J=7.5Hz),3.78(s,3H),5.94(s,1H),6.83(dd,2H,J=1,9,6.6Hz),7.18(d,2H,J=8.5Hz)
Example 1-5 Synthesis of Compound of the Present Invention [Compound No. (2h ′)]
Instead of 3-phenylpropionic acid, 4-hydroxy-3- [3- (4-methoxyphenyl)-was used in the same manner as in Example 1-4 except that 3- (4-methoxyphenyl) propionic acid was used. 5.00 g of light blue crystals of 1-oxopropyl] -6-methyl-2H-pyran-2-one [Compound No. (2h ′)] was obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 2.27 (s, 3H), 2.93 (t, 2H, J = 7.4 Hz), 3.38 (d, 2H, J = 7) .5 Hz), 3.78 (s, 3 H), 5.94 (s, 1 H), 6.83 (dd, 2 H, J = 1, 9, 6.6 Hz), 7.18 (d, 2 H, J = 8.5Hz)

実施例1−6 本発明化合物[化合物番号(3h’)]の合成
ヘキサメチルホスホラミド20ml及び4-ヒドロキシ-3-[3-(4-メトキシフェニル)-1-オキソプロピル]-6-メチル-2H-ピラン-2-オン1.87gの混合物に、水素化ナトリウム(60%油性)0.26gを16℃で加え、30℃に昇温して30分間攪拌した。次いで、ジメチル硫酸0.98gを加えて、室温で一夜攪拌した。その後、反応混合物を氷水に注加し、酢酸エチルで抽出した。有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した後、濃縮した。残渣をシリカゲルカラムクロマトグラフィーに供することにより、4-メトキシ-3-[3-(4-メトキシフェニル)-1-オキソプロピル]-6-メチル-2H-ピラン-2-オン[化合物番号(3h’)]の黄色油状物0.37gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):2.29(s,3H),2.91(t,2H,J=7.3Hz),3.13(dd,2H,J=6.4,9.3Hz),3.77(s,3H),3.88(s,3H),6.07(s,1H),6.80(dd,2H,J=1,9,7.2Hz),7.13(d,2H,J=8.6Hz)
Example 1-6 Synthesis of Compound of the Present Invention [Compound No. (3h ′)] 20 ml of hexamethylphosphoramide and 4-hydroxy-3- [3- (4-methoxyphenyl) -1-oxopropyl] -6-methyl- To a mixture of 1.87 g of 2H-pyran-2-one, 0.26 g of sodium hydride (60% oily) was added at 16 ° C, and the temperature was raised to 30 ° C and stirred for 30 minutes. Next, 0.98 g of dimethyl sulfate was added and stirred overnight at room temperature. The reaction mixture was then poured into ice water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to give 4-methoxy-3- [3- (4-methoxyphenyl) -1-oxopropyl] -6-methyl-2H-pyran-2-one [compound number (3h ′ )] As a yellow oil.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 2.29 (s, 3H), 2.91 (t, 2H, J = 7.3 Hz), 3.13 (dd, 2H, J = 6) .4, 9.3 Hz), 3.77 (s, 3H), 3.88 (s, 3H), 6.07 (s, 1H), 6.80 (dd, 2H, J = 1, 9, 7 .2 Hz), 7.13 (d, 2H, J = 8.6 Hz)

実施例1−7 本発明化合物[化合物番号(1j)]の合成
1-メチル-3-アミノ-4-ヒドロキシ-2(1H)-キノリノン塩酸塩300mg、5%水酸化ナトリウム水溶液及びエタノール2mlの混合物に、3-クロロフェニルイソシアネート223mgを加え、室温で2時間攪拌した。10%塩酸水を加え、析出した固体を水及び酢酸エチルで洗浄し、1-(3-クロロフェニル)-3-(4-ヒドロキシ-1-メチル-2-オキソ-1,2-ジヒドロキノリン-3-イル)ウレア[化合物番号(1j)]の黄色結晶165mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm): 3.56(s,3H),6.69(s,1H),6.87〜6.91(m,3H),7.10(t,1H,J=8.1Hz),7.22〜7.24(m,2H),7.29(d,1H,J=8.1Hz),7.41(dt,1H,J=2.7,8.1Hz),7.65(s,1H),8.11(dd,1H,J=2.7,8.1Hz),13.81(broad s,1H)
Example 1-7 Synthesis of Compound of the Present Invention [Compound No. (1j)]
To a mixture of 300 mg of 1-methyl-3-amino-4-hydroxy-2 (1H) -quinolinone hydrochloride, 5% aqueous sodium hydroxide and 2 ml of ethanol, 223 mg of 3-chlorophenyl isocyanate was added and stirred at room temperature for 2 hours. 10% aqueous hydrochloric acid was added, and the precipitated solid was washed with water and ethyl acetate to give 1- (3-chlorophenyl) -3- (4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3 -Yl) Urea [Compound No. (1j)] 165 mg of yellow crystals were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 3.56 (s, 3H), 6.69 (s, 1H), 6.87 to 6.91 (m, 3H), 7. 10 (t, 1H, J = 8.1 Hz), 7.22 to 7.24 (m, 2H), 7.29 (d, 1H, J = 8.1 Hz), 7.41 (dt, 1H, J = 2.7, 8.1 Hz), 7.65 (s, 1H), 8.11 (dd, 1H, J = 2.7, 8.1 Hz), 13.81 (broad s, 1H)

実施例1−8 本発明化合物[化合物番号(5k)]の合成
4-メトキシ-3-[3-[3-(メトキシカルボニルメトキシ)フェニル]-1-オキソ-2-プロペニル]-1,6-ジメチル-2(1H)-ピリジノン0.86g、クロロホルム1.23g及びトリエチルアミン1.6mlの混合物に、臭素0.6mlを添加することにより、4-メトキシ-3-[3-[3-(メトキシカルボニルメトキシ)フェニル]-1-オキソ--3-ブロモ-2-プロペニル]-1,6-ジメチル-2(1H)-ピリジノン[化合物番号(5k)]の黄色結晶9.8mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.45(s,3H),3.40(s,3H),3.70(s,3H),3.80(s,3H),4.85(s,2H),6.39(s,1H),7.05〜7.15(1H),7.40(t,1H,J=7.8Hz),7.48〜7.52(1H),7.94(s,1H)
Examples 1-8 Synthesis of the present compound [Compound No. (5k)]
4-methoxy-3- [3- [3- (methoxycarbonylmethoxy) phenyl] -1-oxo-2-propenyl] -1,6-dimethyl-2 (1H) -pyridinone 0.86 g, chloroform 1.33 g and By adding 0.6 ml bromine to a mixture of 1.6 ml triethylamine, 4-methoxy-3- [3- [3- (methoxycarbonylmethoxy) phenyl] -1-oxo-3-bromo-2-propenyl 9.8 mg of yellow crystals of 1,6-dimethyl-2 (1H) -pyridinone [Compound No. (5k)] were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.45 (s, 3H), 3.40 (s, 3H), 3.70 (s, 3H), 3.80 (s, 3H), 4.85 (s, 2H), 6.39 (s, 1H), 7.05 to 7.15 (1H), 7.40 (t, 1H, J = 7.8 Hz), 7.48. -7.52 (1H), 7.94 (s, 1H)

実施例1−9 本発明化合物[化合物番号(6k)]の合成
クロロホルム300mlに3-アセチル-4-ヒドロキシ-6-メチル-2H-ピラン-2-オン33.6g、シンナムアルデヒド26.4g及びピペリジン5mlを溶解し、モレキュラーシーブスを充填したソックスレー抽出器で水分を除去しつつ、還流下に3時間加熱した。室温に冷却後、反応液を10%塩酸、飽和食塩水で順次洗浄し、無水硫酸マグネシウムで乾燥した後、濃縮した。析出した結晶を濾取し、これをシリカゲルカラムクロマトグラフィーに供することにより、4-ヒドロキシ-3-(3-フェニル-1-オキソ-2,4-ペンタジエニル)-6-メチル-2H-ピラン[化合物番号(6k)]の赤色結晶26.4gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):2.27(s,3H),5.94(s,1H),7.05〜7.15(2H),7.35〜7.45(3H),7.50〜7.55(2H),7.70〜7.85(2H)
Example 1-9 Synthesis of the Compound of the Present Invention [Compound No. (6k)] 33.6 g of 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one, 26.4 g of cinnamaldehyde and piperidine in 300 ml of chloroform 5 ml was dissolved and heated under reflux for 3 hours while removing water with a Soxhlet extractor filled with molecular sieves. After cooling to room temperature, the reaction mixture was washed successively with 10% hydrochloric acid and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The precipitated crystals are collected by filtration and subjected to silica gel column chromatography to give 4-hydroxy-3- (3-phenyl-1-oxo-2,4-pentadienyl) -6-methyl-2H-pyran [compound No. (6k)] 26.4 g of red crystals were obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 2.27 (s, 3H), 5.94 (s, 1H), 7.05 to 7.15 (2H), 7.35 to 7. 45 (3H), 7.50-7.55 (2H), 7.70-7.85 (2H)

実施例1−10 本発明化合物[化合物番号(7k)]の合成
4-ヒドロキシ-3-[3-(4-メトキシフェニル)-1-オキソプロピル]-6-メチル-2H-ピラン-2-オンの代わりに4-ヒドロキシ-3-(3-フェニル-1-オキソ-2,4-ペンタジエニル)-6-メチル-2H-ピランを用いた以外は実施例1−6と同様にして、4-メトキシ-3-(3-フェニル-1-オキソ-2,4-ペンタジエニル)-6-メチル-2H-ピラン[化合物番号(7k)]の淡黄色結晶3.42gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):2.34(s,3H),3.93(s,3H),6.11(s,1H),6.66(d,1H,J=15.2Hz),6.96〜6.98(2H),7.30〜7.50(6H)
Example 1-10 Synthesis of Compound of the Present Invention [Compound No. (7k)]
4-hydroxy-3- (3-phenyl-1-oxo instead of 4-hydroxy-3- [3- (4-methoxyphenyl) -1-oxopropyl] -6-methyl-2H-pyran-2-one 4-methoxy-3- (3-phenyl-1-oxo-2,4-pentadienyl) in the same manner as in Example 1-6 except that -2,4-pentadienyl) -6-methyl-2H-pyran was used 3.42 g of pale yellow crystals of) -6-methyl-2H-pyran [Compound No. (7k)] was obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 2.34 (s, 3H), 3.93 (s, 3H), 6.11 (s, 1H), 6.66 (d, 1H, J = 15.2 Hz), 6.96-6.98 (2H), 7.30-7.50 (6H)

実施例1−11 本発明化合物[化合物番号(8k)]の合成
ピリジン10ml及びピペリジン0.12gの混合物に、3-アセチル-4-ヒドロキシ-6-メチル-2(1H)-ピリジノン0.49g及び3-(メトキシカルボニルメトキシ)シンナムアルデヒド0.96gを溶解し、還流下に55分加熱した。室温に冷却後水を加え、析出した結晶を濾取して水洗し、テトラヒドロフラン5mlと加熱して不溶物を濾取して乾燥し、4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソ-2,4-ペンタジエニル]-6-メチル-2(1H)-ピリジノン[化合物番号(8k)]の黄色結晶0.22gを得た。
1H−NMR(300MHz,DMSO-d6)δ(ppm):2.19(s,3H),3.71(s,3H),4.74(s,2H),5.85(s,1H),6.93(d,1H,J=6.0Hz),7.10〜7.50(5H),7.65〜7.75(1H), 8.11(d,1H,J=15.0Hz)
Example 1-11 Synthesis of Compound of the Present Invention [Compound No. (8k)] To a mixture of 10 ml of pyridine and 0.12 g of piperidine, 0.49 g of 3-acetyl-4-hydroxy-6-methyl-2 (1H) -pyridinone and 0.96 g of 3- (methoxycarbonylmethoxy) cinnamaldehyde was dissolved and heated under reflux for 55 minutes. Water was added after cooling to room temperature, and the precipitated crystals were collected by filtration, washed with water, heated with 5 ml of tetrahydrofuran, insolubles were collected by filtration and dried, and 4-hydroxy-3- [3- [3-[(methoxy 0.22 g of yellow crystals of carbonyl) methoxy] phenyl] -1-oxo-2,4-pentadienyl] -6-methyl-2 (1H) -pyridinone [Compound No. (8k)] was obtained.
1 H-NMR (300 MHz, DMSO-d 6 ) δ (ppm): 2.19 (s, 3H), 3.71 (s, 3H), 4.74 (s, 2H), 5.85 (s, 1H), 6.93 (d, 1H, J = 6.0 Hz), 7.10-7.50 (5H), 7.65-7.75 (1H), 8.11 (d, 1H, J = 15.0Hz)

実施例1−12 本発明化合物[化合物番号(9k)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソプロピル]-6-メチル-2(1H)-ピリジノンの代わりに4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソ-2,4-ペンタジエニル]-6-メチル-2(1H)-ピリジノン167mgを用いた以外は実施例1−3と同様にして、4-ヒドロキシ-3-[3-[3-(カルボキシメトキシ)フェニル]-1-オキソ-2,4-ペンタジエニル]-6-メチル-2(1H)-ピリジノン[化合物番号(9k)]の褐色結晶137mgを得た。
1H−NMR(300MHz,DMSO-d6)δ(ppm): 2.19(s,3H),4.74(s,2H),5.82(s,1H),6.91(d,1H,J=3Hz),7.15〜7.50(5H),7.65〜7.75(1H), 8.11(d,1H,J=15Hz),11.57(s,1H)
Example 1-12 Synthesis of the present compound [Compound No. (9k)]
4-hydroxy-3- [3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxopropyl] -6-methyl-2 (1H) -pyridinone instead of 4-hydroxy-3- [3- In the same manner as in Example 1-3 except that 167 mg of [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxo-2,4-pentadienyl] -6-methyl-2 (1H) -pyridinone was used, Brown crystals of 4-hydroxy-3- [3- [3- (carboxymethoxy) phenyl] -1-oxo-2,4-pentadienyl] -6-methyl-2 (1H) -pyridinone [Compound No. (9k)] 137 mg was obtained.
1 H-NMR (300 MHz, DMSO-d 6 ) δ (ppm): 2.19 (s, 3H), 4.74 (s, 2H), 5.82 (s, 1H), 6.91 (d, 1H, J = 3 Hz), 7.15-7.50 (5H), 7.65-7.75 (1H), 8.11 (d, 1H, J = 15 Hz), 11.57 (s, 1H)

実施例1−13 本発明化合物[化合物番号(19k)]の合成
トルエン300ml、4-ヒドロキシ-6-メチル-2H-ピラン-2-オン7.70g、1,8-ジアザビシクロ[5.4.0]ウンデ-7-セン9.30g、パラジウム(II)アセチルアセトネート1.00g、トリフェニルホスフィン3.20g及び3-エトキシシンナミルアセテート13.5gの混合物を、75℃で2時間加熱した。室温に冷却後、析出した結晶を濾取し、エタノールで再結晶し、4-ヒドロキシ-3-[3-(3-エトキシフェニル)-2-プロペニル]-6-メチル-2H-ピラン[化合物番号(19k)]の淡黄色結晶6.98gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):1.30(t,3H,J=6.9Hz),2.16(s,3H),3.15(d,1H,J=5.9Hz),4.00(q,2H,J=7.0Hz),6.03(s,1H),6.30〜6.40(2H),6.70〜6.80(1H),6.88〜6.98(2H),7.17(t,1H,J=7.8Hz)
Example 1-13 Synthesis of Compound of the Present Invention [Compound No. (19k)] 300 ml of toluene, 7.70 g of 4-hydroxy-6-methyl-2H-pyran-2-one, 1,8-diazabicyclo [5.4.0] unde A mixture of 9.30 g of 7-cene, 1.00 g of palladium (II) acetylacetonate, 3.20 g of triphenylphosphine and 13.5 g of 3-ethoxycinnamyl acetate was heated at 75 ° C. for 2 hours. After cooling to room temperature, the precipitated crystals were collected by filtration and recrystallized with ethanol to give 4-hydroxy-3- [3- (3-ethoxyphenyl) -2-propenyl] -6-methyl-2H-pyran [Compound No. (19k)] pale yellow crystals 6.98 g were obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 1.30 (t, 3H, J = 6.9 Hz), 2.16 (s, 3H), 3.15 (d, 1H, J = 5 0.9 Hz), 4.00 (q, 2H, J = 7.0 Hz), 6.03 (s, 1H), 6.30-6.40 (2H), 6.70-6.80 (1H), 6.88 to 6.98 (2H), 7.17 (t, 1H, J = 7.8 Hz)

参考例
3-エトキシシンナミルアセテートの代わりにシンナミルアセテートを用いた以外は実施例1−13と同様にして、4-ヒドロキシ-3-(3-フェニル-2-プロペニル)-6-メチル-2H-ピランの淡黄色結晶60mgを得た
1H−NMR(300MHz,DMSO-d6)δ(ppm):2.16(s,3H),3.15(d,2H,J=6.0Hz),6.03(s,1H),6.15〜6.35(1H),6.35(d,1H,J=16.0Hz),7.15〜7.25(1H),7.25〜7.35(2H),7.45〜7.85(2H)
Reference example
4-hydroxy-3- (3-phenyl-2-propenyl) -6-methyl-2H-pyran in the same manner as in Example 1-13 except that cinnamyl acetate was used instead of 3-ethoxycinnamyl acetate 60 mg of pale yellow crystals were obtained.
1 H-NMR (300 MHz, DMSO-d 6 ) δ (ppm): 2.16 (s, 3H), 3.15 (d, 2H, J = 6.0 Hz), 6.03 (s, 1H), 6.15 to 6.35 (1H), 6.35 (d, 1H, J = 16.0 Hz), 7.15 to 7.25 (1H), 7.25 to 7.35 (2H), 7. 45-7.85 (2H)

実施例1−14 本発明化合物[化合物番号(20k)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソ-2-プロペニル]-1,6-ジメチル-2(1H)-ピリジノン0.71gのテトラヒドロフラン20ml溶液に、水素化ほう素ナトリウム0.23gを添加し、室温で10日間攪拌した。反応液に2N塩酸を加え、反応混合物を氷水に注加し、酢酸エチルで抽出した。有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した後、濃縮した。残渣をシリカゲルカラムクロマトグラフィーで精製し、4-ヒドロキシ-3-[3-[3-(2-ヒドロキシエトキシ)フェニル]-1-プロペニル]-1,6-ジメチル-2(1H)-ピリジノン[化合物番号(20k)]の白色結晶0.23gを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.26(s,3H),3.23(d,2H,J=4.6Hz),3.35(s,3H),3.68(dd,2H,J=5.1,10.0Hz),3.96(t,2H,J=5.1Hz),4.82(t,2H,J=5.4Hz),5.85(s,1H),6.20〜6.30(2H),6.73(d,1H,J=8.1Hz),6.80〜6.90(2H),7.16(t,1H,J=7.8Hz),10.07(s,1H)
Example 1-14 Synthesis of Compound of the Present Invention [Compound No. (20k)]
4-Hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxo-2-propenyl] -1,6-dimethyl-2 (1H) -pyridinone 0.71 g in tetrahydrofuran 20 ml Was added with sodium borohydride 0.23 g and stirred at room temperature for 10 days. 2N hydrochloric acid was added to the reaction solution, and the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography, and 4-hydroxy-3- [3- [3- (2-hydroxyethoxy) phenyl] -1-propenyl] -1,6-dimethyl-2 (1H) -pyridinone [compound No. (20k)] 0.23 g of white crystals were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.26 (s, 3H), 3.23 (d, 2H, J = 4.6 Hz), 3.35 (s, 3H), 3.68 (dd, 2H, J = 5.1, 10.0 Hz), 3.96 (t, 2H, J = 5.1 Hz), 4.82 (t, 2H, J = 5.4 Hz), 5 .85 (s, 1H), 6.20 to 6.30 (2H), 6.73 (d, 1H, J = 8.1 Hz), 6.80 to 6.90 (2H), 7.16 (t , 1H, J = 7.8 Hz), 10.07 (s, 1H)

実施例1−15 本発明化合物[化合物番号(21k)]の合成
4-ヒドロキシ-3-[3-(4-メトキシフェニル)-1-オキソプロピル]-6-メチル-2H-ピラン-2-オンのトリフルオロ酢酸50ml溶液に、トリエチルシラン3.00g及び過塩素酸リチウム69.0mgを、5℃で添加した。室温で3時間攪拌し、反応液を濃縮して、残渣をシリカゲルカラムクロマトグラフィーで精製し、4-ヒドロキシ-3-[3-(4-メトキシフェニル)プロピル]-6-メチル-2H-ピラン-2-オン[化合物番号(21k)]の白色結晶1.60gを得た。
1H−NMR(300MHz,CDCl3)δ(ppm):1.50〜1.70(m,2H),2.18(s,3H),2.48(t,2H,J=7.8Hz),2.60(t,2H,J=7.9Hz),3.76(s,3H),6.03(s,1H),6.79(dd,2H,J=1,9,6.5Hz),7.09(d,2H,J=8.5Hz),8.53(broad s,1H)
Example 1-15 Synthesis of the present compound [Compound No. (21k)]
To a solution of 4-hydroxy-3- [3- (4-methoxyphenyl) -1-oxopropyl] -6-methyl-2H-pyran-2-one in 50 ml of trifluoroacetic acid, 3.00 g of triethylsilane and perchloric acid 69.0 mg of lithium was added at 5 ° C. The mixture was stirred at room temperature for 3 hours, the reaction mixture was concentrated, the residue was purified by silica gel column chromatography, and 4-hydroxy-3- [3- (4-methoxyphenyl) propyl] -6-methyl-2H-pyran- 1.60 g of white crystals of 2-one [Compound No. (21k)] was obtained.
1 H-NMR (300 MHz, CDCl 3 ) δ (ppm): 1.50 to 1.70 (m, 2H), 2.18 (s, 3H), 2.48 (t, 2H, J = 7.8 Hz) ), 2.60 (t, 2H, J = 7.9 Hz), 3.76 (s, 3H), 6.03 (s, 1H), 6.79 (dd, 2H, J = 1, 9, 6) .5 Hz), 7.09 (d, 2 H, J = 8.5 Hz), 8.53 (broad s, 1 H)

実施例1−16 本発明化合物[化合物番号(22k)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソ-2-プロペニル]-6-メチル-2(1H)-ピリジノン8.00gのトリフルオロ酢酸50ml溶液に、トリエチルシラン14.9ml及び過塩素酸リチウム248mgを、氷冷下添加した。氷冷下2時間30分攪拌した。反応液に氷水に注加し、クロロホルムで抽出した。有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した後、濃縮して、4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]プロピル]-6-メチル-2(1H)-ピリジノン[化合物番号(22k)]の黄白色結晶2.14gを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm): 1.50〜1.70(m,2H),2.13(s,3H),2.40(t,2H,J=7.8Hz),2.50〜2.51(2H),3.69(s,3H),4.76(s,2H),5.87(s,1H),6.60〜6.80(3H),7.17(t,1H,J=8.1Hz),10.49(broad,1H),11.51(broad,1H)
Example 1-16 Synthesis of the present compound [Compound No. (22k)]
4-Hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxo-2-propenyl] -6-methyl-2 (1H) -pyridinone 8.00 g in trifluoroacetic acid 50 ml solution To the mixture, 14.9 ml of triethylsilane and 248 mg of lithium perchlorate were added under ice cooling. The mixture was stirred for 2 hours and 30 minutes under ice cooling. The reaction solution was poured into ice water and extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to 4-hydroxy-3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] propyl] -6-methyl- 2.14 g of yellowish white crystals of 2 (1H) -pyridinone [Compound No. (22k)] were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 1.50 to 1.70 (m, 2H), 2.13 (s, 3H), 2.40 (t, 2H, J = 7) .8 Hz), 2.50 to 2.51 (2H), 3.69 (s, 3H), 4.76 (s, 2H), 5.87 (s, 1H), 6.60 to 6.80 ( 3H), 7.17 (t, 1H, J = 8.1 Hz), 10.49 (broad, 1H), 11.51 (broad, 1H)

実施例1−17 本発明化合物[化合物番号(23k)]の合成
4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]-1-オキソプロピル]-6-メチル-2(1H)-ピリジノンの代わりに4-ヒドロキシ-3-[3-[3-[(メトキシカルボニル)メトキシ]フェニル]プロピル]-6-メチル-2(1H)-ピリジノン1.00gを用いた以外は実施例1−3と同様にして、4-ヒドロキシ-3-[3-[3-(カルボキシメトキシ)フェニル]プロピル]-6-メチル-2(1H)-ピリジノン[化合物番号(23k)]の白色結晶556mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm): 1.50〜1.75(m,2H),2.18(s,3H),2.35(t,2H,J=7.3Hz),2.48〜2.52(2H),4.63(s,2H),5.68(s,1H),6.60〜6.80(3H),7.16(t,1H,J=7.8Hz),9.96(broad,1H),11.03(broad,1H)
Example 1-17 Synthesis of Compound of the Present Invention [Compound No. (23k)]
4-hydroxy-3- [3- [3- [3-[(methoxycarbonyl) methoxy] phenyl] -1-oxopropyl] -6-methyl-2 (1H) -pyridinone instead of 4-hydroxy-3- [3- In the same manner as in Example 1-3, except that 1.00 g of [3-[(methoxycarbonyl) methoxy] phenyl] propyl] -6-methyl-2 (1H) -pyridinone was used, 4-hydroxy-3- [ 556 mg of white crystals of 3- [3- (carboxymethoxy) phenyl] propyl] -6-methyl-2 (1H) -pyridinone [Compound No. (23k)] were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 1.50 to 1.75 (m, 2H), 2.18 (s, 3H), 2.35 (t, 2H, J = 7) .3 Hz), 2.48 to 2.52 (2H), 4.63 (s, 2H), 5.68 (s, 1H), 6.60 to 6.80 (3H), 7.16 (t, 1H, J = 7.8 Hz), 9.96 (broad, 1H), 11.03 (broad, 1H)

実施例1−18 本発明化合物[化合物番号(26k)]の合成
エタノール10ml及び1N水酸化ナトリウム水溶液10mlの混合物に、3-ホルミル-4-ヒドロキシ-6-メチル-2(1H)-ピリジノン0.50g及び3-シアノメトキシアセトフェノン0.58gを溶解し、還流下に3時間20分加熱した。室温に冷却後、1N塩酸水を加えて酢酸エチルで抽出し、有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した後濃縮して、残渣を酢酸エチル及びエタノールで洗い、乾燥して4-ヒドロキシ-3-[3-(3-カルボキシフェニル)-3-オキソ-1-プロペニル]-1,6-ジメチル-2(1H)-ピリジノン[化合物番号(26k)]の黄褐色結晶0.17gを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.36(s,3H),3.42(s,3H),4.76(s,2H),6.00(s,1H),7.17(d,1H,J=8.1Hz),7.45(d,1H,J=7.6Hz),7.52(t,1H,J=7.6Hz),8.00(d,1H,J=15.4Hz),8.28(d,1H,J=15.1Hz)
Example 1-18 Synthesis of Compound of the Present Invention [Compound No. (26k)] To a mixture of 10 ml of ethanol and 10 ml of 1N aqueous sodium hydroxide solution, 3-formyl-4-hydroxy-6-methyl-2 (1H) -pyridinone 50 g and 0.58 g of 3-cyanomethoxyacetophenone were dissolved and heated under reflux for 3 hours and 20 minutes. After cooling to room temperature, 1N aqueous hydrochloric acid was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was washed with ethyl acetate and ethanol, dried. Yellowish brown crystals of 4-hydroxy-3- [3- (3-carboxyphenyl) -3-oxo-1-propenyl] -1,6-dimethyl-2 (1H) -pyridinone [Compound No. (26k)] 17 g was obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.36 (s, 3H), 3.42 (s, 3H), 4.76 (s, 2H), 6.00 (s, 1H), 7.17 (d, 1H, J = 8.1 Hz), 7.45 (d, 1H, J = 7.6 Hz), 7.52 (t, 1H, J = 7.6 Hz), 8. 00 (d, 1H, J = 15.4 Hz), 8.28 (d, 1H, J = 15.1 Hz)

実施例1−19 本発明化合物[化合物番号(37k)]の合成
エタノール30ml及び4-クロロフェニルヒドラジン塩酸塩1.00gの混合物に、20%ナトリウムエトキシド294mgを添加し、ここに1-メチル-3-ホルミル-4-ヒドロキシ-2(1H)-キノリノン439mgを加え、室温で3時間攪拌した。析出した結晶を濾取し、エタノールと水で洗い、乾燥して3-[(4-クロロフェニル)ヒドラジノメチル]-4-ヒドロキシ-1-メチル-2(1H)-キノリノン[化合物番号(37k)]の黄色結晶697mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):3.61(s,3H),6.91(d,1H,J=10.8Hz),7.30〜7.35(m,3H),7.53(d,1H,J=8.1Hz),7.68(dt,1H,J=2.7,8.1Hz),8.03(dd,1H,J=2.7,8.1Hz),8.45(s,1H),10.77(broad s,1H),13.24(broad s,1H)
Example 1-19 Synthesis of Compound of the Present Invention [Compound No. (37k)] 294 mg of 20% sodium ethoxide was added to a mixture of 30 ml of ethanol and 1.00 g of 4-chlorophenylhydrazine hydrochloride, and 1-methyl-3 was added thereto. -Formyl-4-hydroxy-2 (1H) -quinolinone (439 mg) was added, and the mixture was stirred at room temperature for 3 hours. The precipitated crystals were collected by filtration, washed with ethanol and water, and dried to give 3-[(4-chlorophenyl) hydrazinomethyl] -4-hydroxy-1-methyl-2 (1H) -quinolinone [Compound No. (37k) ] 697 mg of yellow crystals were obtained.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 3.61 (s, 3H), 6.91 (d, 1H, J = 10.8 Hz), 7.30 to 7.35 (m 3H), 7.53 (d, 1H, J = 8.1 Hz), 7.68 (dt, 1H, J = 2.7, 8.1 Hz), 8.03 (dd, 1H, J = 2. 7, 8.1 Hz), 8.45 (s, 1H), 10.77 (broads, 1H), 13.24 (broads, 1H)

実施例1−20 本発明化合物[化合物番号(38k)]の合成
エタノール10ml及び3-(2-ジメチルアミノエトキシ)ベンジルアミン661mgの混合物に、3-エトキシカルボニル-4-ヒドロキシ-6-メチル-2(1H)-ピリジノン737mgを加え、還流下に6時間加熱した。室温に冷却後濃縮し、酢酸エチルで抽出し、有機層を飽和食塩水で洗浄し、無水硫酸マグネシウムで乾燥した後濃縮して、残渣をシリカゲルカラムクロマトグラフィーで精製し、4-ヒドロキシ-6-メチル-2-オキソ-1,2-ジヒドロピリジン-3-カルボン酸 3-(2-ジメチルアミノエトキシ)ベンジルアミド[化合物番号(38k)]の白色結晶402mgを得た。
1H−NMR(270MHz,DMSO-d6)δ(ppm):2.19(s,9H),2.55〜2.60(2H),3.95〜4.05(2H),4.02(t,1H,J=5.9Hz),4.99(d,1H,J=5.9Hz),5.91(s,1H),6.80〜6.90(3H),7.25(t,1H,J=7.8Hz),10.48(t,1H,J=5.4Hz),11.77(broad,1H),15.58(s,1H)
Example 1-20 Synthesis of Compound of the Present Invention [Compound No. (38k)] To a mixture of 10 ml of ethanol and 661 mg of 3- (2-dimethylaminoethoxy) benzylamine, 3-ethoxycarbonyl-4-hydroxy-6-methyl-2 was added. 737 mg of (1H) -pyridinone was added and heated under reflux for 6 hours. Concentrate after cooling to room temperature and extract with ethyl acetate. The organic layer is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue is purified by silica gel column chromatography to give 4-hydroxy-6- Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid 3- (2-dimethylaminoethoxy) benzylamide [Compound No. (38k)] (402 mg) was obtained as white crystals.
1 H-NMR (270 MHz, DMSO-d 6 ) δ (ppm): 2.19 (s, 9H), 2.55 to 2.60 (2H), 3.95 to 4.05 (2H), 4. 02 (t, 1H, J = 5.9 Hz), 4.99 (d, 1H, J = 5.9 Hz), 5.91 (s, 1H), 6.80 to 6.90 (3H), 7. 25 (t, 1H, J = 7.8 Hz), 10.48 (t, 1H, J = 5.4 Hz), 11.77 (broad, 1H), 15.58 (s, 1H)

実施例1−21 本発明化合物[化合物番号(42k)]の合成
1-メチル-3-アミノ-4-ヒドロキシ-2(1H)-キノリノン塩酸塩1.08gと20%水酸化ナトリウム水溶液20mlの混合物に、3-(2-メトキシエトキシ)フェニルアセチルクロリド1.09gを加え、室温で攪拌した。10%塩酸水で酸性とし、析出した固体を濾取してシリカゲルカラムクロマトグラフィーで精製し、黄褐色油状のN-(4-ヒドロキシ-1-メチル-2-オキソ-1,2-ジヒドロキノリン-3-イル)-2-[3-(2-メトキシエトキシ)フェニル]アセトアミド[化合物番号(42k)]295mgを得た。
1H−NMR(300MHz,DMSO-d6)δ(ppm):3.45(s,3H),3.68(s,3H),3.74〜3.79(m,2H),3.80(s,2H),4.12〜4.16(m,2H),6.84〜6.98(m,3H),7.21〜7.37(m,3H),7.56(dt,1H,J=2.7,8.1Hz),8.13(dd,1H,J=2.7,8.1Hz),8.80(broad s,1H),12.71(s,1H)
Example 1-21 Synthesis of Compound of the Present Invention [Compound No. (42k)]
To a mixture of 1.08 g of 1-methyl-3-amino-4-hydroxy-2 (1H) -quinolinone hydrochloride and 20 ml of 20% aqueous sodium hydroxide solution, 1.09 g of 3- (2-methoxyethoxy) phenylacetyl chloride was added. It was added and stirred at room temperature. The solution was acidified with 10% aqueous hydrochloric acid, and the precipitated solid was collected by filtration and purified by silica gel column chromatography. N- (4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline- 295 mg of 3-yl) -2- [3- (2-methoxyethoxy) phenyl] acetamide [Compound No. (42k)] was obtained.
1 H-NMR (300 MHz, DMSO-d 6 ) δ (ppm): 3.45 (s, 3H), 3.68 (s, 3H), 3.74 to 3.79 (m, 2H), 3. 80 (s, 2H), 4.12 to 4.16 (m, 2H), 6.84 to 6.98 (m, 3H), 7.21 to 7.37 (m, 3H), 7.56 ( dt, 1H, J = 2.7, 8.1 Hz), 8.13 (dd, 1H, J = 2.7, 8.1 Hz), 8.80 (broad s, 1H), 12.71 (s, 1H)

実施例3(I型コラーゲン遺伝子の転写調節領域と結合されたレポーター遺伝子を有するプラスミドの調製)
正常ヒト胎児皮膚線維芽細胞(Clontech社、カタログ番号CC−2509)1x10細胞を37℃、5% CO2雰囲気下で一晩培養した。培養された細胞をリン酸ナトリウム緩衝液(以下、PBSと記す。)で2回洗浄した後、PBS 3mlを加えセルスクレイパー(Nalgen、カタログ番号179693)を用いて細胞を器壁から剥がした。剥がされた細胞を遠心分離(1,500rpm、4℃、15分間)により集め、これをPBS 20mlに懸濁して再度遠心分離した。得られた沈殿に、DNA Extraction Kit(Stratagene社、カタログ番号200600)のSolution2を11ml、pronaseを4.8μlそれぞれ加えて60℃にて1時間振とうした後、得られた混合液を氷中に10分間放置した。次に、当該混合液に上記キットのSolution 3を4ml加えて混合した後、これを氷中に5分間放置した。遠心分離(3,000rpm、4℃、15分間)し、上清を回収した。回収された上清に、当該上清1ml当たり2μlのRNaseを加え、37℃で15分間放置した。この混合液に、2倍容量のエタノールを加えて混合し、出現した白い糸状の物質(ゲノムDNA)を回収した。回収されたゲノムDNAを70%エタノールで洗浄した後、風乾した。風乾されたゲノムDNAを10mM Tris−HCl,1mM EDTA(pH 8.0)(以下、TEと記す。)500μlに溶解した。
得られたゲノムDNA溶解液(ゲノムDNA 1μg相当量)と、配列番号1(配列番号1:コラーゲンプロモーターDNAを増幅するために設計されたオリゴヌクレオチドプライマー:ccaagctagc gaaattatct tttctttcat ag 32)で示される塩基配列からなるオリゴヌクレオチド及び配列番号2(配列番号2:コラーゲンプロモーターDNAを増幅するために設計されたオリゴヌクレオチドプライマー:ccaaaagctt gcagtcgtgg ccagtacc 28)で示される塩基配列からなるオリゴヌクレオチド(10pmol/μl)各1μl、蒸留水 29μl、TaKaRa LA Taq(宝酒造社、カタログ番号RR002A)に添付されたbuffer 5μl、Mg2+溶液 5μl、dNTP mixture 5μl及びTaKaRa LA Taq(宝酒造社、カタログ番号RR002A)0.5μlを混合した。得られた混合液を94℃、5分間保温した後、94℃、1分間次いで60℃、1分間さらに72℃、1分間の保温を1サイクルとしてこれを30サイクル行った。当該混合液を2%アガロースゲル電気泳動に供することにより、約0.5kbのDNAを回収した。回収されたDNAをフェノール・クロロホルム処理した後、エタノール沈殿することによりDNAを回収した。回収されたDNAを超純水に溶解し、この溶解液にNheI 2.5μl及びHindIII 2.5μlを加え、37℃で3時間保温した。次いで、当該溶解液を2%アガロースゲル電気泳動に供することにより、約3.5kbのDNAを回収した。回収されたDNAをエタノール沈殿することにより再びDNA(以下、コラーゲンプロモーターDNAと記す。)を回収した。
一方、ホタルルシフェラーゼをコードする塩基配列を有するベクターpGL3(Promega社、カタログ番号E1751)をNheI及びHindIIIで消化した後、上記と同様にアガロースゲル電気泳動に供することにより、約5kbのDNAを回収した。回収されたDNAをエタノール沈殿することにより再びDNAを回収した。回収されたDNAに蒸留水44μl、Alkaline Phosphatase(宝酒造、カタログ番号2120A)に添付されたBuffer5μl及びAlkaline Phosphatase(宝酒造社、カタログ番号2120A)1μlを加えて、この混合液を65℃で30分間保温した。次に、当該混合液を2回フェノール・クロロホルム処理した後、エタノール沈澱することによりDNA(以下、LucベクターDNAと記す。)を回収した。次いで、上記コラーゲンプロモーターDNA 約20ngとLucベクターDNA 約20ngとを混合した後、DNA Ligation kit Ver2酵素溶液を同量添加して16℃で一昼夜保温した。当該混合液に大腸菌5Hdα(TOYOBO社、カタログ番号DNA−903)を加えて氷中に30分間放置し、次いで42℃、45秒間保温した後、得られた大腸菌を50μg/ml アンピシリンナトリウム(ナカライ社、カタログ番号027−39)を含むLBプレートに播種し、37℃、一昼夜放置した。出現したシングルコロニーを50μg/ml アンピシリンを含むLB培地2mlで37℃、12時間培養した。得られた培養液からAUTOMATIC DNA ISOLATION SYSTEM PI−50(KURABO社)を用いてプラスミドDNAを調製した。調製されたプラスミドDNAの塩基配列をDNAシークエンサーで分析した。その結果、当該プラスミド(以下、COL−Lucと記す。)は、ヒト由来のI型コラーゲンα2鎖遺伝子の転写調節領域の−3500〜+57(転写開始点を+1とする。)の塩基配列の下流に、レポーター遺伝子としてホタルルシフェラーゼのアミノ酸配列をコードする塩基配列が接続されてなる塩基配列を保有していることが確認された。
Example 3 (Preparation of a plasmid having a reporter gene linked to a transcriptional regulatory region of a type I collagen gene)
Normal human fetal skin fibroblasts (Clontech, catalog number CC-2509) 1 × 10 8 cells were cultured overnight at 37 ° C. in a 5% CO 2 atmosphere. The cultured cells were washed twice with a sodium phosphate buffer (hereinafter referred to as PBS), 3 ml of PBS was added, and the cells were detached from the vessel wall using a cell scraper (Nalgen, catalog number 179963). The detached cells were collected by centrifugation (1,500 rpm, 4 ° C., 15 minutes), suspended in 20 ml of PBS, and centrifuged again. To the obtained precipitate, 11 ml of Solution 2 of DNA Extraction Kit (Stratagene, Catalog No. 200600) and 4.8 μl of pronase were added and shaken at 60 ° C. for 1 hour, and the resulting mixture was put in ice. Left for 10 minutes. Next, 4 ml of Solution 3 from the above kit was added to the mixture and mixed, and the mixture was left on ice for 5 minutes. Centrifugation (3,000 rpm, 4 ° C., 15 minutes) was performed, and the supernatant was collected. To the collected supernatant, 2 μl of RNase per 1 ml of the supernatant was added and left at 37 ° C. for 15 minutes. The mixed solution was mixed with 2 volumes of ethanol, and the white filamentous material (genomic DNA) that appeared was recovered. The collected genomic DNA was washed with 70% ethanol and then air-dried. The air-dried genomic DNA was dissolved in 500 μl of 10 mM Tris-HCl, 1 mM EDTA (pH 8.0) (hereinafter referred to as TE).
The nucleotide sequence shown by the resulting genomic DNA lysate (equivalent to 1 μg of genomic DNA) and SEQ ID NO: 1 (SEQ ID NO: 1: oligonucleotide primer designed for amplifying collagen promoter DNA: ccaagctagc gaaattatct tttctttcat ag 32) 1 μl each of oligonucleotides consisting of the nucleotide sequence shown in SEQ ID NO: 2 and SEQ ID NO: 2 (SEQ ID NO: 2 oligonucleotide primer designed to amplify collagen promoter DNA: ccaaaagctt gcagtcgtgg ccagtacc 28), 10 pmol / μl, distilled water 29 [mu] l, TaKaRa LA Taq (Takara Shuzo, catalog No. RR002A) in the appended buffer 5 [mu] l, Mg 2+ solution 5 [mu] l, dNTPs Mixture 5 [mu] l and TaKaRa LA Taq (Takara Shuzo, catalog No. RR002 ) Was mixed with 0.5μl. The obtained mixed solution was kept at 94 ° C. for 5 minutes, and then kept at 94 ° C., 1 minute, then 60 ° C., 1 minute, further 72 ° C., and 1 minute, and this was repeated for 30 cycles. The mixture was subjected to 2% agarose gel electrophoresis to recover about 0.5 kb of DNA. The recovered DNA was treated with phenol / chloroform and then precipitated with ethanol to recover the DNA. The recovered DNA was dissolved in ultrapure water, and 2.5 μl of NheI and 2.5 μl of HindIII were added to the lysate and incubated at 37 ° C. for 3 hours. Next, the lysate was subjected to 2% agarose gel electrophoresis to recover about 3.5 kb of DNA. The recovered DNA was ethanol precipitated to recover DNA (hereinafter referred to as collagen promoter DNA) again.
On the other hand, a vector pGL3 (Promega, catalog number E1751) having a base sequence encoding firefly luciferase was digested with NheI and HindIII, and then subjected to agarose gel electrophoresis in the same manner as above to recover about 5 kb of DNA. . DNA was recovered again by ethanol precipitation of the recovered DNA. 44 μl of distilled water, 5 μl of Buffer attached to Alkaline Phosphatase (Takara Shuzo, catalog number 2120A) and 1 μl of Alkaline Phosphatase (Takara Shuzo, catalog number 2120A) were added to the recovered DNA, and this mixture was incubated at 65 ° C. for 30 minutes. . Next, the mixed solution was treated twice with phenol / chloroform and then precipitated with ethanol to recover DNA (hereinafter referred to as Luc vector DNA). Next, about 20 ng of the collagen promoter DNA and about 20 ng of the Luc vector DNA were mixed, the same amount of the DNA Ligation Kit Ver2 enzyme solution was added, and the mixture was kept at 16 ° C. overnight. Escherichia coli 5Hdα (TOYOBO, catalog number DNA-903) was added to the mixed solution, left on ice for 30 minutes, and then incubated at 42 ° C. for 45 seconds. LB plate containing catalog number 027-39) and left at 37 ° C. overnight. The appearing single colony was cultured at 37 ° C. for 12 hours in 2 ml of LB medium containing 50 μg / ml ampicillin. Plasmid DNA was prepared from the obtained culture solution using AUTOMATIC DNA ISOLATION SYSTEM PI-50 (KURABO). The nucleotide sequence of the prepared plasmid DNA was analyzed with a DNA sequencer. As a result, the plasmid (hereinafter referred to as COL-Luc) is downstream of the base sequence of -3500 to +57 (transcription start point is +1) of the transcriptional regulatory region of human type I collagen α2 chain gene. In addition, it was confirmed that a reporter gene possesses a base sequence connected to a base sequence encoding the amino acid sequence of firefly luciferase.

実施例4(レポーター遺伝子の発現量を指標とした被験化合物が有するI型コラーゲン遺伝子の転写調節能力の測定)
正常ヒト胎児皮膚線維芽細胞 1x106細胞を100mmディッシュに播種し、非働化牛胎児血清(以下、FBSと記す。Gibco社、カタログ番号21140−079)を10(v/v)%含むDulbecco’s−MEM(日水製薬社、カタログ番号05919)培地(以下、当該培地をD−MEM(+)と記す。)中で37℃、5%CO2雰囲気下において一晩培養した。次いで培地を、FBSを含まないDulbecco’s−MEM培地(以下、当該培地をD−MEM(−)と記す。)に置換した。
D−MEM(−) 300μlに、COL−Luc 5μg及びpCMV−β−gal(Invitrogen社、カタログ番号10586−014)5μgを加え、得られた混合液を室温で5分間放置した(溶液1)。また、D−MEM(−) 300μlにLipofectine(Gibco社、カタログ番号18292−011)20μlを加え、得られた混合液を室温で45分間放置した(溶液2)。次に、溶液1と溶液2とを混合し、これを室温で10分間放置した後、当該混合液にD−MEM(−)5.4mlを加えて混合した。当該混合液を前記正常ヒト胎児皮膚線維芽細胞に添加した後、当該細胞を37℃、5%CO2雰囲気下で培養した。6時間後、ディッシュから培養上清を除き、細胞をPBSで2回洗浄した後、ディッシュに0.25%トリプシンを含むPBS 1mlを添加してディッシュから細胞を剥がした。剥がされた細胞にD−MEM(+)を加えてよく混合した後、当該混合物を12ウエルプレートに1mlずつ分注し、これを37℃、5%CO2雰囲気下で終夜培養した。翌日、各ウエルをD−MEM(−)で2回洗浄した後、0.1% FBSを含むDulbecco’s−MEM培地(以下、当該培地をD−MEM(0.1%)と記す。)1mlに置換した。
このようにして培養された細胞に、式(V’’’’)で示される化合物、化合物番号(7a)及び(1j)で示される本発明化合物が1mMになるよう10%ジメチルスルホキシド(以下、DMSOと記す。)で溶解し、その溶液を30μl添加した(本発明化合物最終濃度30μM、DMSO最終濃度0.1%)。尚、対照では10%DMSOを10μl添加した。
1時間後、TGF−β(Pepro Tech社)の0.5μg/ml水溶液又は蒸留水を10μl添加し、37℃、5%CO2雰囲気下でさらに40時間培養した。培養された細胞をPBSで2回洗浄した後、これに細胞溶解剤(東洋インキ社、カタログ番号PD10)200μlを加え細胞を剥がした。剥がされた細胞を細胞懸濁液として回収した後、これを遠心分離(15,000rpm、4℃、5分間)することにより、上清を回収した。回収された上清各50μlを96ウエルプレートに移した後、MICROLUMAT LB96P(EG&G BERTHOLD社製)を用いて、Lucアッセイ溶液(20mM Tricine(pH7.8)、2.67mM MgSO、0.1mM EDTA、33.3mM DTT、270μM Coenzyme A、530μMATP、470μM Luciferin)50μlを当該プレートに自動分注した後、各ウエル内の発光量を測定した(Delay:1.6秒、Meas.Interval:20秒)。
一方、回収された上清又は細胞溶解剤50μlを、予め96ウエルプレートに分注されたβ−gal基質溶液(5.8mM o−nitrophenyl−beta−D−galactopyranoside、1mM MgCl、45mM 2−メルカプトエタノール)50μlに加えて37℃、2時間インキュベートした後、マイクロプレートリーダーを用いて各ウエル内の420nmの吸光度を測定した。得られた値を基にし、次式に従って転写活性を算出した。
転写活性=[発光量(上清添加区)−発光量(細胞溶解剤添加区)]/[420nm吸光度(上清添加区)−420nm吸光度(細胞溶解剤添加区)]
次に、算出された転写活性を基にし、次式に従って、TGF−βが有するI型コラーゲン遺伝子の転写促進能力に対する被験化合物の阻害効果を阻害度として算出した。
阻害度=[転写活性(DMSO及びTGF−β添加試験区)−転写活性(化合物及びTGF−β添加試験区)]/[転写活性(DMSO及びTGF−β添加試験区)−転写活性(DMSO及びTGF−β無添加試験区)]×100
式(V’’’’)で示される化合物、化合物番号(7a)及び(1j)で示される本発明化合物が化合物最終濃度30μMにおいて、阻害度は、70以上であった。本発明化合物が、TGF−βが有するI型コラーゲン遺伝子の転写促進能力を阻害し、I型コラーゲン遺伝子の転写を抑制する能力を有することが確認された。
Example 4 (Measurement of transcriptional regulatory ability of type I collagen gene of test compound using reporter gene expression level as an index)
Normal human fetal skin fibroblasts 1 × 10 6 cells were seeded in a 100 mm dish, and Dulbecco's containing 10 (v / v)% inactivated fetal bovine serum (hereinafter referred to as FBS, Gibco, catalog number 21140-079). -Cultured overnight in a MEM (Nissui Pharmaceutical Co., Ltd., Catalog No. 05919) medium (hereinafter, the medium is referred to as D-MEM (+)) at 37 ° C in a 5% CO 2 atmosphere. Subsequently, the medium was replaced with Dulbecco's-MEM medium not containing FBS (hereinafter, the medium is referred to as D-MEM (−)).
To 300 μl of D-MEM (−), 5 μg of COL-Luc and 5 μg of pCMV-β-gal (Invitrogen, catalog number 10586-014) were added, and the resulting mixture was allowed to stand at room temperature for 5 minutes (Solution 1). Moreover, 20 microliters of Lipofectine (Gibco, catalog number 18292-011) was added to 300 microliters of D-MEM (-), and the obtained liquid mixture was left to stand for 45 minutes at room temperature (solution 2). Next, Solution 1 and Solution 2 were mixed and allowed to stand at room temperature for 10 minutes, and then 5.4 ml of D-MEM (−) was added to the mixture and mixed. After the mixture was added to the normal human fetal skin fibroblasts, the cells were cultured at 37 ° C. in a 5% CO 2 atmosphere. After 6 hours, the culture supernatant was removed from the dish, and the cells were washed twice with PBS. Then, 1 ml of PBS containing 0.25% trypsin was added to the dish, and the cells were detached from the dish. After D-MEM (+) was added to the detached cells and mixed well, 1 ml of the mixture was dispensed into a 12-well plate and cultured overnight at 37 ° C. in a 5% CO 2 atmosphere. The next day, each well was washed twice with D-MEM (−), and then Dulbecco's-MEM medium containing 0.1% FBS (hereinafter, the medium is referred to as D-MEM (0.1%)). Replaced with 1 ml.
The cells cultured in this manner were subjected to 10% dimethyl sulfoxide (hereinafter referred to as 1 mM) so that the compound represented by the formula (V X ″ ″) and the compounds of the present invention represented by the compound numbers (7a) and (1j) were 1 mM. , DMSO), and 30 μl of the solution was added (final concentration of the compound of the present invention 30 μM, final concentration of DMSO 0.1%). As a control, 10 μl of 10% DMSO was added.
One hour later, 10 μl of a 0.5 μg / ml aqueous solution of TGF-β (Pepro Tech) or distilled water was added, and the cells were further cultured at 37 ° C. in a 5% CO 2 atmosphere for 40 hours. The cultured cells were washed twice with PBS, and then 200 μl of a cell lysing agent (Toyo Ink, Catalog No. PD10) was added to peel the cells. After the peeled cells were collected as a cell suspension, the supernatant was collected by centrifuging (15,000 rpm, 4 ° C., 5 minutes). 50 μl of each collected supernatant was transferred to a 96-well plate, and then a Luc assay solution (20 mM Tricine (pH 7.8), 2.67 mM MgSO 4 , 0.1 mM EDTA using MICROLUMAT LB96P (EG & G BERTHOLD). , 33.3 mM DTT, 270 μM Coenzyme A, 530 μMATP, 470 μM Luciferin) was automatically dispensed on the plate, and the amount of luminescence in each well was measured (Delay: 1.6 seconds, Meas. Interval: 20 seconds) .
On the other hand, 50 μl of the collected supernatant or cell lysing agent was added to a β-gal substrate solution (5.8 mM o-nitrophenyl-beta-D-galactopyranoside, 1 mM MgCl 2 , 45 mM 2-mercapto previously dispensed in a 96-well plate. Ethanol) was added to 50 μl and incubated at 37 ° C. for 2 hours, and then the absorbance at 420 nm in each well was measured using a microplate reader. Based on the obtained value, the transcription activity was calculated according to the following formula.
Transcriptional activity = [Luminescence (supernatant addition) -Luminescence (cell lysate addition)] / [420 nm absorbance (supernatant addition) -420 nm absorbance (cell lysate addition)]
Next, based on the calculated transcription activity, the inhibitory effect of the test compound on the ability of TGF-β to promote transcription of type I collagen gene was calculated as the degree of inhibition according to the following formula.
Degree of inhibition = [transcriptional activity (DMSO and TGF-β addition test group) −transcription activity (compound and TGF-β addition test group)] / [transcription activity (DMSO and TGF-β addition test group) −transcription activity (DMSO and TGF-β non-addition test section)] × 100
When the compound of the present invention represented by the compound represented by the formula (V X ″ ″) and the compound numbers (7a) and (1j) was at a final compound concentration of 30 μM, the degree of inhibition was 70 or more. It was confirmed that the compound of the present invention has the ability to inhibit the transcription promoting ability of type I collagen gene possessed by TGF-β and to suppress the transcription of type I collagen gene.

実施例5(フィブロネクチンの発現量を指標とした被験化合物が有するTGF−β抑制能力の測定)
正常ヒト皮膚線維芽細胞(Clonetics社、カタログ番号CC−2509)5x10個/ウエルを、96ウエルプレート(BECTON DICKINSON社、カタログ番号35−3075)に播き、37℃、5% CO2下のインキュベーターで一晩培養した。翌日、0.1%牛胎児血清を含むD−MEM培地(日水製薬(株)社、コード番号05919)0.1mlに交換した。その1時間後、化合物番号(7a)で示される本発明化合物を最終濃度100μMになるように添加し、1時間培養した後に、最終濃度5ng/mlのTGF−β(Peprotech社、カタログ番号100−21R)を添加し、さらに26時間培養した。リン酸緩衝液で2回洗浄した後に、RNeasy Mini Kit(QIAGEN社、カタログ番号74106)を用いて全RNAを分離した。分離された全RNA 5μlに、20μM オリゴdT 1μl及びRNaseフリー蒸留水 4μlを加えて65℃、5分間インキュベートし、直ぐに氷冷した。当該溶液10μlに、5×バッファー 4μl、MgCl 2.4μl、10mM dNTP 1μl、RNasin 1μl、ImpromII 1μl、RNaseフリー蒸留水0.6μl(以上、全てPromega社)を加えて25℃ 5分間、42℃ 1時間、70℃ 15分間の条件で逆転写反応した。
逆転写反応溶液5μlに、配列番号3(配列番号3:フィブロネクチン遺伝子のDNAを検出するために、PCR用プライマーとして設計されたオリゴヌクレオチド:tcgccatcag tagaaggtag ca 22)、配列番号4(配列番号4:フィブロネクチン遺伝子のDNAを検出するために、PCR用プライマーとして設計されたオリゴヌクレオチド:tatactgaac accaggttgc aagtc 25)で示される各20pmol/μlのプライマー1μl及び配列番号5(配列番号5:フィブロネクチン遺伝子のDNAを検出するために、プローブとして設計されたオリゴヌクレオチド:ctcaaccttc ctgaaactgc aaactccgtc 30)で示されるフィブロネクチン遺伝子のDNA検出用プローブ1.25μl、又はHuman GAPDHプラーマー・プローブ(Applied Biosystems社、カタログ番号4310884E)1.25μlを加え、TaqMan Universal PCR Master Mix(Applied Biosystems社、カタログ番号4304437) 12.5μl及び滅菌水を加えて50μlに調整し、Optical 96−Well Reaction Plate(Applied Biosystems社、カタログ番号N801−0560)のウエル中で混合した。スタンダードは、TGF−βのみを添加した細胞から全RNAを調製し、その250、125、62.5、31.25、15.625、7.8125ngをそれぞれ逆転写反応したcDNA溶液を用いた。その後、Gene Amp 7900(Applied Biosystems社)を用いて50℃ 5分間 1サイクル、95℃ 15秒間及び60℃ 1分間の40サイクルの条件でPCRした。定量は各スタンダード直線を作成した後、フィブロネクチン量及びGAPDH量をそれぞれ算出し、次式に従って転写量を算出した。
フィブロネクチン転写量=フィブロネクチン量/GAPDH量
阻害度=[転写量(DMSO及びTGF−β添加試験区)−転写量(化合物及びTGF−β添加試験区)]/[転写量(DMSO及びTGF−β添加試験区)−転写量(DMSO及びTGF−β無添加試験区)]x100
化合物番号(7a)で示される本発明化合物の阻害度は、70%以上であった。
本発明化合物が、TGF−βによって促進される皮膚線維芽細胞のフィブロネクチン遺伝子の転写量を抑制することが確認された。
Example 5 (Measurement of TGF-β inhibitory ability of a test compound using fibronectin expression level as an index)
Normal human skin fibroblasts (Clonetics, catalog number CC-2509) 5 × 10 3 cells / well are seeded in a 96-well plate (BECTON DICKINSON, catalog number 35-3075), and in an incubator at 37 ° C. under 5% CO 2. Incubated overnight. The next day, the medium was replaced with 0.1 ml of D-MEM medium (Nissui Pharmaceutical Co., Ltd., code number 05919) containing 0.1% fetal bovine serum. One hour later, the compound of the present invention represented by the compound number (7a) was added to a final concentration of 100 μM, and after culturing for 1 hour, the final concentration of 5 ng / ml of TGF-β (Peprotech, catalog number 100- 21R) was added and further cultured for 26 hours. After washing twice with phosphate buffer, total RNA was isolated using RNeasy Mini Kit (QIAGEN, catalog number 74106). To 5 μl of the separated total RNA, 1 μl of 20 μM oligo dT and 4 μl of RNase-free distilled water were added, incubated at 65 ° C. for 5 minutes, and immediately ice-cooled. To 10 μl of the solution, 5 × buffer 4 μl, MgCl 2 2.4 μl, 10 mM dNTP 1 μl, RNasin 1 μl, ImpromII 1 μl, RNase-free distilled water 0.6 μl (all above from Promega), 25 ° C. for 5 minutes, 42 ° C. Reverse transcription reaction was performed for 1 hour at 70 ° C. for 15 minutes.
In 5 μl of the reverse transcription reaction solution, SEQ ID NO: 3 (SEQ ID NO: 3: oligonucleotide designed as a PCR primer for detecting fibronectin gene DNA: tcgccatcag tagaaggtag ca 22), SEQ ID NO: 4 (SEQ ID NO: 4: fibronectin) In order to detect the DNA of the gene, 1 μl of each 20 pmol / μl of the primer shown as an oligonucleotide designed as a primer for PCR: tatactgaac accaggttgc aagtc 25 and SEQ ID NO: 5 (SEQ ID NO: 5: detect the DNA of fibronectin gene) For this purpose, a probe for detecting DNA of fibronectin gene represented by an oligonucleotide designed as a probe: ctcaaccttc ctgaaactgc aaactccgtc 30), or Human GAPDH primer probe (Applied Biosystems, Inc. Log number 4310884E) 1.25 μl was added, TaqMan Universal PCR Master Mix (Applied Biosystems, catalog number 4304437) was added to 12.5 μl and sterilized water to adjust to 50 μl, and Optical 96-Well Reaction Plate (Ap catalog, Bio 96 No. N801-0560). As the standard, total RNA was prepared from cells to which only TGF-β was added, and cDNA solutions obtained by reverse transcription reaction of 250, 125, 62.5, 31.25, 15.625, and 7.8125 ng were used. Thereafter, PCR was performed using Gene Amp 7900 (Applied Biosystems) under conditions of 40 cycles of 50 ° C. for 5 minutes, 1 cycle, 95 ° C. for 15 seconds and 60 ° C. for 1 minute. For quantification, after preparing each standard line, the amount of fibronectin and the amount of GAPDH were calculated, and the amount of transcription was calculated according to the following formula.
Fibronectin transcription amount = fibronectin amount / GAPDH amount inhibition = [transcription amount (DMSO and TGF-β addition test group)]-transcription amount (compound and TGF-β addition test group)] / [transcription amount (DMSO and TGF-β addition) Test group)-Transcription amount (Test group without DMSO and TGF-β)] x 100
The degree of inhibition of the compound of the present invention represented by the compound number (7a) was 70% or more.
It was confirmed that the compound of the present invention suppresses the transcription amount of fibronectin gene in skin fibroblasts promoted by TGF-β.

本発明により、組織における細胞外マトリックス遺伝子の発現量を減少させ、細胞外マトリックス蓄積量を低下させることにより、組織の線維化を改善させる組成物(即ち、細胞外マトリックス蓄積抑制剤や、線維症治療剤又は心不全治療剤)等の開発・提供が可能となる。
According to the present invention, a composition for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression in a tissue and decreasing the amount of extracellular matrix accumulation (ie, an extracellular matrix accumulation inhibitor, fibrosis) Development or provision of therapeutic agents or therapeutic agents for heart failure).

Claims (27)

式(I)
Figure 2007308441


[式中、
I.Σは、
式(Iα-1)
Figure 2007308441
[式中、
1.αは、芳香族5員環、又は、芳香族6員環を表し、(Yαにおいて、Yαは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表して、qが2以上のとき、Yαは同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群の基をなしてα環と縮環してもよく、(Xαにおいて、Xαは、下記のX群、Y群及びZ群に属さない置換基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xαは同一又は相異なり、pとqとの和は3以下である。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
2.Y群:Mb0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−基((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなす。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表す。}、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
3.Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、α環と縮環する基である。]
で示される基、
式(Iα-2)
Figure 2007308441
[式中、
1.Kααは、水素原子、ハロゲン原子、又は、(I-αα)−基
[(I-αα)は、式(I-αα)
Figure 2007308441
[式中、ααは、芳香族5員環又は芳香族6員環を表し、Yα及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群(Z群は、前記と同一の意味を表す。)の基をなしてαα環と縮環してもよい。]
で示される基を表す。]を表す。
2.Lααは、水素原子、C1-C10アルキル基、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KααとLααとは、置換基を有してもよいC4-C10アルケニレン基をなすことがある。
3.Qααは、水素原子、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
4.Wγは、酸素原子又は−NTγ−基(Tγは、窒素原子上の置換基を表す。)を表す。]
で示される基、
式(Iα-3)
Figure 2007308441
[式中、Kαα’は、水素原子、C1-C10アルキル基、又は、(I-αα)−基((I-αα)は、前記と同一の意味を表す。)を表し、Lαα’は、水素原子又はC1-C10アルキル基を表し、Kαα’とLαα’とは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wγは、前記と同一の意味を表す。]
で示される基、又は、
式(Iα-4)
Figure 2007308441
[式中、Qβは、置換されてもよい水酸基を表し、Tγは、前記と同一の意味を表す。]
で示される基を表す。
II.βは、
式(I-1)
Figure 2007308441
[式中、
(1)Qαは、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
(2)Wαは、酸素原子又は−NTα−基(Tαは、水素原子、又は、窒素原子上の置換基を表す。)を表す。
(3)Kα及びLαは、同一又は相異なり、水素原子、又は、炭素原子上の置換基を表し、KαとLαとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(I-2)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lβは水酸基又はメチル基を表す。]
で示される基、
式(I-3)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lγは、C1-C10アルキル基を表す。]
で示される基、
式(I-4)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-5)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kβは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(I-6)
Figure 2007308441
[式中、Wαは、前記と同一の意味を表し、KγとLδとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなす。]
で示される基、
式(I-7)
Figure 2007308441
[式中、Qα及びWαは、前記と同一の意味を表し、KδとLεとは、−Vα=Vα’−Vα’’=Vα’’’−基(Vα、Vα’、Vα’’及びVα’’’は、同一又は相異なり、置換されてもよいメチン基、又は、−N=基を表し、Vα、Vα’、Vα’’及びVα’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(I-8)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(I-9)
Figure 2007308441
[式中、U及びWαは、前記と同一の意味を表す。]
で示される基、
式(I-10)
Figure 2007308441
[式中、U、Wα、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(I-11)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-12)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(I-13)
Figure 2007308441
[式中、Tα、Qβ、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(I-14)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-15)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(I-16)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(I-17)
Figure 2007308441
[式中、Tα、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.Φ−Γにおいて、
ΦはΣに結合する原子又は基を表し、Γは、βに結合する原子又は基を表し、
Φ−Γは、
式(ΦΓ-1)
−CR=CR’−CO− (ΦΓ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(ΦΓ-2)
−CR=CRII−CRIII=CRIV−CO− (ΦΓ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(ΦΓ-3)
−CR=CX−CO− (ΦΓ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-4)
−CR=CRII−C(=NORIII)− (ΦΓ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(ΦΓ-9)
−CHR−CHRII−CO− (ΦΓ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-10)
−CHR−CHRII−C(=NORIII)− (ΦΓ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-11)
−CR=CRII−CHRIII− (ΦΓ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-12)
−CHR−CRII=CRIII− (ΦΓ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-13)
−CHR−CHRII−CHRIII− (ΦΓ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-14)
−CHR−CHRII−Y− (ΦΓ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(ΦΓ-15)
−CO−CR=CRII− (ΦΓ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-16)
−C(=NORIII)−CR=CRII− (ΦΓ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-21)
−CO−CHR−CHRII− (ΦΓ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-22)
−C(=NORIII)−CHR−CHRII− (ΦΓ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-23)
−CO−C≡C− (ΦΓ-23)
で示される基、
式(ΦΓ-24)
−C(=NOR)−C≡C− (ΦΓ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-25)
−C(R)RII−N=CRIII− (ΦΓ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-26)
−NH−N=CR− (ΦΓ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-27)
−C(R)RII−NH−CO− (ΦΓ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-28)
−NR−CO−CO− (ΦΓ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-29)
−Y−C(R)RII−CO− (ΦΓ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(ΦΓ-30)
−CO−CH−CO− (ΦΓ-30)
で示される基を表す。
式(ΦΓ-31)
−C(R)RII−CO−NH− (ΦΓ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-32)
−YII−CO−NH− (ΦΓ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-33)
−NR’’−SO−NH− (ΦΓ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(ΦΓ-34)
−C(R)RII−NH−SO− (ΦΓ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物。
Formula (I)
Figure 2007308441


[Where:
I. Σ is
Formula (Iα-1)
Figure 2007308441
[Where:
1. α represents an aromatic 5-membered ring or an aromatic 6-membered ring. In (Y α ) q , Y α represents a group of the following X 0 group or Y 0 group, and q represents 0, 1 2 or 3, when q is 2 or more, Y α is the same or different, and when q is 2 or more, two adjacent Y α that are adjacent are different from each other in the Z 0 group. In (X α ) p , X α represents a substituent that does not belong to the following groups X 0 , Y 0, and Z 0 , and p is 0, Represents 1, 2 or 3, and when p is 2 or more, X α is the same or different, and the sum of p and q is 3 or less.
(1) X 0 group: M a - group [M a is R b - group (. R b is representative of a is C1-C10 may be an alkyl group substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxyl group, R c -B a -R d - group (R c represents a halogen atom which may be substituted with C1-C10 alkyl group, B a is oxy, thio, sulfinyl or sulfonyl group R d represents a single bond or a C1-C10 alkylene group.), HOR d -group (R d represents the same meaning as described above), R e -CO-R d -group (R e represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom, and R d represents the same meaning as described above), R e —CO—O—R d — group ( R e, and R d represent the same meaning), R e O-CO- R d -. group (R e and R d are the same Means represents a), HO-CO-CH = CH- group, R e R e. 'N -R d - group (R e and R e' are the same or different, R e, the same meaning R e ′ represents the same meaning as R e , R d represents the same meaning as described above), R e —CO—NR e ′ —R d — group (R e , R e 'And R d represent the same meaning as described above.), R b O—CO—N (R e ) —R d — group (R b , R e and R d represent the same meaning as described above. ), R e R e 'N-CO-R d -group (R e , R e ' and R d represent the same meaning as described above), R e R e 'N-CO-NR e '. '-R d -groups (R e , R e ′ and R e ″ are the same or different, R e and R e ′ have the same meaning as described above, and R e ″ represents R e and Represents the same meaning, and R d is the same as above. ), R e R e ′ NC (═NR e ″) —NR e ″ ″ —R d — groups (R e , R e ′, R e ″ and R e ″). 'Is the same or different, R e , R e ′ and R e ″ represent the same meaning as described above, R e ′ ″ represents the same meaning as R e, and R d represents the above And R b —SO 2 —NR e —R d — group (R b , R e and R d represent the same meaning as described above), R e R e 'N— SO 2 —R d — group (R e , R e ′ and R d represent the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
2. Y 0 group: M b0 -R d -group [M b0 is M c0 -group {M c0 is M d0 -R d ' -group {M d0 is M a -group (M a is the same as above) 6-10-membered aryl group which may be substituted with M, or M a -group (M a represents the same meaning as described above). A 3- to 10-membered hydrocarbon ring which may contain an unsaturated bond which may be substituted with a membered heteroaryl group, or M a -group (M a represents the same meaning as described above) or A heterocyclic group, or

Figure 2007308441

(b 0 ) — group (in (b 0 ), G 0 represents a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent. ),

Figure 2007308441

A (c 0 ) -group (in (c 0 ), J 0 may contain a nitrogen atom and forms an aromatic 5- to 7-membered ring);

Figure 2007308441

(D 0 ) -group {d 0 is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, a —NR 1 -group {R 1 is a hydrogen atom or a C1-C10 alkyl group, Or a halogen atom or an R 2 —B 1 — group (R 2 represents a C 1 -C 10 alkyl group, a C 3 -C 10 alkenyl group or a C 3 -C 10 alkynyl group, and B 1 represents an oxy group, a thio group, a sulfinyl group or A C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group substituted with a sulfonyl group. }, A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -group {e 0 is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR 1 — group (R 1 is as defined above), a sulfinyl group or a sulfonyl group. It forms an optionally substituted 5-12 membered hydrocarbon ring. Represents}, R d 'are the same or different and R d, it represents the same meaning as R d. }. }, M c0 -B a - group (. M c0 and B a are representing the same meaning), M c0 -CO- group (. M c0 is representative of the same meaning as), M c0 -CO-O- group (M c0 represents the same meaning as described above), M c0 O-CO- group (M c0 represents the same meaning as described above), M c0 R e N- group (M c0 and R e represent the same meaning as described above), M c0 —CO—NR e — group (M c0 and R e represent the same meaning as described above), M c0 O—CO —NR e — group (M c0 and R e represent the same meaning as described above), M c0 R e N—CO— group (M c0 and R e represent the same meaning as described above), M c0 R e N-CO- NR e '- group (M c0, R e and R e'. are representing the same meaning as), M c0 R e N- C (= N e ') -NR e' '- group (M c0, R e, R e' and R e '' represents the same meaning), M c0 -SO 2 -NR e -. group (M c0 And R e represent the same meaning as described above) or a M c0 R e N—SO 2 — group (M c0 and R e represent the same meaning as described above), and R d represents the above Represents the same meaning as ].
3. Z 0 group: halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, which may have a sulfinyl group or sulfonyl group A 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring, and a group condensed with the α ring. ]
A group represented by
Formula (Iα-2)
Figure 2007308441
[Where:
1. K αα is a hydrogen atom, a halogen atom, or an (I-αα) -group
[(I-αα) is the formula (I-αα)
Figure 2007308441
[In the formula, αα represents an aromatic 5-membered ring or an aromatic 6-membered ring, Y α and q represent the same meaning as described above, and when q is 2 or more, two adjacent ones are the same. Alternatively, different Y α may form a group of Z 0 group (the Z 0 group represents the same meaning as described above) and may be condensed with the α α ring. ]
Represents a group represented by ].
2. L αα represents a hydrogen atom, a C1-C10 alkyl group, a (I-αα) -group (where (I-αα) represents the same meaning as described above), and (I-αα) an αα) -group (wherein (I-αα) represents the same meaning as described above), a C4-C10 alkenyl group which may be substituted, or an (I-αα) -group ((I-αα) Represents a C4-C10 alkynyl group which may be substituted with the same meaning as described above, and K αα and L αα may form a C4-C10 alkenylene group which may have a substituent.
3. Q αα represents a hydrogen atom, an optionally substituted hydroxyl group, or an optionally substituted amino group.
4). W γ represents an oxygen atom or a —NT γ — group (T γ represents a substituent on a nitrogen atom). ]
A group represented by
Formula (Iα-3)
Figure 2007308441
Wherein, K alpha alpha 'is a hydrogen atom, C1-C10 alkyl group, or, (I-alpha alpha) - group (. (I-αα) is representative of the same meaning as above) represents, L alpha alpha' Represents a hydrogen atom or a C1-C10 alkyl group, and K αα ′ and L αα ′ are a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. U ′ represents a hydrogen atom or a methyl group, and W γ represents the same meaning as described above. ]
Or a group represented by
Formula (Iα-4)
Figure 2007308441
[Wherein Q β represents an optionally substituted hydroxyl group, and T γ represents the same meaning as described above. ]
Represents a group represented by
II. β is
Formula (I-1)
Figure 2007308441
[Where:
(1) represents an optionally substituted hydroxyl group or an optionally substituted amino group.
(2) W α represents an oxygen atom or a —NT α — group (T α represents a hydrogen atom or a substituent on a nitrogen atom).
(3) K α and L α are the same or different and each represents a hydrogen atom or a substituent on a carbon atom, and K α and L α are a C3-C10 alkylene group which may have a substituent. Alternatively, it may form a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (I-2)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and L β represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (I-3)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and L γ represents a C1-C10 alkyl group. ]
A group represented by
Formula (I-4)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (I-5)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and K β represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (I-6)
Figure 2007308441
[Wherein W α represents the same meaning as described above, and K γ and L δ represent a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene which may have a substituent. Make a basis. ]
A group represented by
Formula (I-7)
Figure 2007308441
[Wherein Q α and W α represent the same meaning as described above, and K δ and L ε represent -V α = V α '-V α ″ = V α ''' -group (V α , V α ′, V α ″ and V α ″ ”are the same or different and each represents an optionally substituted methine group or —N = group, and V α , V α ′, V α ″ And at least one of V α ′ ″ represents —N = group). ]
A group represented by
Formula (I-8)
Figure 2007308441
[Wherein, T α and Q β represent the same meaning as described above. ]
A group represented by
Formula (I-9)
Figure 2007308441
[Wherein U and W α represent the same meaning as described above. ]
A group represented by
Formula (I-10)
Figure 2007308441
[Wherein U, W α , K δ and L ε represent the same meaning as described above. ]
A group represented by
Formula (I-11)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (I-12)
Figure 2007308441
[Wherein, T α and Q β represent the same meaning as described above. ]
A group represented by
Formula (I-13)
Figure 2007308441
[Wherein, T α , Q β , K δ and L ε represent the same meaning as described above. ]
A group represented by
Formula (I-14)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (I-15)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (I-16)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (I-17)
Figure 2007308441
[Wherein, T α , U ′ and K represent the same meaning as described above. ]
Represents a group represented by
III. In Φ-Γ,
Φ represents an atom or group bonded to Σ, Γ represents an atom or group bonded to β,
Φ-Γ is
Formula (ΦΓ-1)
-CR = CR'-CO- (ΦΓ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (ΦΓ-2)
= CR IV -CO- -CR I = CR II -CR III (ΦΓ-2)
(In the formula, R I , R II , R III and CR IV are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group.)
A group represented by
Formula (ΦΓ-3)
-CR I = CX I -CO- (ΦΓ -3)
[Wherein, R I represents the same meaning as described above, and X I represents an R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C ( ═O) — group (R II represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-4)
-CR I = CR II -C (= NOR III) - (ΦΓ-4)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-5)
Figure 2007308441
[Wherein X II represents an oxy group, —NR I — group (R I represents the same meaning as described above) or —N (—COR ″) — group (R ″ represents the same as above. Represents the meaning of). ]
A group represented by
Formula (ΦΓ-6)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-7)
Figure 2007308441
Wherein, X III is oxy, thio, -NR I - group (R I represents the same meaning as.) Or -N (-COR '') - group (R '' is Represents the same meaning as above. ]
A group represented by
Formula (ΦΓ-8)
Figure 2007308441
Wherein, X IV is -NR I - group (R I, the represent the same meaning as.) Or -N (-COR '') - group (R '' are the same meaning as Represents.) ] Represents the same meaning as described above. ]
A group represented by
Formula (ΦΓ-9)
-CHR I -CHR II -CO- (ΦΓ-9)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-10)
-CHR I -CHR II -C (= NOR III )-(ΦΓ-10)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-11)
-CR I = CR II -CHR III - (ΦΓ-11)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-12)
-CHR I -CR II = CR III- (ΦΓ-12)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-13)
-CHR I -CHR II -CHR III- (ΦΓ-13)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-14)
-CHR I -CHR II -Y I- (ΦΓ-14)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents an oxy group, a thio group, a sulfinyl group, or a sulfonyl group.)
A group represented by
Formula (ΦΓ-15)
-CO-CR I = CR II - (ΦΓ-15)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-16)
-C (= NOR III) -CR I = CR II - (ΦΓ-16)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-17)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-18)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-19)
Figure 2007308441
(Wherein X III represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-20)
Figure 2007308441
(Wherein X IV represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-21)
-CO-CHR I -CHR II- (ΦΓ-21)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-22)
-C (= NOR III) -CHR I -CHR II - (ΦΓ-22)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-23)
-CO-C≡C- (ΦΓ-23)
A group represented by
Formula (ΦΓ-24)
-C (= NOR I ) -C≡C- (ΦΓ-24)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-25)
-C (R I) R II -N = CR III - (ΦΓ-25)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-26)
-NH-N = CR I - ( ΦΓ-26)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-27)
-C (R I) R II -NH -CO- (ΦΓ-27)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-28)
-NR I -CO-CO- (ΦΓ-28)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-29)
-Y I -C (R I) R II -CO- (ΦΓ-29)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents the same meaning as described above)
A group represented by
Formula (ΦΓ-30)
-CO-CH 2 -CO- (ΦΓ- 30)
Represents a group represented by
Formula (ΦΓ-31)
-C (R I) R II -CO -NH- (ΦΓ-31)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-32)
-Y II -CO-NH- (ΦΓ-32)
[Wherein Y II represents an oxy group, a thio group, or a —NR I — group (wherein R I represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-33)
-NR '' - SO 2 -NH- ( ΦΓ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (ΦΓ-34)
—C (R I ) R II —NH—SO 2 — (ΦΓ-34)
(In the formula, R I and R II represent the same meaning as described above.)
Represents a group represented by
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
An extracellular matrix gene transcription suppression composition comprising a heterocyclic compound represented by the formula (1) and an inert carrier.
式(II)
Figure 2007308441
[式中、
I.Σは、
式(IIα-1)
Figure 2007308441
[式中、
1.αは、芳香族5員環、又は、芳香族6員環を表し、(Yαにおいて、Yαは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表して、qが2以上のとき、Yαは同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群の基をなしてα環と縮環してもよく、(Xαにおいて、Xαは、下記のX群、Y群及びZ群に属さない置換基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xαは同一又は相異なり、pとqとの和は3以下である。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
2.Y群:Mb0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−基((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなす。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表す。}、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
3.Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、α環と縮環する基である。]
で示される基、
式(IIα-2)
Figure 2007308441
[式中、
1.Kααは、水素原子、ハロゲン原子、又は、(II -αα)−基
[(II -αα)は、式(II -αα)
Figure 2007308441
[式中、ααは、芳香族5員環又は芳香族6員環を表し、Yα及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYαは、Z群(Z群は、前記と同一の意味を表す。)の基をなしてαα環と縮環してもよい。]
で示される基を表す。]を表す。
2.Lααは、水素原子、C1-C10アルキル基、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(II -αα)−基((II -αα)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KααとLααとは、置換基を有してもよいC4-C10アルケニレン基をなすことがある。
3.Qααは、水素原子、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
4.Wγは、酸素原子又は−NTγ−基(Tγは、窒素原子上の置換基を表す。)を表す。]
で示される基、
式(IIα-3)
Figure 2007308441
[式中、Kαα’は、水素原子、C1-C10アルキル基、又は、(II-αα)−基((II-αα)は、前記と同一の意味を表す。)を表し、Lαα’は、水素原子又はC1-C10アルキル基を表し、Kαα’とLαα’とは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wγは、前記と同一の意味を表す。]
で示される基、又は、
式(IIα-4)
Figure 2007308441
[式中、Qβは、置換されてもよい水酸基を表し、Tγは、前記と同一の意味を表す。]
で示される基を表す。
II.βは、
式(II-1)
Figure 2007308441
[式中、
(1)Qαは、置換されてもよい水酸基、又は、置換されてもよいアミノ基を表す。
(2)Wαは、酸素原子又は−NTα−基(Tαは、水素原子、又は、窒素原子上の置換基を表す。)を表す。
(3)Kα及びLαは、同一又は相異なり、水素原子、又は、炭素原子上の置換基を表し、KαとLαとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(II-2)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lβは水酸基又はメチル基を表す。]
で示される基、
式(II-3)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Lγは、C1-C10アルキル基を表す。]
で示される基、
式(II-4)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-5)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kβは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(II-6)
Figure 2007308441
[式中、Wαは、前記と同一の意味を表し、KγとLδとは、置換基を有してもよいC3-C10アルキレン基又は置換基を有してもよいC4-C10アルケニレン基をなす。]
で示される基、
式(II-7)
Figure 2007308441
[式中、Qα及びWαは、前記と同一の意味を表し、KδとLεとは、−Vα=Vα’−Vα’’=Vα’’’−基(Vα、Vα’、Vα’’及びVα’’’は、同一又は相異なり、置換されてもよいメチン基、又は、−N=基を表し、Vα、Vα’、Vα’’及びVα’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(II-8)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(II-9)
Figure 2007308441
[式中、U及びWαは、前記と同一の意味を表す。]
で示される基、
式(II-10)
Figure 2007308441
[式中、U、Wα、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(II-11)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-12)
Figure 2007308441
[式中、Tα及びQβは、前記と同一の意味を表す。]
で示される基、
式(II-13)
Figure 2007308441
[式中、Tα、Qβ、Kδ及びLεは、前記と同一の意味を表す。]
で示される基、
式(II-14)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-15)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表す。]
で示される基、
式(II-16)
Figure 2007308441
[式中、Tαは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(II-17)
Figure 2007308441
[式中、Tα、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.Φ−Γにおいて、
ΦはΣに結合する原子又は基を表し、Γは、βに結合する原子又は基を表し、
Φ−Γは、
式(ΦΓ-1)
−CR=CR’−CO− (ΦΓ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(ΦΓ-2)
−CR=CRII−CRIII=CRIV−CO− (ΦΓ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(ΦΓ-3)
−CR=CX−CO− (ΦΓ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-4)
−CR=CRII−C(=NORIII)− (ΦΓ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(ΦΓ-9)
−CHR−CHRII−CO− (ΦΓ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-10)
−CHR−CHRII−C(=NORIII)− (ΦΓ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-11)
−CR=CRII−CHRIII− (ΦΓ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-12)
−CHR−CRII=CRIII− (ΦΓ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-13)
−CHR−CHRII−CHRIII− (ΦΓ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-14)
−CHR−CHRII−Y− (ΦΓ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(ΦΓ-15)
−CO−CR=CRII− (ΦΓ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-16)
−C(=NORIII)−CR=CRII− (ΦΓ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-21)
−CO−CHR−CHRII− (ΦΓ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-22)
−C(=NORIII)−CHR−CHRII− (ΦΓ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-23)
−CO−C≡C− (ΦΓ-23)
で示される基、
式(ΦΓ-24)
−C(=NOR)−C≡C− (ΦΓ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-25)
−C(R)RII−N=CRIII− (ΦΓ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-26)
−NH−N=CR− (ΦΓ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-27)
−C(R)RII−NH−CO− (ΦΓ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-28)
−NR−CO−CO− (ΦΓ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-29)
−Y−C(R)RII−CO− (ΦΓ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(ΦΓ-30)
−CO−CH−CO− (ΦΓ-30)
で示される基を表す。
式(ΦΓ-31)
−C(R)RII−CO−NH− (ΦΓ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(ΦΓ-32)
−YII−CO−NH− (ΦΓ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(ΦΓ-33)
−NR’’−SO−NH− (ΦΓ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(ΦΓ-34)
−C(R)RII−NH−SO− (ΦΓ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
Formula (II)
Figure 2007308441
[Where:
I. Σ is
Formula (IIα-1)
Figure 2007308441
[Where:
1. α represents an aromatic 5-membered ring or an aromatic 6-membered ring. In (Y α ) q , Y α represents a group of the following X 0 group or Y 0 group, and q represents 0, 1 2 or 3, when q is 2 or more, Y α is the same or different, and when q is 2 or more, two adjacent Y α that are adjacent are different from each other in the Z 0 group. In (X α ) p , X α represents a substituent that does not belong to the following groups X 0 , Y 0, and Z 0 , and p is 0, Represents 1, 2 or 3, and when p is 2 or more, X α is the same or different, and the sum of p and q is 3 or less.
(1) X 0 group: M a - group [M a is R b - group (. R b is representative of a is C1-C10 may be an alkyl group substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxyl group, R c -B a -R d - group (R c represents a halogen atom which may be substituted with C1-C10 alkyl group, B a is oxy, thio, sulfinyl or sulfonyl group R d represents a single bond or a C1-C10 alkylene group.), HOR d -group (R d represents the same meaning as described above), R e -CO-R d -group (R e represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom, and R d represents the same meaning as described above), R e —CO—O—R d — group ( R e and R d represent the same meaning), R e O-CO- R d -. group (R e and R d are the same Means represents a), HO-CO-CH = CH- group, R e R e. 'N -R d - group (R e and R e' are the same or different, R e, the same meaning R e ′ represents the same meaning as R e , R d represents the same meaning as described above), R e —CO—NR e ′ —R d — group (R e , R e 'And R d represent the same meaning as described above.), R b O—CO—N (R e ) —R d — group (R b , R e and R d represent the same meaning as described above. ), R e R e 'N-CO-R d -group (R e , R e ' and R d represent the same meaning as described above), R e R e 'N-CO-NR e '. '-R d -groups (R e , R e ′ and R e ″ are the same or different, R e and R e ′ have the same meaning as described above, and R e ″ represents R e and Represents the same meaning, and R d is the same as above. ), R e R e ′ NC (═NR e ″) —NR e ″ ″ —R d — groups (R e , R e ′, R e ″ and R e ″). 'Is the same or different, R e , R e ′ and R e ″ represent the same meaning as described above, R e ′ ″ represents the same meaning as R e, and R d represents the above And R b —SO 2 —NR e —R d — group (R b , R e and R d represent the same meaning as described above), R e R e 'N— SO 2 —R d — group (R e , R e ′ and R d represent the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
2. Y 0 group: M b0 -R d -group [M b0 is M c0 -group {M c0 is M d0 -R d ' -group {M d0 is M a -group (M a is the same as above) 6-10-membered aryl group which may be substituted with M, or M a -group (M a represents the same meaning as described above). A 3- to 10-membered hydrocarbon ring which may contain an unsaturated bond which may be substituted with a membered heteroaryl group, or M a -group (M a represents the same meaning as described above) or A heterocyclic group, or

Figure 2007308441

(b 0 ) — group (in (b 0 ), G 0 represents a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic ring which may have a substituent. ),

Figure 2007308441

A (c 0 ) -group (in (c 0 ), J 0 may contain a nitrogen atom and forms an aromatic 5- to 7-membered ring);

Figure 2007308441

(D 0 ) -group {d 0 is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, a —NR 1 -group {R 1 is a hydrogen atom or a C1-C10 alkyl group, Or a halogen atom or an R 2 —B 1 — group (R 2 represents a C 1 -C 10 alkyl group, a C 3 -C 10 alkenyl group or a C 3 -C 10 alkynyl group, and B 1 represents an oxy group, a thio group, a sulfinyl group or A C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group substituted with a sulfonyl group. }, A 5- to 12-membered hydrocarbon ring which may be substituted with a sulfinyl group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -group {e 0 is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR 1 — group (R 1 is as defined above), a sulfinyl group or a sulfonyl group. It forms an optionally substituted 5-12 membered hydrocarbon ring. Represents}, R d 'are the same or different and R d, it represents the same meaning as R d. }. }, M c0 -B a - group (. M c0 and B a are representing the same meaning), M c0 -CO- group (. M c0 is representative of the same meaning as), M c0 -CO-O- group (M c0 represents the same meaning as described above), M c0 O-CO- group (M c0 represents the same meaning as described above), M c0 R e N- group (M c0 and R e represent the same meaning as described above), M c0 —CO—NR e — group (M c0 and R e represent the same meaning as described above), M c0 O—CO —NR e — group (M c0 and R e represent the same meaning as described above), M c0 R e N—CO— group (M c0 and R e represent the same meaning as described above), M c0 R e N-CO- NR e '- group (M c0, R e and R e'. are representing the same meaning as), M c0 R e N- C (= N e ') -NR e' '- group (M c0, R e, R e' and R e '' represents the same meaning), M c0 -SO 2 -NR e -. group (M c0 And R e represent the same meaning as described above) or a M c0 R e N—SO 2 — group (M c0 and R e represent the same meaning as described above), and R d represents the above Represents the same meaning as ].
3. Z 0 group: halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, which may have a sulfinyl group or sulfonyl group A 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring, and a group condensed with the α ring. ]
A group represented by
Formula (IIα-2)
Figure 2007308441
[Where:
1. K αα is a hydrogen atom, a halogen atom, or a (II-αα) -group
[(II -αα) has the formula (II -αα)
Figure 2007308441
[In the formula, αα represents an aromatic 5-membered ring or an aromatic 6-membered ring, Y α and q represent the same meaning as described above, and when q is 2 or more, two adjacent ones are the same. Alternatively, different Y α may form a group of Z 0 group (the Z 0 group represents the same meaning as described above) and may be condensed with the α α ring. ]
Represents a group represented by ].
2. L αα represents a hydrogen atom, a C1-C10 alkyl group, a (II-αα) -group (wherein (II-αα) represents the same meaning as described above), and (II − Cα-C10 alkenyl group which may be substituted with an αα) -group (wherein (II-αα) represents the same meaning as above), or (II-αα) -group ((II-αα) is Represents a C4-C10 alkynyl group which may be substituted with the same meaning as described above, and K αα and L αα may form a C4-C10 alkenylene group which may have a substituent.
3. Q αα represents a hydrogen atom, an optionally substituted hydroxyl group, or an optionally substituted amino group.
4). W γ represents an oxygen atom or a —NT γ — group (T γ represents a substituent on a nitrogen atom). ]
A group represented by
Formula (IIα-3)
Figure 2007308441
Wherein, K alpha alpha 'is a hydrogen atom, C1-C10 alkyl group, or, (II-alpha alpha) - group (. (II-αα) is representative of the same meaning as above) represents, L alpha alpha' Represents a hydrogen atom or a C1-C10 alkyl group, and K αα ′ and L αα ′ are a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene group which may have a substituent. U ′ represents a hydrogen atom or a methyl group, and W γ represents the same meaning as described above. ]
Or a group represented by
Formula (IIα-4)
Figure 2007308441
[Wherein Q β represents an optionally substituted hydroxyl group, and T γ represents the same meaning as described above. ]
Represents a group represented by
II. β is
Formula (II-1)
Figure 2007308441
[Where:
(1) represents an optionally substituted hydroxyl group or an optionally substituted amino group.
(2) W α represents an oxygen atom or a —NT α — group (T α represents a hydrogen atom or a substituent on a nitrogen atom).
(3) K α and L α are the same or different and each represents a hydrogen atom or a substituent on a carbon atom, and K α and L α are a C3-C10 alkylene group which may have a substituent. Alternatively, it may form a C4-C10 alkenylene group which may have a substituent. ]
A group represented by
Formula (II-2)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and L β represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (II-3)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and L γ represents a C1-C10 alkyl group. ]
A group represented by
Formula (II-4)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (II-5)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and K β represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (II-6)
Figure 2007308441
[Wherein W α represents the same meaning as described above, and K γ and L δ represent a C3-C10 alkylene group which may have a substituent or a C4-C10 alkenylene which may have a substituent. Make a basis. ]
A group represented by
Formula (II-7)
Figure 2007308441
[Wherein Q α and W α represent the same meaning as described above, and K δ and L ε represent -V α = V α '-V α ″ = V α ''' -group (V α , V α ′, V α ″ and V α ″ ”are the same or different and each represents an optionally substituted methine group or —N = group, and V α , V α ′, V α ″ And at least one of V α ′ ″ represents —N = group). ]
A group represented by
Formula (II-8)
Figure 2007308441
[Wherein, T α and Q β represent the same meaning as described above. ]
A group represented by
Formula (II-9)
Figure 2007308441
[Wherein U and W α represent the same meaning as described above. ]
A group represented by
Formula (II-10)
Figure 2007308441
[Wherein U, W α , K δ and L ε represent the same meaning as described above. ]
A group represented by
Formula (II-11)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (II-12)
Figure 2007308441
[Wherein, T α and Q β represent the same meaning as described above. ]
A group represented by
Formula (II-13)
Figure 2007308441
[Wherein, T α , Q β , K δ and L ε represent the same meaning as described above. ]
A group represented by
Formula (II-14)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (II-15)
Figure 2007308441
[Wherein, T α represents the same meaning as described above. ]
A group represented by
Formula (II-16)
Figure 2007308441
[Wherein, T α represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (II-17)
Figure 2007308441
[Wherein, T α , U ′ and K represent the same meaning as described above. ]
Represents a group represented by
III. In Φ-Γ,
Φ represents an atom or group bonded to Σ, Γ represents an atom or group bonded to β,
Φ-Γ is
Formula (ΦΓ-1)
-CR = CR'-CO- (ΦΓ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (ΦΓ-2)
= CR IV -CO- -CR I = CR II -CR III (ΦΓ-2)
(In the formula, R I , R II , R III and CR IV are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group.)
A group represented by
Formula (ΦΓ-3)
-CR I = CX I -CO- (ΦΓ -3)
[Wherein, R I represents the same meaning as described above, and X I represents an R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C ( ═O) — group (R II represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-4)
-CR I = CR II -C (= NOR III) - (ΦΓ-4)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-5)
Figure 2007308441
[Wherein X II represents an oxy group, —NR I — group (R I represents the same meaning as described above) or —N (—COR ″) — group (R ″ represents the same as above. Represents the meaning of). ]
A group represented by
Formula (ΦΓ-6)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-7)
Figure 2007308441
Wherein, X III is oxy, thio, -NR I - group (R I represents the same meaning as.) Or -N (-COR '') - group (R '' is Represents the same meaning as above. ]
A group represented by
Formula (ΦΓ-8)
Figure 2007308441
Wherein, X IV is -NR I - group (R I, the represent the same meaning as.) Or -N (-COR '') - group (R '' are the same meaning as Represents.) ] Represents the same meaning as described above. ]
A group represented by
Formula (ΦΓ-9)
-CHR I -CHR II -CO- (ΦΓ-9)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-10)
-CHR I -CHR II -C (= NOR III )-(ΦΓ-10)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-11)
-CR I = CR II -CHR III - (ΦΓ-11)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-12)
-CHR I -CR II = CR III- (ΦΓ-12)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-13)
-CHR I -CHR II -CHR III- (ΦΓ-13)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-14)
-CHR I -CHR II -Y I- (ΦΓ-14)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents an oxy group, a thio group, a sulfinyl group, or a sulfonyl group.)
A group represented by
Formula (ΦΓ-15)
-CO-CR I = CR II - (ΦΓ-15)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-16)
-C (= NOR III) -CR I = CR II - (ΦΓ-16)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-17)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-18)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-19)
Figure 2007308441
(Wherein X III represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-20)
Figure 2007308441
(Wherein X IV represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-21)
-CO-CHR I -CHR II- (ΦΓ-21)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-22)
-C (= NOR III) -CHR I -CHR II - (ΦΓ-22)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-23)
-CO-C≡C- (ΦΓ-23)
A group represented by
Formula (ΦΓ-24)
-C (= NOR I ) -C≡C- (ΦΓ-24)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-25)
-C (R I) R II -N = CR III - (ΦΓ-25)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-26)
-NH-N = CR I - ( ΦΓ-26)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-27)
-C (R I) R II -NH -CO- (ΦΓ-27)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-28)
-NR I -CO-CO- (ΦΓ-28)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (ΦΓ-29)
-Y I -C (R I) R II -CO- (ΦΓ-29)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents the same meaning as described above)
A group represented by
Formula (ΦΓ-30)
-CO-CH 2 -CO- (ΦΓ- 30)
Represents a group represented by
Formula (ΦΓ-31)
-C (R I) R II -CO -NH- (ΦΓ-31)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (ΦΓ-32)
-Y II -CO-NH- (ΦΓ-32)
[Wherein Y II represents an oxy group, a thio group, or a —NR I — group (wherein R I represents the same meaning as described above). ]
A group represented by
Formula (ΦΓ-33)
-NR '' - SO 2 -NH- ( ΦΓ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (ΦΓ-34)
—C (R I ) R II —NH—SO 2 — (ΦΓ-34)
(In the formula, R I and R II represent the same meaning as described above.)
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
式(III)
Figure 2007308441
[式中、
I.σ0は、
式(IIIA0-1)
Figure 2007308441

[式中、
1.A0は、芳香族5員環、又は、芳香族6員環を表す。
2.(XA0において、XA0は、下記のA群からN群までのいずれかの群に含まれる基を表し、pは、0、1、2又は3を表し、pが2以上のとき、XA0は、同一又は相異なる。
(1)A群:D−R−基[Dは、(R−(O)−)AN−(O)k’−基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表し、kは、0又は1を表し、Aは、R−(CHR−(B−Bm’−基{Rは、水素原子、又は、ハロゲン原子若しくはR−B−基(R及びBは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基を表し、Rは、水素原子、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、mは、0又は1を表し、Bは、単結合、オキシ基、チオ基又は−N((O)’)−基(R’は、Rと同一又は相異なり、Rと同一の意味を表し、nは、0又は1を表す。)を表し、Bは、カルボニル基、チオカルボニル基又はスルホニル基を表し、m’は、0又は1を表し、Bがスルホニル基のとき、mは0となりかつRが水素原子となることはない。}を表し、k’は、0又は1を表す。}を表し、Rは、C1-C10アルキレン基を表す。但し、R’R ’’N−R−基(R’及びR’’は、Rと同一又は相異なり、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)を除く。]、D−R−基[Dは、シアノ基、R’NC(=N−(O)−A)−基(R、R’、n、及びAは、前記と同一の意味を表す。)、AN=C(−OR)−基(A及びRは、前記と同一の意味を表す。)又はNH−CS−基を表し、Rは前記と同一の意味を表す。]、D−R−基{Dは、ニトロ基又はROSO−基(Rは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}又はROSO−基(Rは、前記と同一の意味を表す。)である。
(2)B群:

Figure 2007308441

(a)−基
((a)において、Eは、置換基を有してもよい、飽和又は不飽和の、芳香族又は非芳香族の、5〜14員の炭化水素環又は複素環をなし、Rは、前記と同一の意味を表す。)である。
(3)C群:ハロゲン原子 、R−B−基(R及びBは、前記と同一の意味を表す。)、D−R−基[Dは、水酸基又はA−O−基(Aは、前記と同一の意味を表す。)を表し、Rは前記と同一の意味を表す。]、D−基[Dは、O=C(R)−基(Rは、前記と同一の意味を表す。)、A−(O)−N=C(R)−基(A、n及びRは、前記と同一の意味を表す。)、R−B−CO−R−(O)−N=C(R)−基{R、R、n及びRは、前記と同一の意味を表し、Bは、オキシ基、チオ基又は−N((O)’)−基(R’及びmは、前記と同一の意味を表す。)を表す。}、D−R−(O)−N=C(R)−基(D、R、n及びRは、前記と同一の意味を表す。)又はRN−N=C(R)−基(R、A及びRは、前記と同一の意味を表す。)を表す。]、RN−O−R−基(R、A及びRは、前記と同一の意味を表す。)、R(A−(O)−)N−基(R、A及びnは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−基(Dは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(4)D群:

Figure 2007308441

(b) −R−基((b)において、Gは、置換基を有してもよい、飽和又は不飽和の、非芳香族の、5〜14員の炭化水素環又は複素環をなす。)、

Figure 2007308441

(c)−R−基
((c)において、Jは、窒素原子を含んでもよく、芳香族5−7員環をなし、Rは、前記と同一の意味を表す。)、ハロゲン原子、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−R−基(D及びRは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基
である。
(5)E群:A−CO−R−基
である。但し、Aが水酸基のとき、Rがビニレン基ではない。
[Aは、
(i)A−B−基
{Aは、水素原子、又は、C1-C10アルキル基、又は、C2-C10ハロアルキル基、又は、ハロゲン原子で置換されてもよいC2-C10アルケニル基、又は、ハロゲン原子で置換されてもよいC3-C10アルキニル基、又は、Ra0−(R−基(Ra0は、置換されてもよい5−7員環のアリール基又はヘテロアリール基を表し、R及びmは前記と同一の意味を表す。)、又は、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)若しくはA−SO−R−基{Aは、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)又はR’N−基(R及びR’は、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}で置換されたC1-C10アルキル基を表し、
は、オキシ基、チオ基又は−N((O))−基(R及びmは、前記と同一の意味を表す。)を表す。但し、Bがチオ基のとき、Aが水素原子ではない。}、
(ii)R−B−CO−R−B’−基(R、B及びRは、前記と同一の意味を表し、B’は、Bと同一又は相異なり、Bと同一の意味を表す。但し、Bがチオ基のとき、Rが水素原子ではない。)又はD−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
(iii)R−SO−NR−基(Rは、前記と同一の意味を表す。但し、水素原子を除く。Rは、前記と同一の意味を表す。)、
(iv)(b)−基((b)は、前記と同一の意味を表す。)、
(v)(c)−基((c)は、前記と同一の意味を表す。)又は
(vi)RN−NR’−基(R、A及びR’は、前記と同一の意味を表す。)を表し、Rは、ハロゲン原子で置換されてもよいC2-C10アルケニレン基、又は、C2-C10アルキニレン基を表す。]
(6)F群:A−B−R−基[Aは、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−SO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、又は、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC1-C10アルキル基を表し、Bは、B−基(Bは、前記と同一の意味を表す。)又は−NA−基(Aは、前記と同一の意味を表す。)を表し、Rは、単結合又はC1-C10アルキレン基を表す。]
である。
(7)G群:A−B−R−基
[Aは、(a)−R−基((a)及びRは、前記と同一の意味を表す。)、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基、又は、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルケニル基、又は、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルキニル基を表し、B及びRは、前記と同一の意味を表す。]
である。
(8)H群:
−N(−(O)−A)−R−基(D、n、A及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。但し、シアノ基を除く。)、R(R’(O))N−CR’’=N−R−基(R、R’、n及びRは、前記と同一の意味を表し、R’’は、Rと同一又は相異なり、Rと同一の意味を表す。)、R−(O)−N=CR’−NR−R−基(R、n、R’、R及びRは、前記と同一の意味を表す。)、R−B−NR−CO−NR’−R−基(R、B、R、R’及びRは、前記と同一の意味を表す。)、D−CO−NR−R−基(D、R及びRは、前記と同一の意味を表す。)又はA−COCO−NR−R−基(A、R及びRは、前記と同一の意味を表す。)
である。
(9)I群:
−B−N((O))−R−基[Aは、ハロゲン原子で置換されてもよいC2-C10アルケニル基、C2-C10アルキニル基、C3-C10ハロアルキニル基、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、A−SO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、Bは、カルボニル基又はチオカルボニル基を表し、n、R及びRは、前記と同一の意味を表す。]、A−CS−N((O))−R−基[Aは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、n、R及びRは、前記と同一の意味を表す。]、
’−B’−B−N((O))−R−基[A’は、ハロゲン原子で置換されてもよいC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R及びBは、前記と同一の意味を表し、R’は、C2-C10アルキレン基を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、B’は、オキシ基、チオ基又は−N((O)n’’)−基(n’は、nと同一又は相異なり、nと同一の意味を表し、R’は、前記と同一の意味を表す。)を表し、B、n、R及びRは、前記と同一の意味を表す。]、A’−B’−CS−N((O))−R−基[A’は、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、B’は、前記と同一の意味を表し、n、R及びRは、前記と同一の意味を表す。]、A’−S−B’−N((O))−R−基[A’、n、R及びRは、前記と同一の意味を表し、B’は、カルボニル基又はスルホニル基を表す。]又はA’’−SO−N((O))−R−基[A’’は、C2-C10アルケニル基、ハロゲン原子で置換されたC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R、B及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、NO−R−基(Rは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(10)J群:A−CO−基(Aは、前記と同一の意味を表す。)、又は、A−CS−基(Aは、A又はAを表す。)、又は、A’(O)N=C(A)−基(A’は、A’又はA’を表し、m及びAは、前記と同一の意味を表す。)、又は、D−CO−基(Dは、前記と同一の意味を表す。)、又は、A−COCO−基(Aは、前記と同一の意味を表す。)、又は、A−CO−B’−R−基(A及びRは、前記と同一の意味を表し、B’は、オキシ基又はチオ基を表す。但し、B’がオキシ基のとき、Aは、Aではない。)、又は、A−CS−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。)、又は、A’’−SO−B’−R−基(A’’、B’及びRは、は、前記と同一の意味を表す。)、又は、A−SO−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。但し、Aは、水素原子となることはない。)、又は、A’−B’−B−B’−R−基(A’、B’、B、B’及びRは、は、前記と同一の意味を表す。)、又は、(b)−基((b)は、前記と同一の意味を表す。)若しくは(c)−基((c)は、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(11)K群:A10−N((O))−CO−R−基[A10は、水素原子(但し、nは0ではない。)、A’’−SO−基(A’’は、前記と同一の意味を表す。)、A−SO−基(Aは、前記と同一の意味を表す。但し、Aは、水素原子とはならない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、ROCH−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(12)L群:A10’−N((O))−SO−R−基[A10’は、水素原子(但し、nは0ではない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、R−CO−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]、A’’RN−SO−N((O)’)−R−基[A’’は、水素原子又はA’−基(A’は、前記と同一の意味を表す。)を表し、R、n、R’及びRは、前記と同一の意味を表す。]又は(b)−SO−N((O)’)−R−基[(b)、n、R’及びRは、前記と同一の意味を表す。]
である。
(13)M群:R(RS)C=N−R−基(R、R及びRは、前記と同一の意味を表す。)、RB(R’B’)C=N−R−基(R及びRは、前記と同一の意味を表し、R’は、Rと同一又は相異なり、Rと、同一の意味を表し、B及びB’は、同一又は相異なり、オキシ基又はチオ基を表す。)、R’N−(RS)C=N−R−基(R、R’、R及びRは、前記と同一の意味を表す。)、RN=C(SR)−NR’−R−基(R、R、R’及びRは、前記と同一の意味を表す。)又はR(R’O)N−R−基(R、R’及びRは、前記と同一の意味を表す。)
である。
(14)N群:A11−P(=O)(OR’)−R−基[A11は、R−基(Rは、前記と同一の意味を表す。)、RO−R−基(R及びRは、前記と同一の意味を表す。)又はROCO−CHR−基(R及びRは、前記と同一の意味を表す。)を表し、R’及びRは、前記と同一の意味を表す。]
である。
3.(YA0において、YA0は、下記のX群及びY群の基を表し、qは、0、1、2又は3を表し、p(pは、前記と同一の意味を表す。)とqとの和は3以下であり、qが2以上のとき、YA0は同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYA0は、Z群の基をなして、A0環と縮環してもよい。
(1)X群:
−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、水酸基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HOR−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
(2)Y群:
b0−R−基[Mb0は、Mc0−基{Mc0は、Md0−R’−基{Md0は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい6−10員環のアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい5−10員環のヘテロアリール基、又は、M−基(Mは、前記と同一の意味を表す。)で置換されてもよい不飽和結合を含んでもよい3−10員環の炭化水素環若しくは複素環をなす基、又は、

Figure 2007308441

(b) −基((b)は、前記と同一の意味を表す。)、

Figure 2007308441

(c)−基((c)は、前記と同一の意味を表す。)、

Figure 2007308441

(d)−基{dは、カルボニル基又はチオカルボニル基で置換され、更に、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}又は

Figure 2007308441

(e)−基{eは、カルボニル基、チオカルボニル基、オキシ基、チオ基、−NR-基(Rは、前記と同一の意味を表す。)、スルフィニル基若しくはスルホニル基で置換されてもよい5−12員の炭化水素環をなす。}を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、Mc0−B−基(Mc0及びBは、前記と同一の意味を表す。)、Mc0−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0−CO−O−基(Mc0は、前記と同一の意味を表す。)、Mc0O−CO−基(Mc0は、前記と同一の意味を表す。)、Mc0N−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0O−CO−NR−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−基(Mc0及びRは、前記と同一の意味を表す。)、Mc0N−CO−NR’−基(Mc0、R及びR’は、前記と同一の意味を表す。)、Mc0N−C(=NR’)−NR’’−基(Mc0、R、R’及びR’’は、前記と同一の意味を表す。)、Mc0−SO−NR−基(Mc0及びRは、前記と同一の意味を表す。)又はMc0N−SO−基(Mc0及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
(3)Z群:ハロゲン原子、C1-C10アルコキシ基、C3-C10アルケニルオキシ基、C3-C10アルキニルオキシ基、カルボニル基、チオカルボニル基、オキシ基、チオ基、スルフィニル基若しくはスルホニル基を有してもよい、5−12員環の炭化水素環又は複素環であって、芳香族又は非芳香族の、単環又は縮環であって、A0環と縮環する基である。]
で示される基、
式(IIIA0-2)
Figure 2007308441
[式中、
1.KAA0は、水素原子、ハロゲン原子、又は、(III-AA0)−基
[(III-AA0)は、式(III-AA0)
Figure 2007308441
[式中、AA0は、芳香族5員環又は芳香族6員環を表し、YA0及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYA0は、Z群の基をなしてAA0環と縮環してもよい。]
で示される基を表す。]を表す。
2.LAA0は、水素原子、C1-C10アルキル基、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KAA0とLAA0とは、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.QAA0は、
水素原子、又は、QA0−基
[QA0は、
水酸基、(b)−基((b)は、前記と同一の意味を表す。)、
−B−B−基[A及びBは、前記と同一の意味を表し、Bは、オキシ基又は−N((O))−基(m及びRは、前記と同一の意味を表す。)を表す。但し、Aが水素原子のとき、Bは、スルホニル基ではない。]、
’’−SO−B−基(A’’及びBは、前記と同一の意味を表す。)、
−SO−B−基(A及びBは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、
’N−SO−B−基(R、R’及びBは、前記と同一の意味を表す。)、
(b)−SO−B−基((b)及びBは、前記と同一の意味を表す。)、
’−B−基(A’及びBは、前記と同一の意味を表す。)、
−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
c0−B−B−基(Mc0、B及びBは、前記と同一の意味を表す。)又は
c0−B−基(Mc0及びBは、前記と同一の意味を表す。)
を表す。]
である。
4.WC0は、酸素原子又は
−NTC0−基[TC0は、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はMc0−基(Mc0は、前記と同一の意味を表す。)を表す。]
である。]
で示される基、
式(IIIA0-3)
Figure 2007308441
[式中、KAA0’は、水素原子、C1-C10アルキル基、又は、(III-AA0)−基((III-AA0)は、前記と同一の意味を表す。)を表し、LAA0’は、水素原子又はC1-C10アルキル基を表し、KAA0’とLAA0’とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、WC0は、前記と同一の意味を表す。]
で示される基、又は、
式(IIIA0-4)
Figure 2007308441
[式中、TC0は、前記と同一の意味を表し、QB0は、水酸基、A−B−O−基(A及びBは、前記と同一の意味を表す。)、A’’−SO−O−基(A’’は、前記と同一の意味を表す。)、A−SO−O−基(Aは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、R’N−SO−O−基(R及びR’は、前記と同一の意味を表す。)、(b)−SO−O−基((b)は、前記と同一の意味を表す。)、A’−O−基(A’は、前記と同一の意味を表す。)、D−R−O−基(D及びRは、前記と同一の意味を表す。)、Mc0−B−O−基(Mc0及びBは、前記と同一の意味を表す。)又はMc0−O−基(Mc0は、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.B0は、
式(III-1)
Figure 2007308441
[式中、
(1)QA0は、前記と同一の意味を表す。
(2)WA0は、酸素原子又は
−NTA0−基[TA0は、水素原子、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はMc0−基(Mc0は、前記と同一の意味を表す。)を表す。]
である。
(3)KA0は、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、LA0は、水素原子、C1-C10アルキル基又はMb0−基(Mb0は、前記と同一の意味を表す。)を表し、KA0とLA0とは、C3-C10アルキレン基、又は、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(III-2)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、LB0は水酸基又はメチル基を表す。]
で示される基、
式(III-3)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、LC0は、C1-C10アルキル基を表す。]
で示される基、
式(III-4)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-5)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、KB0は、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(III-6)
Figure 2007308441
[式中、WA0は、前記と同一の意味を表し、KC0とLD0とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなす。]
で示される基、
式(III-7)
Figure 2007308441
[式中、QA0及びWA0は、前記と同一の意味を表し、KD0とLE0とは、−VA0=VA0’−VA0’’=VA0’’’−基{VA0、VA0’、VA0’’及びVA0’’’は、同一又は相異なり、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表し、VA0、VA0’、VA0’’及びVA0’’’のうち少なくとも一つは−N=基を表す。}をなす。]
で示される基、
式(III-8)
Figure 2007308441
[式中、TA0及びQB0は、前記と同一の意味を表す。]
で示される基、
式(III-9)
Figure 2007308441
[式中、U及びWA0は、前記と同一の意味を表す。]
で示される基、
式(III-10)
Figure 2007308441
[式中、U、WA0、KD0及びLE0は、前記と同一の意味を表す。]
で示される基、
式(III-11)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-12)
Figure 2007308441
[式中、TA0及びQB0は、前記と同一の意味を表す。]
で示される基、
式(III-13)
Figure 2007308441
[式中、TA0、QB0、KD0及びLE0は、前記と同一の意味を表す。]
で示される基、
式(III-14)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-15)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表す。]
で示される基、
式(III-16)
Figure 2007308441
[式中、TA0は、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(III-17)
Figure 2007308441
[式中、TA0、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.φ0−γ0において、
φ0はσ0に結合する原子又は基を表し、γ0は、B0に結合する原子又は基を表し、
φ0−γ0は、
式(φγ0-1)
−CR=CR’−CO− (φγ0-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(φγ0-2)
−CR=CRII−CRIII=CRIV−CO− (φγ0-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(φγ0-3)
−CR=CX−CO− (φγ0-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-4)
−CR=CRII−C(=NORIII)− (φγ0-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(φγ0-9)
−CHR−CHRII−CO− (φγ0-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-10)
−CHR−CHRII−C(=NORIII)− (φγ0-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-11)
−CR=CRII−CHRIII− (φγ0-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-12)
−CHR−CRII=CRIII− (φγ0-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-13)
−CHR−CHRII−CHRIII− (φγ0-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-14)
−CHR−CHRII−Y− (φγ0-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(φγ0-15)
−CO−CR=CRII− (φγ0-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-16)
−C(=NORIII)−CR=CRII− (φγ0-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(φγ0-21)
−CO−CHR−CHRII− (φγ0-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-22)
−C(=NORIII)−CHR−CHRII− (φγ0-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-23)
−CO−C≡C− (φγ0-23)
で示される基、
式(φγ0-24)
−C(=NOR)−C≡C− (φγ0-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-25)
−C(R)RII−N=CRIII− (φγ0-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-26)
−NH−N=CR− (φγ0-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-27)
−C(R)RII−NH−CO− (φγ0-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-28)
−NR−CO−CO− (φγ0-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ0-29)
−Y−C(R)RII−CO− (φγ0-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(φγ0-30)
−CO−CH−CO− (φγ0-30)
で示される基を表す。
式(φγ0-31)
−C(R)RII−CO−NH− (φγ0-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ0-32)
−YII−CO−NH− (φγ0-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ0-33)
−NR’’−SO−NH− (φγ0-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(φγ0-34)
−C(R)RII−NH−SO− (φγ0-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
Formula (III)
Figure 2007308441
[Where:
I. σ0 is
Formula (IIIA0-1)
Figure 2007308441

[Where:
1. A0 represents an aromatic 5-membered ring or an aromatic 6-membered ring.
2. (X A0 ) In p , X A0 represents a group included in any one of the following groups A 0 to N 0 , p represents 0, 1, 2 or 3, and p is 2 or more In this case, X A0 is the same or different.
(1) Group A 0 : D 1 -R 4 -group [D 1 is (R 1- (O) k- ) A 1 N- (O) k ' -group {R 1 is a hydrogen atom or a C1-C10 alkyl group, a or a halogen atom or R 2 -B 1 - group (R 2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or C3-C10 alkynyl group, B 1 is an oxy group, Represents a thio group, a sulfinyl group, or a sulfonyl group.) Substituted with a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group, k represents 0 or 1, 1 represents R 3 — (CHR 0 ) m — (B 2 —B 3 ) m ′ — group {R 3 represents a hydrogen atom, a halogen atom or an R 2 —B 1 — group (R 2 and B 1 represent Represents a C1-C10 alkyl group, a C2-C10 alkenyl group, or a C2-C10 alkynyl group which may be substituted. R 0 is a hydrogen atom, C1-C10 alkyl or C2-C10 haloalkyl group, m represents 0 or 1, B 2 represents a single bond, oxy group, thio group, or -N ((O) n R 1. ') - group (R 1' are identical or different phase and R 1, represents the same meaning as R 1, n denotes the representative) 0 or 1, B 3 is a carbonyl group, thio A carbonyl group or a sulfonyl group, m ′ represents 0 or 1, and when B 3 is a sulfonyl group, m is 0 and R 3 is not a hydrogen atom. }, And k ′ represents 0 or 1. }, And R 4 represents a C1-C10 alkylene group. However, R 0 'R 0'' N-R 4 - group (R 0' and R 0 '' is different from R 0 and same or different, represent the same meaning as R 0, R 4 is the same Represents the meaning of. ], D 2 -R 4 - group [D 2 is a cyano group, R 1 R 1 'NC ( = N- (O) n -A 1) - group (R 1, R 1', n, and A 1 Represents the same meaning as described above.), Represents an A 1 N═C (—OR 2 ) — group (A 1 and R 2 represent the same meaning as described above) or an NH 2 —CS— group. , R 4 represents the same meaning as described above. ], D 3 -R 4 -group {D 3 represents a nitro group or R 1 OSO 2 -group (R 1 represents the same meaning as described above), and R 4 represents the same meaning as described above. To express. } Or R 1 OSO 2 — group (R 1 represents the same meaning as described above).
(2) B 0 group:

Figure 2007308441

(A 0 ) — group (in (a 0 ), E 0 is a saturated or unsaturated, aromatic or non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic group which may have a substituent. It forms a ring and R 1 represents the same meaning as described above.
(3) C 0 group: halogen atom, R 2 —B 1 — group (R 2 and B 1 are as defined above), D 4 —R 4 — group [D 4 is a hydroxyl group or A 1- O- group (A 1 represents the same meaning as described above) and R 4 represents the same meaning as described above. ], D 5 - group [D 5 is, O = C (R 3) - group (R 3 represents the same meaning as above.), A 1 - (O ) n -N = C (R 3) A group (A 1 , n and R 3 are as defined above), R 1 —B 0 —CO—R 4 — (O) n —N═C (R 3 ) — group {R 1 , R 4 , n and R 3 represent the same meaning as described above, and B 0 represents an oxy group, a thio group, or a —N ((O) m R 1 ′)-group (R 1 ′ and m Represents the same meaning as }, D 2 —R 4 — (O) n —N═C (R 3 ) — group (D 2 , R 4 , n and R 3 represent the same meaning as described above) or R 1 A 1 N —N═C (R 3 ) — group (wherein R 1 , A 1 and R 3 represent the same meaning as described above). ], R 1 A 1 N—O—R 4 — group (R 1 , A 1 and R 4 represent the same meaning as described above), R 1 (A 1- (O) n —) N— group (R 1 , A 1 and n represent the same meaning as described above), D 2 -group (D 2 represents the same meaning as described above) or D 3 -group (D 3 represents the same as above. C2-C10 alkenyl group substituted with the same meaning.
(4) D group 0 :

Figure 2007308441

(b 0 ) —R 4 — group (in (b 0 ), G 0 is a saturated or unsaturated, non-aromatic, 5- to 14-membered hydrocarbon ring or heterocyclic group which may have a substituent. A ring)

Figure 2007308441

(C 0 ) —R 4 — group (in (c 0 ), J 0 may contain a nitrogen atom, forms an aromatic 5- to 7-membered ring, and R 4 has the same meaning as described above). , A halogen atom, an R 2 -B 1 -R 4 -group (R 2 , B 1 and R 4 are as defined above), a D 4 -R 4 -group (D 4 and R 4 are The same meaning as above), D 5 -group (D 5 represents the same meaning as above), D 1 -R 4 -group (D 1 and R 4 have the same meaning as above). represented), D 2 -. group (D 2, the representative of the same meaning as) or D 3 -R 4 -. group (D 3, and R 4 is substituted with representing) the same meaning as above. A C2-C10 alkynyl group.
(5) Group E 0 : A 2 —CO—R 5 — group. However, when A 2 is a hydroxyl group, R 5 is not a vinylene group.
[A 2 is,
(i) A 3 -B 4 -group {A 3 is a hydrogen atom, a C1-C10 alkyl group, a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, Or a C3-C10 alkynyl group that may be substituted with a halogen atom, or a R a0- (R 4 ) m -group (R a0 is an optionally substituted aryl group or heteroaryl group of 5-7 membered ring) R 4 and m represent the same meaning as described above), or (b 0 ) —R 4 — group ((b 0 ) and R 4 represent the same meaning as described above), ( c 0 ) —R 4 — group ((c 0 ) and R 4 are as defined above), R 2 —B 1 —R 4 — group (R 2 , B 1 and R 4 are represents the same meaning as), D 4 -R 4 -. group (D 4 and R 4 represent the same meaning as above), D 5 -. group (D 5, the a Represents the same meaning.), D 1 -R 4 -group (D 1 and R 4 represent the same meaning as described above), D 2 -group (D 2 represents the same meaning as described above). ), D 3 -R 4 -group (D 3 and R 4 are as defined above) or A 4 -SO 2 -R 4 -group {A 4 is a (b 0 ) -group (( b 0) represent the same meaning), (c 0) -. . group ((c 0) represents the same meaning as) or R 1 R 1 'N- group (R 1 and R 1 ′ represents the same meaning as described above.), And R 4 represents the same meaning as described above. } Represents a C1-C10 alkyl group substituted with
B 4 represents an oxy group, a thio group, or a —N ((O) m R 1 ) — group (where R 1 and m represent the same meaning as described above). However, when B 4 is a thio group, A 3 is not a hydrogen atom. },
(ii) R 1 —B 4 —CO—R 4 —B 4 ′ — group (R 1 , B 4 and R 4 have the same meaning as described above, and B 4 ′ is the same as or different from B 4. represents B 4 same meaning as the proviso that when B 4 is a thio group, R 2 is not hydrogen atom) or D 2 -R 4 -B 4 -. . group (D 2, R 4 and B 4 is Represents the same meaning as described above).
(iii) R 2 —SO 2 —NR 1 — group (R 2 represents the same meaning as described above, except for a hydrogen atom; R 1 represents the same meaning as described above),
(iv) (b 0 ) -group ((b 0 ) represents the same meaning as described above),
(v) (c 0 ) -group ((c 0 ) represents the same meaning as described above) or
(vi) R 1 A 1 N—NR 1 ′ -group (R 1 , A 1 and R 1 ′ have the same meaning as described above), and R 5 may be substituted with a halogen atom. A C2-C10 alkenylene group or a C2-C10 alkynylene group is represented. ]
(6) F 0 Group: A 5 -B 5 -R 6 - group [A 5 is D 4 - group (. D 4 may represent the same meaning as described above), D 1 - group (D 1 is It represents the same meaning as described above), D 3 -group (D 3 represents the same meaning as described above) or A 4 —SO 2 — group (A 4 represents the same meaning as described above). A C2-C10 alkyl group substituted with or R 2 —B 1 — group (R 2 and B 1 are as defined above), D 2 — group (D 2 is the same as defined above) C1 substituted with a D 5 -group (D 5 represents the same meaning as described above) or an A 2 —CO— group (A 2 represents the same meaning as described above). represents -C10 alkyl group, B 5 is B 1 - group (B 1, the represent the same meaning as.) or -NA 1 - group (a 1 represent the same meanings as the above.) the It represents, R 6 is, Bond or an C1-C10 alkylene group. ]
It is.
(7) G 0 Group: A 6 -B 5 -R 6 - group [A 6 is, (a 0) -R 4 - group ((a 0) and R 4 represents the same meaning as above.) or C2-C10 alkenyl group, or C2-C10 alkynyl group, or a halogen atom, R 2 -B 1 - group (. R 2 and B 1 may represent the same meaning as described above), D 5 - group (D 5 represents the same meaning as.), D 2 - group (. D 2, the representative of the same meaning as) or a 2 -CO- group (a 2, the same as the A C2-C10 alkenyl group substituted with a meaning) or a halogen atom, an R 2 -B 1 -group (R 2 and B 1 have the same meaning as described above), a D 5 -group ( D 5 represents the same meaning), D 2 -.. group (D 2, the representative of the same meaning as) or a 2 -CO- group (a 2, the same meaning . Representing) C2-C10 alkynyl group substituted with, or, (b 0) - group ((b 0) represent the same meaning as above),. (C 0) - group ((c 0) is , D 4 -group (D 4 represents the same meaning as described above), D 1 -group (D 1 represents the same meaning as described above) or D 3 - group (. D 3 may represent the same meanings as the above) C3-C10 alkenyl group substituted with, or, D 4 - group (. D 4 may represent the same meaning as described above), D 1 - group (D 1, the represent the same meaning as.) or D 3 - group (. D 3 may represent the same meanings as the above) represents a C3-C10 alkynyl group substituted with, B 5 and R 6 represents the same meaning as described above. ]
It is.
(8) H 0 group:
D 2 —N (— (O) n —A 1 ) —R 6 — group (D 2 , n, A 1 and R 6 are as defined above), D 2 — group (D 2 is Represents the same meaning as described above, except for a cyano group.), R 1 (R 1 ′ (O) n ) N—CR 1 ″ = N—R 6 — group (R 1 , R 1 ′, n and R 6 represent the same meanings, R 1 '' are the same or different phase and R 1, represents the same meaning as R 1), R 1 -. (O) n -N = CR 1 '-NR 2 -R 6 - group (R 1, n, R 1 '., R 2 and R 6 represent the same meaning as described above), R 2 -B 3 -NR 1 -CO-NR 1 '-R 6 -group (R 2 , B 3 , R 1 , R 1 ' and R 6 represent the same meaning as described above), D 2 -CO-NR 1 -R 6 -group (D 2 , R 1 and R 6 represent the same meanings as the above. Or A 2 -COCO-NR 1 -R 6 - group (A 2, R 1 and R 6 represent the same meanings as the above.)
It is.
(9) I 0 group:
A 7 -B 6 -N ((O ) n R 1) -R 6 - group [A 7 is optionally substituted C2-C10 alkenyl group with a halogen atom, C2-C10 alkynyl group, C3-C10 haloalkynyl A group, R 2 -B 1 -R 4 -group (R 2 , B 1 and R 4 are as defined above), D 4 -R 4 -group (D 4 and R 4 are represents the same meaning), D 5 -R 4 -. group (D 5 and R 4 represents the same meaning), D 1 -R 4 -. group (D 1 and R 4, the a Represents the same meaning.), (B 0 ) —R 4 — group ((b 0 ) and R 4 represent the same meaning as described above), (c 0 ) —R 4 — group ((c 0 ) And R 4 represent the same meaning as described above.), D 2 -R 4 -group (D 2 and R 4 represent the same meaning as described above), D 3 -R 4 -group (D 3 and R 4 are the Represents the same meaning), A 4 -SO 2 -R 4 -. Group (A 4 and R 4 represent the same meanings as the above) or A 2 -CO-R 4 -. Group (A 2 and R 4 represents the same meaning as described above), B 6 represents a carbonyl group or a thiocarbonyl group, and n, R 1 and R 6 represent the same meaning as described above. ], A 8 -CS-N ( (O) n R 1) -R 6 - group [A 8 is a hydrogen atom, or represents a optionally substituted C1-C10 alkyl group with a halogen atom, n, R 1 and R 6 represent the same meaning as described above. ],
A 7 '-B 2' -B 3 -N ((O) n R 1) -R 6 - group [A 7 'is optionally substituted C3-C10 alkenyl group with a halogen atom, is substituted with a halogen atom and it may be C3-C10 alkynyl group, R 2 -B 1 -R 4 ' - group (R 2 and B 1 represent the same meaning as, R 4' represents a C2-C10 alkylene group.) , D 4 -R 4 '- group (D 4 and R 4' represents the same meaning as.), D 1 -R 4 ' - group (D 1 and R 4', wherein the same meaning ), (B 0 ) -R 4 ′ -group ((b 0 ) and R 4 ′ represent the same meaning as described above), (c 0 ) -R 4 ′ -group ((c 0 ) and R 4 'represents the same meaning), D 2 -R 4 -. group (D 2 and R 4 represent the same meaning as above), D 3 -R 4.' - group (D 3 and R 4 ′ have the same meaning as above. Represents a taste) or A 2 —CO—R 4 — group (where A 2 and R 4 represent the same meaning as described above), and B 2 ′ represents an oxy group, a thio group or —N ((( O) n ′ R 1 ′) -group (where n ′ is the same as or different from n and represents the same meaning as n, and R 1 ′ represents the same meaning as described above), B 3 , n, R 1 and R 6 represent the same meaning as described above. ], A 8 '-B 2' -CS-N ((O) n R 1) -R 6 - group [A 8 'represents a C1-C10 alkyl or C2-C10 haloalkyl group, B 2' is , And the same meaning as described above, and n, R 1 and R 6 represent the same meaning as described above. ], A 8 '-S-B 3' -N ((O) n R 1) -R 6 - group [A 8 ', n, R 1 and R 6 represent the same meanings as above, B 3 'Represents a carbonyl group or a sulfonyl group. ] Or A 7 ″ —SO 2 —N ((O) n R 1 ) —R 6 — group [A 7 ″ is a C 2 -C 10 alkenyl group, a C 3 -C 10 alkenyl group substituted with a halogen atom, halogen optionally substituted C3-C10 alkynyl group atom, R 2 -B 1 -R 4 ' - group (R 2, B 1 and R 4'. is representing the same meaning as above), D 4 -R 4 '- group (D 4 and R 4' represents the same meaning.), D 5 -R 4 - group (. D 5 and R 4 represent the same meaning as described above), D 1 -R 4 '-group (D 1 and R 4 ' represent the same meaning as described above), (b 0 ) -R 4 '-group ((b 0 ) and R 4 ' are the same as defined above. Represents a meaning), (c 0 ) -R 4 '-group ((c 0 ) and R 4 ' represent the same meaning as described above), D 2 -R 4 -group (D 2 and R 4 Represents the same meaning as described above). NO 2 —R 4 — group (R 4 represents the same meaning as described above) or A 2 —CO—R 4 — group (A 2 and R 4 represent the same meaning as described above). , N, R 1 and R 6 represent the same meaning as described above. ]
It is.
(10) J 0 Group: A 7 -CO- group (A 7 represents the same meaning as.), Or, A 9 -CS- group (A 9 represents A 7 or A 8.) Or A 9 ′ (O) m N═C (A 9 ) — group (A 9 ′ represents A 7 ′ or A 8 ′, and m and A 9 represent the same meaning as described above). Or D 2 —CO— group (D 2 represents the same meaning as described above), A 2 —COCO— group (A 2 represents the same meaning as described above), or A 9- CO-B 1 '-R 6 -group (A 9 and R 6 represent the same meaning as described above, B 1 ' represents an oxy group or a thio group, provided that B 1 'is an oxy group, When A 9 is not A 8 ), or A 9 -CS-B 1 '-R 6 -group (A 9 , B 1 ' and R 6 represent the same meaning as described above. ), or, A 7 '' -SO 2 -B '-R 6 - group (A 7'', B 1 ' and R 6 represents the same meaning as.), Or, A 8 -SO 2 -B 1 ' -R 6 - group (A 8 , B 1 ′ and R 6 represent the same meaning as described above, provided that A 8 is not a hydrogen atom.) Or A 9 ′ -B 2 ′ -B 3 -B 1 '-R 6 - group (a 9', B 2 ' , B 3, B 1' and R 6 represent the same meanings as the above.), or, (b 0) - group ((b 0) represents the same meaning) or (c 0) -. group ((c 0) is a C2-C10 alkenyl group substituted with representing) the same meaning as above..
(11) K 0 group: A 10 -N ((O) n R 1 ) —CO—R 6 — group [A 10 is a hydrogen atom (where n is not 0), A 7 ″ -SO 2 -group (A 7 ″ represents the same meaning as described above), A 8 —SO 2 — group (A 8 represents the same meaning as described above, provided that A 8 is a hydrogen atom. . which become not), a 9 'O-group (a 9' represents the same meaning where, n is not a 1), a 9.. ' - group (a 9', the same meaning Provided that when n is 0, A 8 ′ is excluded), R 2 OCH 2 — group (R 2 represents the same meaning as described above), A 2 —CO—R 4 — group ( A 2 and R 4 represent the same meaning as described above.) Or A 2 —CO—CH (CH 2 CO—A 2 ) — group (A 2 represents the same meaning as described above), n, R 1 and R 6 are This means the same meaning as above. ]
It is.
(12) L 0 groups: - (. Here, n is not 0) A 10 '-N (( O) n R 1) -SO 2 -R 6 group [A 10' is a hydrogen atom, A 9 ' O-group (A 9 'represents the same meaning as described above, provided that n is not 1), A 9 ' -group (A 9 'represents the same meaning as described above, provided that n is When 0, A 8 ′ is excluded.), R 2 —CO— group (R 2 represents the same meaning as described above), A 2 —CO—R 4 — group (A 2 and R 4 are Represents the same meaning as described above) or A 2 —CO—CH (CH 2 CO—A 2 ) — group (A 2 represents the same meaning as described above), and represents n, R 1 and R 6. Represents the same meaning as described above. ] A 9 ″ R 1 N—SO 2 —N ((O) n R 1 ′) —R 6 — group [A 9 ″ is a hydrogen atom or A 9 ′ -group (A 9 ′ R 1 , n, R 1 ′ and R 6 represent the same meaning as described above. ] Or (b 0 ) —SO 2 —N ((O) n R 1 ′) —R 6 — group [(b 0 ), n, R 1 ′ and R 6 represent the same meaning as described above. ]
It is.
(13) M 0 group: R 1 (R 2 S) C═N—R 6 — group (R 1 , R 2 and R 6 represent the same meaning as described above), R 2 B (R 2B ') C = N-R 6 - group (R 2 and R 6 represent the same meaning, R 2' are identical or different phase and R 2, and R 2, represent the same meaning, B and B ′ are the same or different and represent an oxy group or a thio group.), R 1 R 1 ′ N— (R 2 S) C═N—R 6 —group (R 1 , R 1 ′, R 2 and R 6 represent the same meaning as described above.), R 1 N═C (SR 2 ) —NR 2 ′ —R 6 — group (R 1 , R 2 , R 2 ′ and R 6 are Or R 1 (R 1 ′ O) N—R 6 — group (R 1 , R 1 ′ and R 6 represent the same meaning as described above.)
It is.
(14) N 0 group: (. R 1 may represent the same meanings as the above) A 11 -P (= O) (OR 1 ') -R 4 - - group [A 11 is R 1 radical, R 1 O—R 6 — group (R 1 and R 6 are as defined above) or R 1 OCO—CHR 0 — group (where R 1 and R 0 are as defined above). R 1 ′ and R 4 represent the same meaning as described above. ]
It is.
3. (Y A0 ) In q , Y A0 represents a group of the following X 0 group and Y 0 group, q represents 0 , 1, 2, or 3, and p (p represents the same meaning as described above). .) And q are 3 or less, and when q is 2 or more, Y A0 is the same or different, and when q is 2 or more, two adjacent same or different Y A0 are It forms a Z 0 group group, may be condensed with A0 ring.
(1) X 0 group:
M a -group [M a is an R b -group (R b represents a C1-C10 alkyl group optionally substituted with a halogen atom), halogen atom, nitro group, cyano group, hydroxyl group, R c- B a -R d - the group (R c, represents a substituted C1-C10 may be an alkyl group with a halogen atom, B a represents oxy, thio, sulphinyl group or a sulfonyl group, R d is A single bond or a C1-C10 alkylene group), a HOR d -group (R d is as defined above), a R e -CO-R d -group (R e is a hydrogen atom, or Represents a C1-C10 alkyl group which may be substituted with a halogen atom, R d represents the same meaning as described above), R e —CO—O—R d — group (R e and R d are represents the same meaning), R e O-CO- R d -. group (R e and R d represent the same meaning as above ), HO-CO-CH = CH- group, R e R e 'N- R d - group (R e and R e' are the same or different, R e represents the same meanings as defined, R e ′ represents the same meaning as R e, and R d represents the same meaning as described above.), R e —CO—NR e ′ —R d — group (R e , R e ′ and R d Represents the same meaning as described above), R b O—CO—N (R e ) —R d — group (R b , R e and R d represent the same meaning as described above), R. e R e 'N—CO—R d — group (R e , R e ′ and R d are as defined above), R e R e ′ N—CO—NR e ″ —R d - group (R e, R e 'and R e' 'are the same or different, R e and R e' represents the same meaning as, R e '' are the same meaning as R e R d represents the same meaning as described above. ), R e R e ′ N—C (═NR e ″) —NR e ′ ″ —R d — groups (R e , R e ′, R e ″ and R e ″ ″ are identical) Or, differently, R e , R e ′ and R e ″ have the same meaning as described above, R e ′ ″ has the same meaning as R e, and R d has the same meaning as described above. the represented), R b -SO 2 -NR e -R d -.. group (R b, R e and R d, which represents the same meaning as above), R e R e 'N -SO 2 -R d -group (R e , R e ′ and R d represent the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
(2) Y group 0 :
M b0 -R d -group [M b0 is M c0 -group {M c0 is M d0 -R d ' -group {M d0 is M a -group (M a represents the same meaning as described above) 5-10-membered ring hetero group optionally substituted with 6-10-membered ring aryl group or M a -group (M a represents the same meaning as described above). An aryl group, or a M a -group (M a represents the same meaning as described above), and a 3- to 10-membered hydrocarbon ring or heterocyclic ring that may contain an unsaturated bond may be formed. Group or

Figure 2007308441

(b 0) - group, ((b 0) represent the same meanings as the above.)

Figure 2007308441

(C 0 ) -group ((c 0 ) represents the same meaning as described above),

Figure 2007308441

(D 0 ) -group {d 0 is substituted with a carbonyl group or a thiocarbonyl group, and further, an oxy group, a thio group, an —NR 1 -group (R 1 represents the same meaning as described above), sulfinyl. A 5- to 12-membered hydrocarbon ring which may be substituted with a group or a sulfonyl group. } Or

Figure 2007308441

(E 0 ) -group {e 0 is a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR 1 — group (R 1 is as defined above), a sulfinyl group or a sulfonyl group. It forms an optionally substituted 5-12 membered hydrocarbon ring. Represents}, R d 'are the same or different and R d, it represents the same meaning as R d. }. }, M c0 -B a - group (. M c0 and B a are representing the same meaning), M c0 -CO- group (. M c0 is representative of the same meaning as), M c0 -CO-O- group (M c0 represents the same meaning as described above), M c0 O-CO- group (M c0 represents the same meaning as described above), M c0 R e N- group (M c0 and R e represent the same meaning as described above), M c0 —CO—NR e — group (M c0 and R e represent the same meaning as described above), M c0 O—CO —NR e — group (M c0 and R e represent the same meaning as described above), M c0 R e N—CO— group (M c0 and R e represent the same meaning as described above), M c0 R e N-CO- NR e '- group (M c0, R e and R e'. are representing the same meaning as), M c0 R e N- C (= N e ') -NR e' '- group (M c0, R e, R e' and R e '' represents the same meaning), M c0 -SO 2 -NR e -. group (M c0 And R e represent the same meaning as described above) or a M c0 R e N—SO 2 — group (M c0 and R e represent the same meaning as described above), and R d represents the above Represents the same meaning as ].
(3) Z 0 group: having halogen atom, C1-C10 alkoxy group, C3-C10 alkenyloxy group, C3-C10 alkynyloxy group, carbonyl group, thiocarbonyl group, oxy group, thio group, sulfinyl group or sulfonyl group It may be a 5- to 12-membered hydrocarbon ring or heterocyclic ring, which is an aromatic or non-aromatic monocyclic or condensed ring and a group condensed with the A0 ring. ]
A group represented by
Formula (IIIA0-2)
Figure 2007308441
[Where:
1. K AA0 is a hydrogen atom, a halogen atom, or a (III-AA0) -group
[(III-AA0) has the formula (III-AA0)
Figure 2007308441
[Wherein, AA0 represents an aromatic 5-membered ring or an aromatic 6-membered ring, Y A0 and q represent the same meaning as described above, and when q is 2 or more, two adjacent ones are the same. Alternatively, different Y A0 may be condensed with the AA0 ring by forming a group of Z 0 group. ]
Represents a group represented by ].
2. L AA0 is a hydrogen atom, a C1-C10 alkyl group, a (III-AA0) -group ((III-AA0) represents the same meaning as described above), (III-AA10), AA0) -group ((III-AA0) represents the same meaning as described above) or a C4-C10 alkenyl group which may be substituted, or (III-AA0) -group ((III-AA0) is Represents a C4-C10 alkynyl group which may be substituted with the same meaning as described above, and K AA0 and L AA0 are one or a plurality of M a -groups (M a is the same as or different from the above). May represent a C4-C10 alkenylene group which may be substituted with the same meaning.
3. Q AA0 is
Hydrogen atom or Q A0 -group
[Q A0 is
A hydroxyl group, a (b 0 ) -group ((b 0 ) represents the same meaning as described above),
A 9 -B 6 -B c - groups [A 9 and B 6 represent the same meaning as above, B c is an oxy group or a -N ((O) m R 1 ) - group (m and R 1 Represents the same meaning as described above. However, when A 9 is a hydrogen atom, B c is not a sulfonyl group. ],
An A 7 ″ -SO 2 —B c — group (A 7 ″ and B c represent the same meaning as described above);
A 8 -SO 2 -B c - group, (A 8 and B c represent the same meaning as above, however, A 8 is not a hydrogen atom..)
R 1 R 1 ′ N—SO 2 —B c — group (R 1 , R 1 ′ and B c represent the same meaning as described above),
(B 0) -SO 2 -B c - groups, ((b 0) and B c represent the same meanings as the above.)
A 9 '-B c - group (A 9', and B c represent the same meanings as the above.)
D 5 -R 4 -B c - group, (D 5, R 4 and B c represent the same meanings as the above.)
M c0 -B 3 -B c -group (M c0 , B 3 and B c are as defined above) or M c0 -B c -group (M c0 and B c are as defined above) Represents meaning.)
Represents. ]
It is.
4). W C0 is an oxygen atom or a —NT C0 — group [TC 0 is an A 9 ′ -group (A 9 ′ represents the same meaning as described above), a D 5 -R 4 -group (D 5 and R 4 represents the same meaning as described above.) Or represents an M c0 -group (M c0 represents the same meaning as described above). ]
It is. ]
A group represented by
Formula (IIIA0-3)
Figure 2007308441
Wherein, K AA0 'is a hydrogen atom, C1-C10 alkyl group, or, (III-AA0) - group (. (III-AA0) are representing the same meaning as) represents, L AA0' Represents a hydrogen atom or a C1-C10 alkyl group, and K AA0 ′ and L AA0 ′ are a C3-C10 alkylene group or a plurality of M a -groups (M a is the same as defined above). Represents a C4-C10 alkenylene group which may be substituted with a meaning). U ′ represents a hydrogen atom or a methyl group, and W C0 represents the same meaning as described above. ]
Or a group represented by
Formula (IIIA0-4)
Figure 2007308441
[Wherein, T C0 represents the same meaning as described above, Q B0 represents a hydroxyl group, A 9 -B 6 -O- group (A 9 and B 6 represent the same meaning as described above), A 7 ″ -SO 2 —O— group (A 7 ″ represents the same meaning as described above), A 8 —SO 2 —O— group (A 8 represents the same meaning as described above, provided that , A 8 is not a hydrogen atom.), R 1 R 1 ′ N—SO 2 —O— group (R 1 and R 1 ′ have the same meaning as described above), (b 0 ) —SO 2- O- group ((b 0 ) represents the same meaning as described above), A 9 '-O- group (A 9 ' represents the same meaning as described above), D 5 -R 4 -O- group (D 5 and R 4. representing the same meaning), M c0 -B 3 -O- group (M c0 and B 3 represent the same meanings as the above.) or M c0 -O- group (M c0 is, before Representing a representative.) The same meaning as. ]
Represents a group represented by
II. B0 is
Formula (III-1)
Figure 2007308441
[Where:
(1) Q A0 represents the same meaning as described above.
(2) W A0 represents an oxygen atom or -NT A0 - group [T A0 is a hydrogen atom, A 9 '- group (A 9'. Are representing the same meaning as above), D 5 -R 4 - A group (D 5 and R 4 represent the same meaning as described above) or a M c0 -group (M c0 represents the same meaning as described above). ]
It is.
(3) K A0 represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, L A0 represents a hydrogen atom, a C1-C10 alkyl group or an M b0 -group (M b0 represents the same meaning as described above). K A0 and L A0 are substituted with a C3-C10 alkylene group, or a single or a plurality of M a -groups (M a represents the same meaning as described above). May form a C4-C10 alkenylene group. ]
A group represented by
Formula (III-2)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above, and L B0 represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (III-3)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above, and L C0 represents a C1-C10 alkyl group. ]
A group represented by
Formula (III-4)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above. ]
A group represented by
Formula (III-5)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above, and K B0 represents a cyano group or a UOCO- group (U represents a hydrogen atom or a C1-C10 alkyl group). ]
A group represented by
Formula (III-6)
Figure 2007308441
[Wherein W A0 represents the same meaning as described above, and K C0 and L D0 represent a C3-C10 alkylene group or a single group or a plurality of M a -groups which are the same or different (M a is the same as defined above] Represents a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (III-7)
Figure 2007308441
[In the formula, Q A0 and W A0 represent the same meaning as described above, and KD0 and LE0 represent -V A0 = V A0 '-V A0 ''= V A0 ''' -group {V A0 , V A0 ', V A0' ' and V A0' '' are the same or different, M a - group (. M a is that the represent the same meaning as) methine group optionally substituted by a, or , -N = group, and at least one of V A0 , V A0 ′, V A0 ″ and V A0 ″ ″ represents —N = group. }. ]
A group represented by
Formula (III-8)
Figure 2007308441
[Wherein, T A0 and Q B0 represent the same meaning as described above. ]
A group represented by
Formula (III-9)
Figure 2007308441
[Wherein U and W A0 represent the same meaning as described above. ]
A group represented by
Formula (III-10)
Figure 2007308441
[Wherein, U, W A0 , K D0 and L E0 represent the same meaning as described above. ]
A group represented by
Formula (III-11)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above. ]
A group represented by
Formula (III-12)
Figure 2007308441
[Wherein, T A0 and Q B0 represent the same meaning as described above. ]
A group represented by
Formula (III-13)
Figure 2007308441
[Wherein, T A0 , Q B0 , K D0 and L E0 represent the same meaning as described above. ]
A group represented by
Formula (III-14)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above. ]
A group represented by
Formula (III-15)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above. ]
A group represented by
Formula (III-16)
Figure 2007308441
[Wherein, T A0 represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (III-17)
Figure 2007308441
[Wherein, T A0 , U ′ and K represent the same meaning as described above. ]
Represents a group represented by
III. In φ0-γ0,
φ0 represents an atom or group bonded to σ0, γ0 represents an atom or group bonded to B0,
φ0-γ0 is
Formula (φγ0-1)
-CR = CR'-CO- (φγ0-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (φγ0-2)
= CR IV -CO- -CR I = CR II -CR III (φγ0-2)
(In the formula, R I , R II , R III and CR IV are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group.)
A group represented by
Formula (φγ0-3)
-CR I = CX I -CO- (φγ0-3 )
[Wherein, R I represents the same meaning as described above, and X I represents an R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C ( ═O) — group (R II represents the same meaning as described above). ]
A group represented by
Formula (φγ0-4)
-CR I = CR II -C (= NOR III) - (φγ0-4)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-5)
Figure 2007308441
[Wherein X II represents an oxy group, —NR I — group (R I represents the same meaning as described above) or —N (—COR ″) — group (R ″ represents the same as above. Represents the meaning of). ]
A group represented by
Formula (φγ0-6)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ0-7)
Figure 2007308441
Wherein, X III is oxy, thio, -NR I - group (R I represents the same meaning as.) Or -N (-COR '') - group (R '' is Represents the same meaning as above. ]
A group represented by
Formula (φγ0-8)
Figure 2007308441
Wherein, X IV is -NR I - group (R I, the represent the same meaning as.) Or -N (-COR '') - group (R '' are the same meaning as Represents.) ] Represents the same meaning as described above. ]
A group represented by
Formula (φγ0-9)
-CHR I -CHR II -CO- (φγ0-9)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ0-10)
-CHR I -CHR II -C (= NOR III )-(φγ0-10)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-11)
-CR I = CR II -CHR III - (φγ0-11)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-12)
-CHR I -CR II = CR III- (φγ0-12)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-13)
-CHR I -CHR II -CHR III- (φγ0-13)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-14)
-CHR I -CHR II -Y I- (φγ0-14)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents an oxy group, a thio group, a sulfinyl group, or a sulfonyl group.)
A group represented by
Formula (φγ0-15)
-CO-CR I = CR II - (φγ0-15)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ0-16)
-C (= NOR III) -CR I = CR II - (φγ0-16)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-17)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ0-18)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ0-19)
Figure 2007308441
(Wherein X III represents the same meaning as described above.)
A group represented by
Formula (φγ0-20)
Figure 2007308441
(Wherein X IV represents the same meaning as described above.)
A group represented by
Formula (φγ0-21)
-CO-CHR I -CHR II- (φγ0-21)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ0-22)
-C (= NOR III) -CHR I -CHR II - (φγ0-22)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-23)
-CO-C≡C- (φγ0-23)
A group represented by
Formula (φγ0-24)
-C (= NOR I ) -C≡C- (φγ0-24)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ0-25)
-C (R I ) R II -N = CR III- (φγ0-25)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ0-26)
-NH-N = CR I - ( φγ0-26)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ0-27)
—C (R I ) R II —NH—CO— (φγ0-27)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ0-28)
-NR I -CO-CO- (φγ0-28)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ0-29)
-Y I -C (R I) R II -CO- (φγ0-29)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents the same meaning as described above)
A group represented by
Formula (φγ0-30)
-CO-CH 2 -CO- (φγ0-30)
Represents a group represented by
Formula (φγ0-31)
—C (R I ) R II —CO—NH— (φγ0-31)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ0-32)
-Y II -CO-NH- (φγ0-32)
[Wherein Y II represents an oxy group, a thio group, or a —NR I — group (wherein R I represents the same meaning as described above). ]
A group represented by
Formula (φγ0-33)
—NR ″ —SO 2 —NH— (φγ0-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (φγ0-34)
—C (R I ) R II —NH—SO 2 — (φγ0-34)
(In the formula, R I and R II represent the same meaning as described above.)
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
式(IV)
Figure 2007308441
[式中、
I.σは、
式(IVA-1)

Figure 2007308441
[式中、
1.Aは、芳香族5員環、又は、芳香族6員環を表す。
2.(Xにおいて、Xは、下記のA群からN群までのいずれかの群に含まれる基を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xは、同一又は相異なる。
(1)A群:D−R−基[Dは、(R−(O)−)AN−(O)k’−基{Rは、水素原子、又は、C1-C10アルキル基、又は、ハロゲン原子若しくはR−B−基(Rは、C1-C10アルキル基、C3-C10アルケニル基又はC3-C10アルキニル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)で置換されたC2-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基を表し、kは、0又は1を表し、Aは、R−(CHR−(B−Bm’−基{Rは、水素原子、又は、ハロゲン原子若しくはR−B−基(R及びBは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基を表し、Rは、水素原子、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、mは、0又は1を表し、Bは、単結合、オキシ基、チオ基又は−N((O)’)−基(R’は、Rと同一又は相異なり、Rと同一の意味を表し、nは、0又は1を表す。)を表し、Bは、カルボニル基、チオカルボニル基又はスルホニル基を表し、m’は、0又は1を表し、Bがスルホニル基のとき、mは0となりかつRが水素原子となることはない。}を表し、k’は、0又は1を表す。}を表し、Rは、C1-C10アルキレン基を表す。但し、R’R ’’N−R−基(R’及びR’’は、Rと同一又は相異なり、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)を除く。]、D−R−基[Dは、シアノ基、R’NC(=N−(O)−A)−基(R、R’、n、及びAは、前記と同一の意味を表す。)、AN=C(−OR)−基(A及びRは、前記と同一の意味を表す。)又はNH−CS−基を表し、Rは前記と同一の意味を表す。]、D−R−基{Dは、ニトロ基又はROSO−基(Rは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}又はROSO−基(Rは、前記と同一の意味を表す。)である。
(2)B群:
Figure 2007308441

(a)−基
[(a)において、E及びE’は、C1-C10アルキル基若しくはC1-C10アルコキシ基で置換されてもよいメチレン基、又は、カルボニル基を表す。但し、E及びE’は、同時にカルボニル基となることはない。Eは、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC2-C10アルキレン基、又は、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR’−基(R’は、前記と同一の意味を表す。)で置換されてもよいC3-C10アルケニレン基を表し、Rは、前記と同一の意味を表す。]
である。
(3)C群:ハロゲン原子 、R−B−基(R及びBは、前記と同一の意味を表す。)、D−R−基[Dは、水酸基又はA−O−基(Aは、前記と同一の意味を表す。)を表し、Rは前記と同一の意味を表す。]、D−基[Dは、O=C(R)−基(Rは、前記と同一の意味を表す。)、A−(O)−N=C(R)−基(A、n及びRは、前記と同一の意味を表す。)、R−B−CO−R−(O)−N=C(R)−基{R、R、n及びRは、前記と同一の意味を表し、Bは、オキシ基、チオ基又は−N((O)’)−基(R’及びmは、前記と同一の意味を表す。)を表す。}、D−R−(O)−N=C(R)−基(D、R、n及びRは、前記と同一の意味を表す。)又はRN−N=C(R)−基(R、A及びRは、前記と同一の意味を表す。)を表す。]、RN−O−R−基(R、A及びRは、前記と同一の意味を表す。)、R(A−(O)−)N−基(R、A及びnは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−基(Dは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(4)D群:
Figure 2007308441
(b) −R−基[(b)において、G、G、G及びGは、隣接原子と単結合で結ばれた、メチル基で置換されてもよいメチレン基、又は、隣接原子と二重結合で結ばれた、メチル基で置換されてもよいメチン基を表し、Gは、単結合、又は、二重結合、又は、メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC1-C10アルキレン基、又は、メチル基、オキシ基、チオ基、スルフィニル基、スルホニル基若しくは−NR−基(Rは、前記と同一の意味を表す。)で置換されてもよいC2-C10アルケニレン基を表し、Rは、前記と同一の意味を表す。]、
Figure 2007308441
(c)−R−基
((c)において、J、J及びJは、同一又は相異なり、メチル基で置換されてもよいメチン基、又は、窒素原子を表し、Rは、前記と同一の意味を表す。)、ハロゲン原子、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)又はD−R−基(D及びRは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基
である。
(5)E群:A−CO−R−基
である。但し、Aが水酸基のとき、Rがビニレン基ではない。
[Aは、
(i)A−B−基
{Aは、水素原子、又は、C1-C10アルキル基、又は、C2-C10ハロアルキル基、又は、ハロゲン原子で置換されてもよいC2-C10アルケニル基、又は、ハロゲン原子で置換されてもよいC3-C10アルキニル基、又は、R−(R−基(Rは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよい、フェニル基、ピリジル基、フリル基若しくはチエニル基を表し、R及びmは前記と同一の意味を表す。)、又は、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)若しくはA−SO−R−基{Aは、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)又はR’N−基(R及びR’は、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。}で置換されたC1-C10アルキル基を表し、
は、オキシ基、チオ基又は−N((O))−基(R及びmは、前記と同一の意味を表す。)を表す。但し、Bがチオ基のとき、Aが水素原子ではない。}、
(ii)R−B−CO−R−B’−基(R、B及びRは、前記と同一の意味を表し、B’は、Bと同一又は相異なり、Bと同一の意味を表す。但し、Bがチオ基のとき、Rが水素原子ではない。)又はD−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
(iii)R−SO−NR−基(Rは、前記と同一の意味を表す。但し、水素原子を除く。Rは、前記と同一の意味を表す。)、
(iv)(b)−基((b)は、前記と同一の意味を表す。)、
(v)(c)−基((c)は、前記と同一の意味を表す。)又は
(vi)RN−NR’−基(R、A及びR’は、前記と同一の意味を表す。)を表し、Rは、ハロゲン原子で置換されてもよいC2-C10アルケニレン基、又は、C2-C10アルキニレン基を表す。]
(6)F群:A−B−R−基[Aは、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−SO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、又は、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC1-C10アルキル基を表し、Bは、B−基(Bは、前記と同一の意味を表す。)又は−NA−基(Aは、前記と同一の意味を表す。)を表し、Rは、単結合又はC1-C10アルキレン基を表す。]
である。
(7)G群:A−B−R−基
[Aは、(a)−R−基((a)及びRは、前記と同一の意味を表す。)、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基、又は、ハロゲン原子、R−B−基(R及びBは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはA−CO−基(Aは、前記と同一の意味を表す。)で置換されたC2-C10アルキニル基、又は、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルケニル基、又は、D−基(Dは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。)若しくはD−基(Dは、前記と同一の意味を表す。)で置換されたC3-C10アルキニル基を表し、B及びRは、前記と同一の意味を表す。]
である。
(8)H群:
−N(−(O)−A)−R−基(D、n、A及びRは、前記と同一の意味を表す。)、D−基(Dは、前記と同一の意味を表す。但し、シアノ基を除く。)、R(R’(O))N−CR’’=N−R−基(R、R’、n及びRは、前記と同一の意味を表し、R’’は、Rと同一又は相異なり、Rと同一の意味を表す。)、R−(O)−N=CR’−NR−R−基(R、n、R’、R及びRは、前記と同一の意味を表す。)、R−B−NR−CO−NR’−R−基(R、B、R、R’及びRは、前記と同一の意味を表す。)、D−CO−NR−R−基(D、R及びRは、前記と同一の意味を表す。)又はA−COCO−NR−R−基(A、R及びRは、前記と同一の意味を表す。)
である。
(9)I群:
−B−N((O))−R−基[Aは、ハロゲン原子で置換されてもよいC2-C10アルケニル基、C2-C10アルキニル基、C3-C10ハロアルキニル基、R−B−R−基(R、B及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、(b)−R−基((b)及びRは、前記と同一の意味を表す。)、(c)−R−基((c)及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、A−SO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、Bは、カルボニル基又はチオカルボニル基を表し、n、R及びRは、前記と同一の意味を表す。]、A−CS−N((O))−R−基[Aは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、n、R及びRは、前記と同一の意味を表す。]、
’−B’−B−N((O))−R−基[A’は、ハロゲン原子で置換されてもよいC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R及びBは、前記と同一の意味を表し、R’は、C2-C10アルキレン基を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、B’は、オキシ基、チオ基又は−N((O)n’’)−基(n’は、nと同一又は相異なり、nと同一の意味を表し、R’は、前記と同一の意味を表す。)を表し、B、n、R及びRは、前記と同一の意味を表す。]、A’−B’−CS−N((O))−R−基[A’は、C1-C10アルキル基又はC2-C10ハロアルキル基を表し、B’は、前記と同一の意味を表し、n、R及びRは、前記と同一の意味を表す。]、A’−S−B’−N((O))−R−基[A’、n、R及びRは、前記と同一の意味を表し、B’は、カルボニル基又はスルホニル基を表す。]又はA’’−SO−N((O))−R−基[A’’は、C2-C10アルケニル基、ハロゲン原子で置換されたC3-C10アルケニル基、ハロゲン原子で置換されてもよいC3-C10アルキニル基、R−B−R’−基(R、B及びR’は、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、D−R’−基(D及びR’は、前記と同一の意味を表す。)、(b)−R’−基((b)及びR’は、前記と同一の意味を表す。)、(c)−R’−基((c)及びR’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)、NO−R−基(Rは、前記と同一の意味を表す。)又はA−CO−R−基(A及びRは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(10)J群:A−CO−基(Aは、前記と同一の意味を表す。)、又は、A−CS−基(Aは、A又はAを表す。)、又は、A’(O)N=C(A)−基(A’は、A’又はA’を表し、m及びAは、前記と同一の意味を表す。)、又は、D−CO−基(Dは、前記と同一の意味を表す。)、又は、A−COCO−基(Aは、前記と同一の意味を表す。)、又は、A−CO−B’−R−基(A及びRは、前記と同一の意味を表し、B’は、オキシ基又はチオ基を表す。但し、B’がオキシ基のとき、Aは、Aではない。)、又は、A−CS−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。)、又は、A’’−SO−B’−R−基(A’’、B’及びRは、は、前記と同一の意味を表す。)、又は、A−SO−B’−R−基(A、B’及びRは、は、前記と同一の意味を表す。但し、Aは、水素原子となることはない。)、又は、A’−B’−B−B’−R−基(A’、B’、B、B’及びRは、は、前記と同一の意味を表す。)、又は、(b)−基((b)は、前記と同一の意味を表す。)若しくは(c)−基((c)は、前記と同一の意味を表す。)で置換されたC2-C10アルケニル基
である。
(11)K群:A10−N((O))−CO−R−基[A10は、水素原子(但し、nは0ではない。)、A’’−SO−基(A’’は、前記と同一の意味を表す。)、A−SO−基(Aは、前記と同一の意味を表す。但し、Aは、水素原子とはならない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、ROCH−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]
である。
(12)L群:A10’−N((O))−SO−R−基[A10’は、水素原子(但し、nは0ではない。)、A’O−基(A’は、前記と同一の意味を表す。但し、nは1ではない。)、A’−基(A’は、前記と同一の意味を表す。但し、nが0のとき、A’を除く。)、R−CO−基(Rは、前記と同一の意味を表す。)、A−CO−R−基(A及びRは、前記と同一の意味を表す。)又はA−CO−CH(CHCO−A)−基(Aは、前記と同一の意味を表す。)を表し、n、R及びRは、前記と同一の意味を表す。]、A’’RN−SO−N((O)’)−R−基[A’’は、水素原子又はA’−基(A’は、前記と同一の意味を表す。)を表し、R、n、R’及びRは、前記と同一の意味を表す。]又は(b)−SO−N((O)’)−R−基[(b)、n、R’及びRは、前記と同一の意味を表す。]
である。
(13)M群:R(RS)C=N−R−基(R、R及びRは、前記と同一の意味を表す。)、RB(R’B’)C=N−R−基(R及びRは、前記と同一の意味を表し、R’は、Rと同一又は相異なり、Rと、同一の意味を表し、B及びB’は、同一又は相異なり、オキシ基又はチオ基を表す。)、R’N−(RS)C=N−R−基(R、R’、R及びRは、前記と同一の意味を表す。)、RN=C(SR)−NR’−R−基(R、R、R’及びRは、前記と同一の意味を表す。)又はR(R’O)N−R−基(R、R’及びRは、前記と同一の意味を表す。)
である。
(14)N群:A11−P(=O)(OR’)−R−基[A11は、R−基(Rは、前記と同一の意味を表す。)、RO−R−基(R及びRは、前記と同一の意味を表す。)又はROCO−CHR−基(R及びRは、前記と同一の意味を表す。)を表し、R’及びRは、前記と同一の意味を表す。]
である。
3.(Yにおいて、Yは、下記のX群又はY群の基を表し、qは、0、1、2又は3を表し、p(pは、前記と同一の意味を表す。)とqとの和は3以下であり、qが2以上のとき、Yは、同一又は相異なり、qが2以上のとき、隣接している2個の同一又は相異なるYは、Z群の基をなして、A環と縮環してもよい。
(1)X群:M−基[Mは、R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表す。)、ハロゲン原子、ニトロ基、シアノ基、R−B−R−基(Rは、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Bは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表し、Rは、単結合又はC1-C10アルキレン基を表す。)、HO−R−基(Rは、前記と同一の意味を表す。)、R−CO−R−基(Rは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、Rは、前記と同一の意味を表す。)、R−CO−O−R−基(R及びRは、前記と同一の意味を表す。)、RO−CO−R−基(R及びRは、前記と同一の意味を表す。)、HO−CO−CH=CH−基、R’N−R−基(R及びR’は、同一又は相異なり、Rは、前記と同一の意味を表し、R’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−CO−NR’−R−基(R、R’及びRは、前記と同一の意味を表す。)、RO−CO−N(R)−R−基(R、R 及びRは、前記と同一の意味を表す。)、R’N−CO−R−基(R、R’及びRは、前記と同一の意味を表す。)、R’N−CO−NR’’−R−基(R、R’及びR’’は、同一又は相異なり、R及びR’は、前記と同一の意味を表し、R’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R’N−C(=NR’’)−NR’’’−R−基(R、R’、R’’及びR’’’は、同一又は相異なり、R、R’及びR’’は、前記と同一の意味を表し、R’’’は、Rと同一の意味を表し、Rは、前記と同一の意味を表す。)、R−SO−NR−R−基(R、R及びRは、前記と同一の意味を表す。)、R’N−SO−R−基(R、R’及びRは、前記と同一の意味を表す。)、C2-C10アルケニル基又はC2-C10アルキニル基を表す。]である。
(2)Y群:M−R−基[Mは、M−基{Mは、M−R’−基{Mは、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいフェニル基、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいピリジル基、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいナフチル基、(b)−基((b)は、前記と同一の意味を表す。)、(c)−基((c)は、前記と同一の意味を表す。)、
Figure 2007308441

(d)−基(lは、2、3又は4であり、Bは、オキシ基又はチオ基を表す。)又は

Figure 2007308441
(e)−基(l及びBは、前記と同一の意味を表す。)を表し、R’は、Rと同一又は相異なり、Rと同一の意味を表す。}を表す。}、M−B−基(M及びBは、前記と同一の意味を表す。)、M−CO−基(Mは、前記と同一の意味を表す。)、M−CO−O−基(Mは、前記と同一の意味を表す。)、MO−CO−基(Mは、前記と同一の意味を表す。)、MN−基(M及びRは、前記と同一の意味を表す。)、M−CO−NR−基(M及びRは、前記と同一の意味を表す。)、MO−CO−NR−基(M及びRは、前記と同一の意味を表す。)、MN−CO−基(M及びRは、前記と同一の意味を表す。)、MN−CO−NR’−基(M、R及びR’は、前記と同一の意味を表す。)、MN−C(=NR’)−NR’’−基(M、R、R’及びR’’は、前記と同一の意味を表す。)、M−SO−NR−基(M及びRは、前記と同一の意味を表す。)又はMN−SO−基(M及びRは、前記と同一の意味を表す。)を表し、Rは、前記と同一の意味を表す。]である。
(3)Z群:−Y’’=C(Y)−Y’−基(Yは、水素原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基、又は、C1-C10アルコキシ基を表し、Y’は、オキシ基、又は、チオ基、又は、C1-C10アルキル基で置換されてもよいイミノ基を表し、Y’’は、−N=基又はメチン基を表す。)、C3-C10アルキレン基又は−Y=Y’−Y’’=Y’’’−基[Y、Y’、Y’’及びY’’’は、同一又は相異なり、Ma−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表す。]
で示される基、
式(IVA-2)
Figure 2007308441
[式中、
1.KAAは、水素原子、ハロゲン原子、又は、(IV-AA)−基
[(IV-AA)は、式(IV-AA)
Figure 2007308441
[式中、AAは、芳香族5員環又は芳香族6員環を表し、Y及びqは、前記と同一の意味を表し、qが2以上のとき、隣接している2個の同一又は相異なるYは、Z群の基をなしてAA環と縮環してもよい。]
で示される基を表す。]を表す。
2.LAAは、水素原子、C1-C10アルキル基、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(IV-AA)−基((IV-AA)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KAAとLAAとは、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.QAAは、
水素原子、又は、Q−基
[Qは、
水酸基、(b)−基((b)は、前記と同一の意味を表す。)、
−B−B−基[A及びBは、前記と同一の意味を表し、Bは、オキシ基又は−N((O))−基(m及びRは、前記と同一の意味を表す。)を表す。但し、Aが水素原子のとき、Bは、スルホニル基ではない。]、
’’−SO−B−基(A’’及びBは、前記と同一の意味を表す。)、
−SO−B−基(A及びBは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、
’N−SO−B−基(R、R’及びBは、前記と同一の意味を表す。)、
(b)−SO−B−基((b)及びBは、前記と同一の意味を表す。)、
’−B−基(A’及びBは、前記と同一の意味を表す。)、
−R−B−基(D、R及びBは、前記と同一の意味を表す。)、
−B−B−基(M、B及びBは、前記と同一の意味を表す。)又は
−B−基(M及びBは、前記と同一の意味を表す。)
を表す。]
である。
4.Wは、酸素原子又は
−NT−基[Tは、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はM−基(Mは、前記と同一の意味を表す。)を表す。]
である。]
で示される基、
式(IVA-3)
Figure 2007308441
[式中、KAA’は、水素原子、C1-C10アルキル基、又は、(III-AA)−基((III-AA)は、前記と同一の意味を表す。)を表し、LAA’は、水素原子又はC1-C10アルキル基を表し、KAA’とLAA’とは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wは、前記と同一の意味を表す。]
で示される基、又は、
式(IVA-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Qは、水酸基、A−B−O−基(A及びBは、前記と同一の意味を表す。)、A’’−SO−O−基(A’’は、前記と同一の意味を表す。)、A−SO−O−基(Aは、前記と同一の意味を表す。但し、Aは水素原子とはならない。)、R’N−SO−O−基(R及びR’は、前記と同一の意味を表す。)、(b)−SO−O−基((b)は、前記と同一の意味を表す。)、A’−O−基(A’は、前記と同一の意味を表す。)、D−R−O−基(D及びRは、前記と同一の意味を表す。)、M−B−O−基(M及びBは、前記と同一の意味を表す。)又はM−O−基(Mは、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.Bは、
式(IV-1)
Figure 2007308441
[式中、
(1)Qは、前記と同一の意味を表す。
(2)Wは、酸素原子又は
−NT−基[Tは、水素原子、A’−基(A’は、前記と同一の意味を表す。)、D−R−基(D及びRは、前記と同一の意味を表す。)又はM−基(Mは、前記と同一の意味を表す。)を表す。]
である。
(3)Kは、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、Lは、水素原子、C1-C10アルキル基又はM−基(Mは、前記と同一の意味を表す。)を表し、KとLとは、C3-C10アルキレン基、又は、単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなすことがある。]
で示される基、
式(IV-2)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは水酸基又はメチル基を表す。]
で示される基、
式(IV-3)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは、C1-C10アルキル基を表す。]
で示される基、
式(IV-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-5)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(IV-6)
Figure 2007308441
[式中、Wは、前記と同一の意味を表し、KとLとは、C3-C10アルキレン基又は単数又は同一又は相異なる複数のM−基(Mは、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニレン基をなす。]
で示される基、
式(IV-7)
Figure 2007308441
[式中、Q及びWは、前記と同一の意味を表し、KとLとは、−V=V’−V’’=V’’’−基{V、V’、V’’及びV’’’は、同一又は相異なり、M−基(Mは、前記と同一の意味を表す。)で置換されてもよいメチン基、又は、−N=基を表し、V、V’、V’’及びV’’’のうち少なくとも一つは−N=基を表す。}をなす。]
で示される基、
式(IV-8)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(IV-9)
Figure 2007308441
[式中、U及びWは、前記と同一の意味を表す。]
で示される基、
式(IV-10)
Figure 2007308441
[式中、U、W、K及びLは、前記と同一の意味を表す。]
で示される基、
式(IV-11)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-12)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(IV-13)
Figure 2007308441
[式中、T、Q、K及びLは、前記と同一の意味を表す。]
で示される基、
式(IV-14)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-15)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(IV-16)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(IV-17)
Figure 2007308441
[式中、T、U’及びKは、前記と同一の意味を表す。]
で示される基を表す。
III.φ−γにおいて、
φはσに結合する原子又は基を表し、γは、Bに結合する原子又は基を表し、
φ−γは、
式(φγ-1)
−CR=CR’−CO− (φγ-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(φγ-2)
−CR=CRII−CRIII=CRIV−CO− (φγ-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(φγ-3)
−CR=CX−CO− (φγ-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-4)
−CR=CRII−C(=NORIII)− (φγ-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(φγ-9)
−CHR−CHRII−CO− (φγ-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-10)
−CHR−CHRII−C(=NORIII)− (φγ-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-11)
−CR=CRII−CHRIII− (φγ-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-12)
−CHR−CRII=CRIII− (φγ-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-13)
−CHR−CHRII−CHRIII− (φγ-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-14)
−CHR−CHRII−Y− (φγ-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(φγ-15)
−CO−CR=CRII− (φγ-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-16)
−C(=NORIII)−CR=CRII− (φγ-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(φγ-21)
−CO−CHR−CHRII− (φγ-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-22)
−C(=NORIII)−CHR−CHRII− (φγ-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-23)
−CO−C≡C− (φγ-23)
で示される基、
式(φγ-24)
−C(=NOR)−C≡C− (φγ-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-25)
−C(R)RII−N=CRIII− (φγ-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-26)
−NH−N=CR− (φγ-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-27)
−C(R)RII−NH−CO− (φγ-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-28)
−NR−CO−CO− (φγ-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(φγ-29)
−Y−C(R)RII−CO− (φγ-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(φγ-30)
−CO−CH−CO− (φγ-30)
で示される基を表す。
式(φγ-31)
−C(R)RII−CO−NH− (φγ-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(φγ-32)
−YII−CO−NH− (φγ-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(φγ-33)
−NR’’−SO−NH− (φγ-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(φγ-34)
−C(R)RII−NH−SO− (φγ-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
Formula (IV)
Figure 2007308441
[Where:
I. σ is
Formula (IVA-1)

Figure 2007308441
[Where:
1. A represents an aromatic 5-membered ring or an aromatic 6-membered ring.
2. (X A ) In p , X A represents a group included in any of the following groups A to N, p represents 0, 1, 2, or 3, and when p is 2 or more , X A are the same or different.
(1) Group A: D 1 -R 4 -group [D 1 is (R 1- (O) k- ) A 1 N- (O) k ' -group {R 1 is a hydrogen atom or C 1 -C10 alkyl group, or a halogen atom or R 2 -B 1 -group (R 2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, B 1 represents an oxy group, thio group, Represents a C2-C10 alkyl group, a C3-C10 alkenyl group, or a C3-C10 alkynyl group substituted with a group, sulfinyl group or sulfonyl group), k represents 0 or 1, and A 1 R 3 — (CHR 0 ) m — (B 2 —B 3 ) m ′ — group {R 3 is a hydrogen atom, a halogen atom or an R 2 —B 1 — group (R 2 and B 1 are Represents a C1-C10 alkyl group, or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, which may be substituted with the same meaning as above. 0 represents a hydrogen atom, C1-C10 alkyl or C2-C10 haloalkyl group, m represents 0 or 1, B 2 represents a single bond, oxy group, thio group, or -N ((O) n R 1. ') - group (R 1' are identical or different phase and R 1, it represents the same meaning as R 1, n denotes the representative) 0 or 1, B 3 represents a carbonyl group, a thiocarbonyl Represents a group or a sulfonyl group, m ′ represents 0 or 1, and when B 3 is a sulfonyl group, m is 0 and R 3 is not a hydrogen atom. }, And k ′ represents 0 or 1. }, And R 4 represents a C1-C10 alkylene group. However, R 0 'R 0'' N-R 4 - group (R 0' and R 0 '' is different from R 0 and same or different, represent the same meaning as R 0, R 4 is the same Represents the meaning of. ], D 2 -R 4 - group [D 2 is a cyano group, R 1 R 1 'NC ( = N- (O) n -A 1) - group (R 1, R 1', n, and A 1 Represents the same meaning as described above.), Represents an A 1 N═C (—OR 2 ) — group (A 1 and R 2 represent the same meaning as described above) or an NH 2 —CS— group. , R 4 represents the same meaning as described above. ], D 3 -R 4 -group {D 3 represents a nitro group or R 1 OSO 2 -group (R 1 represents the same meaning as described above), and R 4 represents the same meaning as described above. To express. } Or R 1 OSO 2 — group (R 1 represents the same meaning as described above).
(2) Group B:
Figure 2007308441

(A) -Group [In (a), E 1 and E 1 ′ represent a methylene group which may be substituted with a C1-C10 alkyl group or a C1-C10 alkoxy group, or a carbonyl group. However, E 1 and E 1 ′ are not simultaneously carbonyl groups. E 2 is oxy, thio, sulfinyl group, a sulfonyl group or a -NR 1 '- group (R 1'. Is that the represent the same meaning as) that is substituted may be C2-C10 alkylene group, or , oxy, thio, sulfinyl group, a sulfonyl group or a -NR 1 '- group (R 1'. is representative of the same meaning as) represents may be substituted with C3-C10 alkenylene group, R 1 Represents the same meaning as described above. ]
It is.
(3) Group C: halogen atom, R 2 —B 1 — group (R 2 and B 1 are as defined above), D 4 —R 4 — group [D 4 is a hydroxyl group or A 1 —O— represents a group (A 1 represents the same meaning as described above), and R 4 represents the same meaning as described above. ], D 5 - group [D 5 is, O = C (R 3) - group (R 3 represents the same meaning as above.), A 1 - (O ) n -N = C (R 3) A group (A 1 , n and R 3 are as defined above), R 1 —B 0 —CO—R 4 — (O) n —N═C (R 3 ) — group {R 1 , R 4 , n and R 3 represent the same meaning as described above, and B 0 represents an oxy group, a thio group, or a —N ((O) m R 1 ′)-group (R 1 ′ and m Represents the same meaning as }, D 2 —R 4 — (O) n —N═C (R 3 ) — group (D 2 , R 4 , n and R 3 represent the same meaning as described above) or R 1 A 1 N —N═C (R 3 ) — group (wherein R 1 , A 1 and R 3 represent the same meaning as described above). ], R 1 A 1 N—O—R 4 — group (R 1 , A 1 and R 4 represent the same meaning as described above), R 1 (A 1- (O) n —) N— group (R 1 , A 1 and n represent the same meaning as described above), D 2 -group (D 2 represents the same meaning as described above) or D 3 -group (D 3 represents the same as above. C2-C10 alkenyl group substituted with the same meaning.
(4) Group D:
Figure 2007308441
(b) -R 4 -group [In (b), G 1 , G 2 , G 4 and G 5 are methylene groups bonded to adjacent atoms by a single bond, which may be substituted with methyl groups, or Represents a methine group which may be substituted with a methyl group connected to a neighboring atom by a double bond, and G 3 represents a single bond, a double bond, or a methyl group, an oxy group, a thio group, a sulfinyl group , A sulfonyl group or a —NR 1 — group (R 1 represents the same meaning as described above), or a C1-C10 alkylene group, or a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group Represents a C2-C10 alkenylene group which may be substituted with a group or a —NR 1 — group (R 1 represents the same meaning as described above), and R 4 represents the same meaning as described above. ],
Figure 2007308441
(C) -R 4 -group (in (c), J 1 , J 2 and J 3 are the same or different and represent a methine group which may be substituted with a methyl group or a nitrogen atom, and R 4 represents Represents the same meaning as described above), a halogen atom, an R 2 —B 1 —R 4 — group (wherein R 2 , B 1 and R 4 represent the same meaning as described above), D 4 —R 4. A group (D 4 and R 4 have the same meaning as described above), a D 5 group (D 5 has the same meaning as described above), a D 1 -R 4 -group (D 1 and R 4 represents the same meaning as described above), D 2 -group (D 2 represents the same meaning as described above) or D 3 -R 4 -group (D 3 and R 4 represent C2-C10 alkynyl group substituted with the same meaning.
(5) Group E: A 2 —CO—R 5 — group. However, when A 2 is a hydroxyl group, R 5 is not a vinylene group.
[A 2 is,
(i) A 3 -B 4 -group {A 3 is a hydrogen atom, a C1-C10 alkyl group, a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, Or a C3-C10 alkynyl group optionally substituted with a halogen atom, or R a- (R 4 ) m -group (R a is a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group; Represents a phenyl group, a pyridyl group, a furyl group or a thienyl group which may be substituted with R 4 and m have the same meaning as described above.) Or (b) -R 4 -group ((b) And R 4 represent the same meaning as described above.), (C) -R 4 — group ((c) and R 4 represent the same meaning as described above), R 2 —B 1 —R 4. - group (R 2, B 1 and R 4 represent the same meanings.), D 4 -R 4 - group (D 4 and R 4 Represents the same meaning), D 5 -. Group (D 5 represents the same meaning), D 1 -R 4 -. Group (D 1 and R 4 are the same meaning the represented), D 2 -. group (D 2 represents the same meaning), D 3 -R 4 -. . group (D 3 and R 4 represent the same meanings as the above) or a 4 -SO 2 -R 4 - group {a 4 are (b) - group, (c) ((b) represents the same meanings.) - group ((c), the same Or R 1 R 1 ′ N-group (R 1 and R 1 ′ represent the same meaning as described above), and R 4 represents the same meaning as described above. } Represents a C1-C10 alkyl group substituted with
B 4 represents an oxy group, a thio group, or a —N ((O) m R 1 ) — group (where R 1 and m represent the same meaning as described above). However, when B 4 is a thio group, A 3 is not a hydrogen atom. },
(ii) R 1 —B 4 —CO—R 4 —B 4 ′ — group (R 1 , B 4 and R 4 have the same meaning as described above, and B 4 ′ is the same as or different from B 4. represents B 4 same meaning as the proviso that when B 4 is a thio group, R 2 is not hydrogen atom) or D 2 -R 4 -B 4 -. . group (D 2, R 4 and B 4 is Represents the same meaning as described above).
(iii) R 2 —SO 2 —NR 1 — group (R 2 represents the same meaning as described above, except for a hydrogen atom; R 1 represents the same meaning as described above),
(iv) (b) -group ((b) represents the same meaning as described above),
(v) (c) -group ((c) represents the same meaning as described above) or
(vi) R 1 A 1 N—NR 1 ′ -group (R 1 , A 1 and R 1 ′ have the same meaning as described above), and R 5 may be substituted with a halogen atom. A C2-C10 alkenylene group or a C2-C10 alkynylene group is represented. ]
(6) F Group: A 5 -B 5 -R 6 - group [A 5 is D 4 - group (. D 4 may represent the same meaning as described above), D 1 - group (D 1, the represents the same meaning as), D 3 -. group (D 3, the representative of the same meaning as) or a 4 -SO 2 -. group (a 4 is a representative) the same meaning as above. A substituted C2-C10 alkyl group, or an R 2 —B 1 — group (R 2 and B 1 are as defined above), a D 2 — group (D 2 is as defined above); ), D 5 -group (D 5 represents the same meaning as described above) or A 2 —CO— group (A 2 represents the same meaning as described above) substituted with C 1-. Represents a C10 alkyl group, and B 5 represents a B 1 -group (B 1 represents the same meaning as described above) or a -NA 1 -group (A 1 represents the same meaning as described above). , R 6 is a single It represents a case or C1-C10 alkylene group. ]
It is.
(7) G Group: A 6 -B 5 -R 6 - group [A 6 are (a) -R 4 - group (. (A) and R 4 represents the same meaning as above), or, C2-C10 alkenyl group, C2-C10 alkynyl group, halogen atom, R 2 -B 1 -group (R 2 and B 1 are as defined above), D 5 -group (D 5 represents the same meaning as described above), D 2 -group (D 2 represents the same meaning as described above) or A 2 -CO- group (A 2 represents the same meaning as described above). ) -Substituted C2-C10 alkenyl group, or a halogen atom, an R 2 -B 1 -group (R 2 and B 1 have the same meaning as described above), a D 5 -group (D 5 is , D 2 -group (D 2 represents the same meaning as described above) or A 2 —CO— group (A 2 represents the same meaning as described above). A C2-C10 alkynyl group substituted with or (b) -group ((b) represents the same meaning as described above), (c) -group ((c) represents the same meaning as described above. represented), D 4 -. group (D 4, the representative of the same meaning as), D 1 -. group (D 1, the representative of the same meaning as) or D 3 -. group (D 3 is , C3-C10 alkenyl group substituted with representing) the same meaning as above, or, D 4 -. group (D 4 represents the same meaning as above), D 1 -. group (D 1 is . the represents the same meaning as) or D 3 -. group (D 3 represents a C3-C10 alkynyl group substituted with representing) the same meaning as above, B 5 and R 6 are the same Represents the meaning of ]
It is.
(8) Group H:
D 2 —N (— (O) n —A 1 ) —R 6 — group (D 2 , n, A 1 and R 6 are as defined above), D 2 — group (D 2 is Represents the same meaning as described above, except for a cyano group.), R 1 (R 1 ′ (O) n ) N—CR 1 ″ = N—R 6 — group (R 1 , R 1 ′, n and R 6 represent the same meanings, R 1 '' are the same or different phase and R 1, represents the same meaning as R 1), R 1 -. (O) n -N = CR 1 '-NR 2 -R 6 - group (R 1, n, R 1 '., R 2 and R 6 represent the same meaning as described above), R 2 -B 3 -NR 1 -CO-NR 1 '-R 6 -group (R 2 , B 3 , R 1 , R 1 ' and R 6 represent the same meaning as described above), D 2 -CO-NR 1 -R 6 -group (D 2 , R 1 and R 6 represent the same meanings as the above. Or A 2 -COCO-NR 1 -R 6 - group (A 2, R 1 and R 6 represent the same meanings as the above.)
It is.
(9) Group I:
A 7 -B 6 -N ((O ) n R 1) -R 6 - group [A 7 is optionally substituted C2-C10 alkenyl group with a halogen atom, C2-C10 alkynyl group, C3-C10 haloalkynyl A group, R 2 -B 1 -R 4 -group (R 2 , B 1 and R 4 are as defined above), D 4 -R 4 -group (D 4 and R 4 are represents the same meaning), D 5 -R 4 -. group (D 5 and R 4 represents the same meaning), D 1 -R 4 -. group (D 1 and R 4, the a Represents the same meaning.), (B) -R 4 -group ((b) and R 4 represent the same meaning as described above), (c) -R 4 -group ((c) and R 4 Represents the same meaning as described above), D 2 -R 4 -group (D 2 and R 4 represent the same meaning as described above), D 3 -R 4 -group (D 3 and R 4 Means the same as above Be), A 4 -SO 2 -R 4 -. Group (A 4 and R 4 represents the same meaning) or A 2 -CO-R 4 -. Group (A 2 and R 4 are the And B 6 represents a carbonyl group or a thiocarbonyl group, and n, R 1 and R 6 represent the same meaning as described above. ], A 8 -CS-N ( (O) n R 1) -R 6 - group [A 8 is a hydrogen atom, or represents a optionally substituted C1-C10 alkyl group with a halogen atom, n, R 1 and R 6 represent the same meaning as described above. ],
A 7 '-B 2' -B 3 -N ((O) n R 1) -R 6 - group [A 7 'is optionally substituted C3-C10 alkenyl group with a halogen atom, is substituted with a halogen atom and it may be C3-C10 alkynyl group, R 2 -B 1 -R 4 ' - group (R 2 and B 1 represent the same meaning as, R 4' represents a C2-C10 alkylene group.) , D 4 -R 4 '- group (D 4 and R 4' represents the same meaning as.), D 1 -R 4 ' - group (D 1 and R 4', wherein the same meaning ), (B) -R 4 '-group ((b) and R 4 ' represent the same meaning as described above), (c) -R 4 '-group ((c) and R 4 'Represents the same meaning as described above), D 2 -R 4 -group (D 2 and R 4 represent the same meaning as described above), D 3 -R 4 ' -group (D 3 and R 4 'represents the same meaning as above.) The A 2 -CO-R 4 - group (. A 2 and R 4 represent the same meanings as the above) it represents, B 2 'is an oxy group, thio group, or -N ((O) n' R 1 ′)-group (where n ′ is the same as or different from n and represents the same meaning as n, and R 1 ′ represents the same meaning as described above), B 3 , n, R 1 and R 6 represents the same meaning as described above. ], A 8 '-B 2' -CS-N ((O) n R 1) -R 6 - group [A 8 'represents a C1-C10 alkyl or C2-C10 haloalkyl group, B 2' is , And the same meaning as described above, and n, R 1 and R 6 represent the same meaning as described above. ], A 8 '-S-B 3' -N ((O) n R 1) -R 6 - group [A 8 ', n, R 1 and R 6 represent the same meanings as above, B 3 'Represents a carbonyl group or a sulfonyl group. ] Or A 7 '' -SO 2 -N ( (O) n R 1) -R 6 - group [A 7 '' is, C2-C10 alkenyl group, C3-C10 alkenyl group substituted with a halogen atom, a halogen optionally substituted C3-C10 alkynyl group atom, R 2 -B 1 -R 4 ' - group (R 2, B 1 and R 4'. is representing the same meaning as above), D 4 -R 4 '- group (D 4 and R 4' represents the same meaning.), D 5 -R 4 - group (. D 5 and R 4 represent the same meaning as described above), D 1 -R 4 '-group (D 1 and R 4 ' are as defined above), (b) -R 4 '-group ((b) and R 4 ' are as defined above) ), (C) -R 4 '-group ((c) and R 4 ' represent the same meaning as described above), D 2 -R 4 -group (D 2 and R 4 are as defined above. represents the same meaning.), NO 2 -R - group (R 4, the representative of the same meaning as.) Or A 2 -CO-R 4 - group (. A 2 and R 4 represent the same meanings as the above) represents, n, R 1 And R 6 represent the same meaning as described above. ]
It is.
(10) Group J: A 7 -CO— group (A 7 represents the same meaning as described above), or A 9 -CS- group (A 9 represents A 7 or A 8 ), Or A 9 ′ (O) m N═C (A 9 ) — group (A 9 ′ represents A 7 ′ or A 8 ′, and m and A 9 represent the same meaning as described above), Or D 2 —CO— group (D 2 represents the same meaning as described above), A 2 —COCO— group (A 2 represents the same meaning as described above), or A 9. -CO-B 1 '-R 6 -group (A 9 and R 6 represent the same meaning as described above, B 1 ' represents an oxy group or a thio group, provided that B 1 'is an oxy group. , A 9 is not A 8 ), or A 9 -CS-B 1 ′ -R 6 -group (A 9 , B 1 ′ and R 6 represent the same meaning as described above). or, A 7 '' -SO 2 -B 1 ' R 6 - group (A 7 '', B 1 ' and R 6 represent the same meanings as the above.), Or, A 8 -SO 2 -B 1' -R 6 - group (A 8, B 1 ′ and R 6 represent the same meaning as described above, provided that A 8 cannot be a hydrogen atom.) Or A 9 ′ -B 2 ′ -B 3 -B 1 ′ —R 6 — group (A 9 ′, B 2 ′, B 3 , B 1 ′ and R 6 represent the same meaning as described above), or (b) -group ((b) is It is a C2-C10 alkenyl group substituted with the same meaning as described above) or a (c) -group (wherein (c) represents the same meaning as described above).
(11) Group K: A 10 -N ((O) n R 1 ) —CO—R 6 — group [A 10 is a hydrogen atom (where n is not 0), A 7 ″ -SO 2. -Group (A 7 ″ represents the same meaning as described above), A 8 —SO 2 — group (A 8 represents the same meaning as described above, provided that A 8 is not a hydrogen atom. .), a 9 'O- group (a 9' represents the same meaning where, n is not a 1), a 9.. ' - group (a 9' has the same meaning It represents the proviso that when n is 0, except a 8 '), R 2 OCH 2 -.. group (R 2 represents the same meaning as above), a 2 -CO-R 4 -. group (a 2 and R 4 represent the same meaning as described above.) Or A 2 —CO—CH (CH 2 CO—A 2 ) — group (A 2 represents the same meaning as described above), n , R 1 and R 6 are the Represent the same meaning. ]
It is.
(12) L group: - (. Here, n is not 0) A 10 '-N (( O) n R 1) -SO 2 -R 6 group [A 10' is a hydrogen atom, A 9 'O - group (a 9 'represents the same meaning where, n is not a 1..), a 9' -. group (a 9 'represents the same meaning as above where, n is 0 . when, except for a 8 '), R 2 -CO- group (R 2 represents the same meaning), a 2 -CO-R 4 -. group (a 2 and R 4 are the And A 2 —CO—CH (CH 2 CO—A 2 ) — group (A 2 represents the same meaning as described above), and n, R 1 and R 6 represent Represents the same meaning as described above. ] A 9 ″ R 1 N—SO 2 —N ((O) n R 1 ′) —R 6 — group [A 9 ″ is a hydrogen atom or A 9 ′ -group (A 9 ′ R 1 , n, R 1 ′ and R 6 represent the same meaning as described above. ] Or (b) -SO 2 -N (( O) n R 1 ') -R 6 - group [(b), n, R 1' and R 6 represent the same meanings. ]
It is.
(13) M group: R 1 (R 2 S) C = N-R 6 - group (. R 1, R 2 and R 6 represent the same meaning as described above), R 2 B (R 2 'B ') C = N-R 6 - group (R 2 and R 6 represent the same meaning, R 2' are identical or different phase and R 2, and R 2, represent the same meaning, B And B ′ are the same or different and represent an oxy group or a thio group.), R 1 R 1 ′ N— (R 2 S) C═N—R 6 —group (R 1 , R 1 ′, R 2 And R 6 represent the same meaning as described above.), R 1 N═C (SR 2 ) —NR 2 ′ —R 6 — group (R 1 , R 2 , R 2 ′ and R 6 are Represents the same meaning.) Or R 1 (R 1 ′ O) N—R 6 — group (R 1 , R 1 ′ and R 6 represent the same meaning as described above.)
It is.
(14) N group: (. R 1 may represent the same meanings as the above) A 11 -P (= O) (OR 1 ') -R 4 - - group [A 11 is R 1 group, R 1 An O—R 6 — group (R 1 and R 6 are as defined above) or an R 1 OCO—CHR 0 — group (where R 1 and R 0 are as defined above); R 1 ′ and R 4 represent the same meaning as described above. ]
It is.
3. (Y A ) In q , Y A represents a group of the following X group or Y group, q represents 0, 1, 2, or 3, and p (p represents the same meaning as described above). And q are 3 or less, and when q is 2 or more, Y A is the same or different, and when q is 2 or more, two adjacent same or different Y A are Z A group of groups may be condensed with the A ring.
(1) Group X: M a -group [M a represents an R b -group (R b represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group. , R c -B a -R d - group (R c represents an optionally substituted C1-C10 alkyl group with a halogen atom, B a represents oxy, thio, sulphinyl group or a sulfonyl group, R d represents a single bond or a C1-C10 alkylene group.), A HO—R d — group (R d represents the same meaning as described above), a R e —CO—R d — group (R e Represents a hydrogen atom or a C1-C10 alkyl group which may be substituted with a halogen atom, and R d represents the same meaning as described above), R e —CO—O—R d — group (R e and R d represent the same meaning), R e O-CO- R d -. group (R e and R d are the same meaning as . Be), HO-CO-CH = CH- group, R e R e 'N- R d - group (R e and R e' are the same or different, R e represents the same meaning as above , R e ′ represents the same meaning as R e, and R d represents the same meaning as described above.), R e —CO—NR e ′ —R d — group (R e , R e ′ and R d represents the same meaning as described above.), R b O—CO—N (R e ) —R d — group (R b , R e and R d represent the same meaning as described above.) , R e R e ′ N—CO—R d — group (R e , R e ′ and R d represent the same meaning as described above), R e R e ′ N—CO—NR e ″ — R d - group (R e, R e 'and R e' 'are the same or different, R e and R e' represents the same meanings, R e '' are the same and R e the meaning, the R d are the same meaning as Be), R e R e 'N -C (= NR e'') -NR e''.' -R d - group (R e, R e ', R e'' and R e' '' is, R e , R e ′ and R e ″ have the same meaning as described above, R e ′ ″ has the same meaning as R e, and R d has the same meaning as above. R b —SO 2 —NR e —R d — group (R b , R e and R d represent the same meaning as described above), R e R e ′ N—SO 2 —. R d -group (R e , R e ′ and R d represent the same meaning as described above. ), A C2-C10 alkenyl group or a C2-C10 alkynyl group. ].
(2) Y group: M b -R d -group [M b is M c -group {M c is M d -R d '-group {M d is M a -group (M a is A phenyl group which may be substituted with M a -group (M a represents the same meaning as described above), a pyridyl group which may be substituted with M a -group (M a represents a naphthyl group which may be substituted with the same meaning as described above, and (b) -group ((b) represents the same meaning as described above), (c) -group ((c ) Represents the same meaning as described above.),
Figure 2007308441

(D) -group (l is 2, 3 or 4 and B b represents an oxy group or a thio group) or

Figure 2007308441
(E) - group (. L and B b are representing the same meaning as above) represents, R d 'are different from R d and same or different, represent the same meaning as R d. }. }, M c -B a - group (. M c and B a are representing the same meaning), M c -CO- group (. M c is representative of the same meaning as above), M c -CO-O- group (M c represents the same meaning as.), M c O-CO- group (M c represent the same meanings as the above.), M c R e N- group (M c and R e represent the same meaning as described above), M c —CO—NR e — group (M c and R e represent the same meaning as described above), M c O—CO —NR e — group (M c and R e represent the same meaning as described above), M c R e N—CO— group (M c and R e represent the same meaning as described above), M c R e N-CO- NR e '- group (M c, R e and R e'. are representative of the same meaning), M c R e N- C (= NR e ') -NR e ″ -group (M c , R e , R e ′ and R e ″ represent the same meaning as described above.), M c —SO 2 —NR e — group (M c and R e represent the same meaning as described above) or M c. R e N—SO 2 — represents a group (M c and R e have the same meaning as described above), and R d has the same meaning as described above. ].
(3) Z group: —Y a ″ = C (Y a ) —Y a ′ — group (Y a is a C1-C10 alkyl group optionally substituted with a hydrogen atom or a halogen atom, or C1 represents -C10 alkoxy group, Y a 'is an oxy group, or a thio group, or represents a C1-C10 alkyl optionally imino group which may be substituted with a group, Y a' 'is -N = group or methine . representing the group), C3-C10 alkylene group or a -Y b = Y b '-Y b ''= Y b''' - radical [Y b, Y b ', Y b'' and Y b' '' Are the same or different and each represents a methine group which may be substituted with a Ma-group (Ma represents the same meaning as described above) or a -N = group. ]
A group represented by
Formula (IVA-2)
Figure 2007308441
[Where:
1. K AA is a hydrogen atom, a halogen atom, or an (IV-AA) -group
[(IV-AA) has the formula (IV-AA)
Figure 2007308441
[Wherein, AA represents an aromatic 5-membered ring or an aromatic 6-membered ring, Y A and q represent the same meaning as described above, and when q is 2 or more, two adjacent ones are the same. Alternatively, different Y A may be condensed with the AA ring by forming a group of Z 0 group. ]
Represents a group represented by ].
2. L AA is a hydrogen atom, a C1-C10 alkyl group, a (IV-AA) -group ((IV-AA) is as defined above), a C2-C10 alkyl group substituted with (IV-AA), AA) -group ((IV-AA) represents the same meaning as described above) or a C4-C10 alkenyl group which may be substituted, or (IV-AA) -group ((IV-AA) is Represents a C4-C10 alkynyl group which may be substituted with the same meaning as described above, and K AA and L AA are a single group or a plurality of M a -groups (M a is the same as or different from the above). May represent a C4-C10 alkenylene group which may be substituted with the same meaning.
3. Q AA is
Hydrogen atom or Q A -group
[Q A is
A hydroxyl group, (b) -group ((b) represents the same meaning as described above),
A 9 -B 6 -B c - groups [A 9 and B 6 represent the same meaning as above, B c is an oxy group or a -N ((O) m R 1 ) - group (m and R 1 Represents the same meaning as described above. However, when A 9 is a hydrogen atom, B c is not a sulfonyl group. ],
An A 7 ″ -SO 2 —B c — group (A 7 ″ and B c represent the same meaning as described above);
A 8 -SO 2 -B c - group, (A 8 and B c represent the same meaning as above, however, A 8 is not a hydrogen atom..)
R 1 R 1 ′ N—SO 2 —B c — group (R 1 , R 1 ′ and B c represent the same meaning as described above),
(B) -SO 2 -B c -group ((b) and B c represent the same meaning as described above),
A 9 '-B c - group (A 9', and B c represent the same meanings as the above.)
D 5 -R 4 -B c - group, (D 5, R 4 and B c represent the same meanings as the above.)
M c -B 3 -B c - groups (M c, B 3 and B c, the represent the same meaning as.) Or M c -B c - groups (M c and B c, the same as the Represents meaning.)
Represents. ]
It is.
4). W C represents an oxygen atom or -NT C - group [T C is A 9 '- group (A 9' represents the same meaning as above.), D 5 -R 4 - group (D 5 and R 4 represents the same meaning as described above) or represents an M c -group (M c represents the same meaning as described above). ]
It is. ]
A group represented by
Formula (IVA-3)
Figure 2007308441
Wherein, K AA 'is a hydrogen atom, C1-C10 alkyl group, or, (III-AA) - group (. (III-AA) is representative of the same meaning as above) represents, L AA' Represents a hydrogen atom or a C1-C10 alkyl group, and K AA ′ and L AA ′ are a C3-C10 alkylene group or a single or the same or different M a -groups (M a is the same as defined above) it may form a has been or C4-C10 alkenylene group substituted with.) representing the meaning, U 'represents a hydrogen atom or a methyl group, W C represents the same meaning as above. ]
Or a group represented by
Formula (IVA-4)
Figure 2007308441
Wherein, T C denotes the same meaning as, Q B represents a hydroxyl group, A 9 -B 6 -O- group (A 9 and B 6 represent the same meanings as the above.), A 7 ″ -SO 2 —O— group (A 7 ″ represents the same meaning as described above), A 8 —SO 2 —O— group (A 8 represents the same meaning as described above, provided that , A 8 is not a hydrogen atom.), R 1 R 1 ′ N—SO 2 —O— group (R 1 and R 1 ′ have the same meaning as described above), (b) —SO 2 -O- group ((b) represents the same meaning as described above), A 9 '-O- group (A 9 ' represents the same meaning as described above), D 5 -R 4 -O - group (. D 5 and R 4 representing the same meaning), M c -B 3 -O- group (. M c and B 3 represent the same meanings as the above) or M c - O- group (M c represents the same meaning as .) ]
Represents a group represented by
II. B is
Formula (IV-1)
Figure 2007308441
[Where:
(1) Q A represents the same meaning as described above.
(2) W A is an oxygen atom or -NT A - is a group [T A, a hydrogen atom, A 9 '- group (A 9'. Are representing the same meaning as above), D 5 -R 4 - A group (D 5 and R 4 represent the same meaning as described above) or a M c -group (M c represents the same meaning as described above). ]
It is.
(3) K A represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, L A is a hydrogen atom, C1-C10 alkyl group or M b - group (M b represents the same meaning as above .) represents, and K a and L a, C3-C10 alkylene group, or one or the same or different plurality of M a - group (M a is substituted with representing) the same meaning as above. May form a C4-C10 alkenylene group. ]
A group represented by
Formula (IV-2)
Figure 2007308441
Wherein, T A represents the same meaning, L B represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (IV-3)
Figure 2007308441
[Wherein, T A represents the same meaning as described above, and L C represents a C1-C10 alkyl group. ]
A group represented by
Formula (IV-4)
Figure 2007308441
[Wherein, T A represents the same meaning as described above. ]
A group represented by
Formula (IV-5)
Figure 2007308441
Wherein, T A represents the same meanings, K B is a cyano group or UOCO- group (U represents. A hydrogen atom or a C1-C10 alkyl group);. ]
A group represented by
Formula (IV-6)
Figure 2007308441
[Wherein W A represents the same meaning as described above, and K C and L D represent a C 3 -C 10 alkylene group, or a single or a plurality of M a -groups (M a is the same as the above). Represents a C4-C10 alkenylene group which may be substituted. ]
A group represented by
Formula (IV-7)
Figure 2007308441
Wherein the Q A and W A, represents the same meaning as, the K D and L E, -V A = V A '-V A''= V A''' - group {V A , V a ', V a' ' and V a' '' are the same or different, M a - group (. M a is that the represent the same meaning as) methine group optionally substituted by a, or , -N = group, and at least one of V A , V A ', V A ″ and V A ''' represents -N = group. }. ]
A group represented by
Formula (IV-8)
Figure 2007308441
[Wherein, T A and Q B represent the same meaning as described above. ]
A group represented by
Formula (IV-9)
Figure 2007308441
Wherein, U and W A represent the same meaning as above. ]
A group represented by
Formula (IV-10)
Figure 2007308441
Wherein, U, W A, K D and L E represent the same meaning as above. ]
A group represented by
Formula (IV-11)
Figure 2007308441
[Wherein, T A represents the same meaning as described above. ]
A group represented by
Formula (IV-12)
Figure 2007308441
[Wherein, T A and Q B represent the same meaning as described above. ]
A group represented by
Formula (IV-13)
Figure 2007308441
Wherein, T A, Q B, K D and L E represent the same meaning as above. ]
A group represented by
Formula (IV-14)
Figure 2007308441
[Wherein, T A represents the same meaning as described above. ]
A group represented by
Formula (IV-15)
Figure 2007308441
[Wherein, T A represents the same meaning as described above. ]
A group represented by
Formula (IV-16)
Figure 2007308441
[Wherein, T A represents the same meaning as described above, and K represents 0 or 1. ]
Or a group represented by
Formula (IV-17)
Figure 2007308441
[Wherein, T A , U ′ and K represent the same meaning as described above. ]
Represents a group represented by
III. In φ-γ,
φ represents an atom or group bonded to σ, γ represents an atom or group bonded to B,
φ-γ is
Formula (φγ-1)
-CR = CR'-CO- (φγ-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (φγ-2)
= CR IV -CO- -CR I = CR II -CR III (φγ-2)
(In the formula, R I , R II , R III and CR IV are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group.)
A group represented by
Formula (φγ-3)
-CR I = CX I -CO- (φγ -3)
[Wherein, R I represents the same meaning as described above, and X I represents an R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C ( ═O) — group (R II represents the same meaning as described above). ]
A group represented by
Formula (φγ-4)
-CR I = CR II -C (= NOR III) - (φγ-4)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-5)
Figure 2007308441
[Wherein X II represents an oxy group, —NR I — group (R I represents the same meaning as described above) or —N (—COR ″) — group (R ″ represents the same as above. Represents the meaning of). ]
A group represented by
Formula (φγ-6)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ-7)
Figure 2007308441
Wherein, X III is oxy, thio, -NR I - group (R I represents the same meaning as.) Or -N (-COR '') - group (R '' is Represents the same meaning as above. ]
A group represented by
Formula (φγ-8)
Figure 2007308441
Wherein, X IV is -NR I - group (R I, the represent the same meaning as.) Or -N (-COR '') - group (R '' are the same meaning as Represents.) ] Represents the same meaning as described above. ]
A group represented by
Formula (φγ-9)
-CHR I -CHR II -CO- (φγ-9)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ-10)
-CHR I -CHR II -C (= NOR III )-(φγ-10)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-11)
-CR I = CR II -CHR III - (φγ-11)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-12)
-CHR I -CR II = CR III- (φγ-12)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-13)
-CHR I -CHR II -CHR III- (φγ-13)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-14)
-CHR I -CHR II -Y I- (φγ-14)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents an oxy group, a thio group, a sulfinyl group, or a sulfonyl group.)
A group represented by
Formula (φγ-15)
-CO-CR I = CR II - (φγ-15)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ-16)
-C (= NOR III) -CR I = CR II - (φγ-16)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-17)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ-18)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (φγ-19)
Figure 2007308441
(Wherein X III represents the same meaning as described above.)
A group represented by
Formula (φγ-20)
Figure 2007308441
(Wherein X IV represents the same meaning as described above.)
A group represented by
Formula (φγ-21)
-CO-CHR I -CHR II- (φγ-21)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ-22)
-C (= NOR III) -CHR I -CHR II - (φγ-22)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-23)
-CO-C≡C- (φγ-23)
A group represented by
Formula (φγ-24)
-C (= NOR I ) -C≡C- (φγ-24)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ-25)
-C (R I ) R II -N = CR III- (φγ-25)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (φγ-26)
-NH-N = CR I - ( φγ-26)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ-27)
—C (R I ) R II —NH—CO— (φγ-27)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ-28)
-NR I -CO-CO- (φγ-28)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (φγ-29)
-Y I -C (R I ) R II -CO- (φγ-29)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents the same meaning as described above)
A group represented by
Formula (φγ-30)
-CO-CH 2 -CO- (φγ- 30)
Represents a group represented by
Formula (φγ-31)
—C (R I ) R II —CO—NH— (φγ-31)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (φγ-32)
-Y II -CO-NH- (φγ-32)
[Wherein Y II represents an oxy group, a thio group, or a —NR I — group (wherein R I represents the same meaning as described above). ]
A group represented by
Formula (φγ-33)
—NR ″ —SO 2 —NH— (φγ-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (φγ-34)
—C (R I ) R II —NH—SO 2 — (φγ-34)
(In the formula, R I and R II represent the same meaning as described above.)
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
式(V)

Figure 2007308441
[式中、
I.sは、
式(Va-1)
Figure 2007308441
[式中、aは、ベンゼン環、ピリジン環、チオフェン環、フラン環、ピロール環、ピラゾール環、1,2,3−トリアゾール環、テトラゾール環、イソオキサゾール環、チアゾール環、ピリダジン環又はピリミジン環を表し、Xは、シアノ基で置換されたC1-C10アルキル基、又は、テトラヒドロピラン−4−イリデン基で置換されたC1-C10アルキル基、又は、ハロゲン原子若しくはシアノ基で置換されたC2-C10アルケニル基、又は、C1-C10アルコキシカルボニル基で置換されたC2-C10アルケニル基、又は、ヒドロキシ基で置換されたC3-C10アルキニル基、又は、a−r−b−r’−基{aは、C1-C10アルキルチオ基で置換されたメチル基、C1-C10アルキルスルフィニル基で置換されたメチル基、C1-C10アルキルスルホニル基で置換されたメチル基、C2-C10アルケニル基、C2-C10アルキニル基、rO−CO−基(rは、C1-C10アルキル基又は水酸基で置換されたC2-C10アルキル基を表す。)、カルボキシ基、rr’N−CO−基(r及びr’は、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)、a−NH−CO−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。)、a’−CO−基(a’は、モルホリノ基を表す。)、rr’N−CH−基(r及びr’は、前記と同一の意味を表す。)、r−(O)−CONH−CH−基(rは、C1-C10アルキル基を表し、lは0又は1を表す。)、r−OCH−基(rは、前記と同一の意味を表す。)、r−CO−基(rは、前記と同一の意味を表す。)、シアノ基又はスルホメチル基を表し、rは、C1-C10アルキレン基を表し、r’は、単結合又はC1-C10アルキレン基を表し、bは、オキシ基、チオ基、スルフィニル基、スルホニル基又はメチル基で置換されてもよいイミノ基を表す。}、又は、a−y−CO−NH−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表し、yは、オキシ基又はイミノ基を表す。)、又は、rO−COCO−NH−基(rは、前記と同一の意味を表す。)、又は、a−z−NH−基(aは、C2-C10アルケニル基、又は、C1-C10アルコキシ基、C1-C10アルコキシカルボニル基、カルボキシ基若しくはシアノ基で置換されたC1-C10アルキル基を表し、zは、カルボニル基又はスルホニル基を表す。)、又は、a−Nr’CO−基{aは、C1-C10アルコキシ基、又は、C3-C10アルケニルオキシ基、又は、r−SO−基(rは、前記と同一の意味を表す。)、又は、水酸基若しくはC1-C10アルコキシ基で置換されたC2-C10アルキル基、又は、r’N−基(rは、前記と同一の意味を表し、r’は、rと同一又は相異なり、rと同一の意味を表す。)で置換されたC2-C10アルキル基、又は、rO−CO−基(rは、前記と同一の意味を表す。)、シアノ基若しくはアミノカルボニル基で置換されたC1-C10アルキル基、又は、rO−CO−(rO−COCH)CH−基(rは、前記と同一の意味を表す。)を表し、r’は、前記と同一の意味を表す。}、又は、a−NHSO−基(aは、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。)、又は、rON=CH−基(rは、前記と同一の意味を表す。)、又は、rNHCSNH−基(rは、前記と同一の意味を表す。)、又は、rNHC(−Sr’)=N−基(r及びr’は、前記と同一の意味を表す。)、又は、(rO)P(=O)CH−基(rは、前記と同一の意味を表す。)を表し、pは、0、1、2又は3を表し、pが2以上のとき、Xは、同一又は相異なり、
は、ハロゲン原子、又は、ハロゲン原子で置換されてもよいC1-C10アルキル基、又は、C1-C10アルコキシ基で置換されてもよいC1-C10アルキル基、又は、C2-C10アルケニル基、又は、C2-C10アルキニル基、又は、2−オキソ−オキサゾリジン−3−イル基、又は、[1,3]ジオキソラン−2−イル基、又は、モルホリノ基で置換されたC1-C10アルコキシ基、又は、a’−b’−基(a’は、ハロゲン原子で置換されてもよいC1-C10アルキル基を表し、b’は、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)、又は、ニトロ基、又は、シアノ基、又は、rO−CO−基(rは、前記と同一の意味を表す。)、又は、r’N−基(r及びr’は、前記と同一の意味を表す。)、又は、rCO−NH−基(rは、前記と同一の意味を表す。)、又は、r’NCONH−基(r及びr’は、前記と同一の意味を表す。)、又は、rr’NCO−基(r及びr’は、前記と同一の意味を表す。)、又は、水酸基を表し、qは、0、1、2又は3を表し、qが2以上のとき、Yは、同一又は相異なり、qが2以上のとき、隣接しているYは、a環と縮環して4,5,6,7−テトラヒドロベンゾ[b]チオフェン環をなしてもよい。]
で示される基、
式(Va-2)
Figure 2007308441
[式中、
1.Kaaは、水素原子、ハロゲン原子、又は、(V-aa)−基
[(V-aa)は、式(V-aa)
Figure 2007308441
[式中、aaは、チオフェン環、フラン環、ピロール環、チアゾール環、ベンゼン環又はピリジン環を表し、Y及びqは、前記と同一の意味を表す。]で示される基を表す。]を表す。
2.Laaは、水素原子、C1-C10アルキル基、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されたC2-C10アルキル基、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルケニル基、又は、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)で置換されてもよいC4-C10アルキニル基を表し、KaaとLaaとは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよいC4-C10アルケニレン基をなすことがある。
3.Qaaは、水素原子、r−O−基{rは、水素原子、又は、C1-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基、又は、r’N−CH−基(r及びr’は、前記と同一の意味を表す。)、rOCH−基(rは、前記と同一の意味を表す。)、r−CO−基(rは、前記と同一の意味を表す。)、C1-C10アルコキシカルボニル基、カルボキシ基、アミノカルボニル基若しくはシアノ基で置換されたC1-C10アルキル基、又は、r−r−基(rは、フェニル基又はピリジル基を表し、rは、C1-C10アルキレン基を表す。)を表す。}、又は、ピペリジノ基、又は、モルホリノ基、又は、r’N−基(r及びr’は、同一又は相異なり、水素原子、又は、C1-C10アルキル基、又は、C3-C10アルケニル基、又は、C3-C10アルキニル基、又は、C1-C10アルコキシ基で置換されたC2-C10アルキル基を表す。但し、同時に水素原子となることはない。)である。
4.Wは、酸素原子又は−NT−基[Tは、r−基(rは、rと同一又は相異なり、rと同一の意味を表す。)又はr’−基(r’は、rと同一又は相異なり、rと同一の意味を表す。)を表す。但し、水素原子となることはない。]である。]
で示される基、
式(Va-3)
Figure 2007308441
[式中、Kaa’は、水素原子、C1-C10アルキル基、又は、(V-aa)−基((V-aa)は、前記と同一の意味を表す。)を表し、Laa’は、水素原子又はC1-C10アルキル基を表し、Kaa’とLaa’とは、ハロゲン原子、C1-C10アルキル基、C1-C10アルコキシ基若しくはニトロ基で置換されてもよいC4-C10アルケニレン基をなすことがあり、U’は、水素原子又はメチル基を表し、Wは、前記と同一の意味を表す。]
で示される基、又は、
式(Va-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Qは、r−O−基(rは、前記と同一の意味を表す。)を表す。]
で示される基を表す。
II.bは、
式(V-1)
Figure 2007308441
[式中、Qは、r−O−基(rは、前記と同一の意味を表す。)、又は、ピペリジノ基、又は、モルホリノ基、又は、r’N−基(r及びr’は、前記と同一の意味を表す。)を表し、Wは、酸素原子又は−NT−基[Tは、r−基(rは、rと同一又は相異なり、rと同一の意味を表す。)又はr’−基(r’は、rと同一又は相異なり、rと同一の意味を表す。)を表す。]を表し、Kは、水素原子、ハロゲン原子又はC1-C10アルキル基を表し、Lは、水素原子又はC1-C10アルキル基を表し、KとLとは、C3-C10アルキレン基又は1,3−ブタジエニレン基をなすことがある。]
で示される基、
式(V-2)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは水酸基又はメチル基を表す。]
で示される基、
式(V-3)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Lは、C1-C10アルキル基を表す。]
で示される基、
式(V-4)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-5)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、シアノ基又はUOCO−基(Uは、水素原子又はC1-C10アルキル基を表す。)を表す。]
で示される基、
式(V-6)
Figure 2007308441
[式中、Wは、前記と同一の意味を表し、KとLとは、C3-C10アルキレン基又はC4-C10アルケニレン基をなす。]
で示される基、
式(V-7)
Figure 2007308441
[式中、Q及びWは、前記と同一の意味を表し、KとLとは、−V=V’−V’’=V’’’−基(V、V’、V’’及びV’’’は、同一又は相異なり、メチン基、又は、−N=基を表し、V、V’、V’’及びV’’’のうち少なくとも一つは−N=基を表す。)をなす。]
で示される基、
式(V-8)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、又は、
式(V-9)
Figure 2007308441
[式中、U及びWは、前記と同一の意味を表す。]
で示される基、
式(V-10)
Figure 2007308441
[式中、U、W、K及びLは、前記と同一の意味を表す。]
で示される基、
式(V-11)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-12)
Figure 2007308441
[式中、T及びQは、前記と同一の意味を表す。]
で示される基、
式(V-13)
Figure 2007308441
[式中、T、Q、K及びLは、前記と同一の意味を表す。]
で示される基、
式(V-14)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-15)
Figure 2007308441
[式中、Tは、前記と同一の意味を表す。]
で示される基、
式(V-16)
Figure 2007308441
[式中、Tは、前記と同一の意味を表し、Kは、0又は1を表す。]
で示される基、又は、
式(V-17)
Figure 2007308441
[式中、T及びKは、前記と同一の意味を表し、U’は、前記と同一の意味を表す。]
で示される基を表す。
III.f−gにおいて、
fはsに結合する原子又は基を表し、gは、bに結合する原子又は基を表し、
f−gは、
式(fg-1)
−CR=CR’−CO− (fg-1)
(式中、Rは、ハロゲン原子、水素原子又はC1-C10アルキル基を表し、R’は、水素原子又はC1-C10アルキル基を表す。但し、R及びR’が、同時に水素原子となることはない。)
で示される基、
式(fg-2)
−CR=CRII−CRIII=CRIV−CO− (fg-2)
(式中、R、RII、RIII及びCRIVは、同一又は相異なり、水素原子又はC1-C10アルキル基を表す。)
で示される基、
式(fg-3)
−CR=CX−CO− (fg-3)
[式中、Rは、前記と同一の意味を表し、Xは、R’’−CO−基(R’’は、C1-C10アルキル基を表す。)又はRII−O−C(=O)−基(RIIは、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-4)
−CR=CRII−C(=NORIII)− (fg-4)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-5)
Figure 2007308441
[式中、XIIは、オキシ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-6)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-7)
Figure 2007308441
[式中、XIIIは、オキシ基、チオ基、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-8)
Figure 2007308441
[式中、XIVは、−NR−基(Rは、前記と同一の意味を表す。)又は−N(−COR’’)−基(R’’は、前記と同一の意味を表す。)を表す。]前記と同一の意味を表す。]
で示される基、
式(fg-9)
−CHR−CHRII−CO− (fg-9)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-10)
−CHR−CHRII−C(=NORIII)− (fg-10)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-11)
−CR=CRII−CHRIII− (fg-11)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-12)
−CHR−CRII=CRIII− (fg-12)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-13)
−CHR−CHRII−CHRIII− (fg-13)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-14)
−CHR−CHRII−Y− (fg-14)
(式中、R及びRIIは、前記と同一の意味を表すし、Yは、オキシ基、チオ基、スルフィニル基又はスルホニル基を表す。)
で示される基、
式(fg-15)
−CO−CR=CRII− (fg-15)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-16)
−C(=NORIII)−CR=CRII− (fg-16)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-17)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-18)
Figure 2007308441
(式中、XIIは、前記と同一の意味を表す。)
で示される基、
式(fg-19)
Figure 2007308441
(式中、XIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-20)
Figure 2007308441
(式中、XIVは、前記と同一の意味を表す。)
で示される基、
式(fg-21)
−CO−CHR−CHRII− (fg-21)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-22)
−C(=NORIII)−CHR−CHRII− (fg-22)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-23)
−CO−C≡C− (fg-23)
で示される基、
式(fg-24)
−C(=NOR)−C≡C− (fg-24)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-25)
−C(R)RII−N=CRIII− (fg-25)
(式中、R、RII及びRIIIは、前記と同一の意味を表す。)
で示される基、
式(fg-26)
−NH−N=CR− (fg-26)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-27)
−C(R)RII−NH−CO− (fg-27)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-28)
−NR−CO−CO− (fg-28)
(式中、Rは、前記と同一の意味を表す。)
で示される基、
式(fg-29)
−Y−C(R)RII−CO− (fg-29)
(式中、R及びRIIは、前記と同一の意味を表し、Yは、前記と同一の意味を表す)
で示される基、
式(fg-30)
−CO−CH−CO− (fg-30)
で示される基を表す。
式(fg-31)
−C(R)RII−CO−NH− (fg-31)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基、
式(fg-32)
−YII−CO−NH− (fg-32)
[式中、YIIは、オキシ基、チオ基、又は、−NR−基(式中、Rは、前記と同一の意味を表す。)を表す。]
で示される基、
式(fg-33)
−NR’’−SO−NH− (fg-33)
(式中、R’’は、前記と同一の意味を表す。)
で示される基、又は、
式(fg-34)
−C(R)RII−NH−SO− (fg-34)
(式中、R及びRIIは、前記と同一の意味を表す。)
で示される基を表す。
但し、p及びqが同時に0になることはない。
尚、複数の置換基の間での同一記号における「前記と同一の意味を表す」とは、当該複数の置換基が互いに独立しながら前記と同一の意味を表すことを示し、当該複数の置換基の間では、選ばれる置換基の選択肢の範囲が同一であるが、その範囲内で選ばれる限り当該選ばれる置換基は同じであっても、異なっていてもよいことを意味するものである。]
で示される含複素環化合物。
Formula (V)

Figure 2007308441
[Where:
I. s is
Formula (Va-1)
Figure 2007308441
[Wherein, a represents a benzene ring, pyridine ring, thiophene ring, furan ring, pyrrole ring, pyrazole ring, 1,2,3-triazole ring, tetrazole ring, isoxazole ring, thiazole ring, pyridazine ring or pyrimidine ring. X a represents a C1-C10 alkyl group substituted with a cyano group, a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group, or a C2-substituted with a halogen atom or a cyano group. A C10 alkenyl group, a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group, a C3-C10 alkynyl group substituted with a hydroxy group, or a 0 -r 1 -br 1 '- groups {a 0 is, C1-C10 are methyl group substituted with an alkylthio group, C1-C10 alkylsulfinyl substituted methyl group group, a methyl group substituted with a C1-C10 alkylsulfonyl group C2-C10 alkenyl, C2-C10 alkynyl group, r 2 O-CO- group (r 2 represents a C2-C10 alkyl group substituted with C1-C10 alkyl group or a hydroxyl group.), A carboxy group, rr ' N-CO- group (r and r 'are the same or different, represent a hydrogen atom or a C1-C10 alkyl group.), a 1 -NH-CO- group (a 1 is substituted with C1-C10 alkoxy group . which has been representative of the C2-C10 alkyl group), a 1 '-CO- group (a 1' represents a morpholino group), rr'N-CH 2 -. group (r and r 'are the same meanings), r 0 -. (O ) l -CONH-CH 2 - group (r 0 denotes a C1-C10 alkyl group, l is 0 or 1), r-OCH 2 - . group (r represents the same meaning as.), r 0 -CO- group (r 0 is. represent the same meaning as described above), a cyano group or a sulfomethyl group r 1 represents a C1-C10 alkylene group, r 1 'represents a single bond or a C1-C10 alkylene group, b is oxy, thio, sulfinyl group, substituted sulfonyl group or a methyl group Represents a good imino group. }, Or, a 2 -y-CO-NH- group (a 2 represents a C2-C10 alkyl group substituted with C1-C10 alkoxy group, y represents an oxy group or an imino group.), Or , rO-COCO-NH- group (r represents the same meaning as above.), or, a 3 -z-NH- group (a 3 is C2-C10 alkenyl group, or, C1-C10 alkoxy group Represents a C1-C10 alkyl group substituted with a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group) or an a 4 -Nr′CO— group {a 4, C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or, r 0 -SO 2 - group (. r 0 represents the same meaning as), or a hydroxyl or C1-C10 alkoxy A C2-C10 alkyl group substituted with a group, or an r 0 r 0 'N- group (where r 0 is the same as defined above) It represents one meaning of, r 0 'is different from r 0 the same or different, C2-C10 alkyl group substituted with represents the same meaning as r 0.), Or, and rO-CO- group (r is Represents the same meaning as described above), a C1-C10 alkyl group substituted with a cyano group or an aminocarbonyl group, or an rO—CO— (rO—COCH 2 ) CH— group (r is as defined above). R ′ represents the same meaning as described above. }, Or, a 5 -NHSO 2 - group (. A 5 represents a C2-C10 alkyl group substituted with C1-C10 alkoxy group), or, r 0 ON = CH- group (r 0, the Or r 0 NHCSNH- group (r 0 represents the same meaning as described above), or r 0 NHC (-Sr 0 ') = N- group (r 0 and r 0 ′ represents the same meaning as described above.) or (rO) 2 P (═O) CH 2 — group (r represents the same meaning as described above), and p represents 0. , 1, 2 or 3 and when p is 2 or more, X a is the same or different,
Y a is a halogen atom, a C1-C10 alkyl group that may be substituted with a halogen atom, a C1-C10 alkyl group that may be substituted with a C1-C10 alkoxy group, or a C2-C10 alkenyl group, Or a C2-C10 alkynyl group, a 2-oxo-oxazolidin-3-yl group, a [1,3] dioxolan-2-yl group, or a C1-C10 alkoxy group substituted with a morpholino group, or , A 0 '-b'- group (a 0 ' represents a C1-C10 alkyl group which may be substituted with a halogen atom, and b 'represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group). Or a nitro group, a cyano group, or an rO—CO— group (where r represents the same meaning as described above), or an r 0 r 0 ′ N-group (r 0 and r 0 ′ are represents the same meaning as.), or, r 0 CO-NH- group (r 0, the same Meanings.), Or, r 0 r 0 'NCONH- group (r 0 and r 0', the. Represents the same meaning as), or, Rr'NCO- group (r and r 'are, Represents the same meaning as described above), or represents a hydroxyl group, q represents 0, 1, 2 or 3, and when q is 2 or more, Y a is the same or different and q is 2 or more. In some cases, adjacent Y a may be condensed with the a ring to form a 4,5,6,7-tetrahydrobenzo [b] thiophene ring. ]
A group represented by
Formula (Va-2)
Figure 2007308441
[Where:
1. K aa is a hydrogen atom, a halogen atom, or a (V-aa) -group
[(V-aa) is represented by the formula (V-aa)
Figure 2007308441
[Wherein, aa represents a thiophene ring, a furan ring, a pyrrole ring, a thiazole ring, a benzene ring or a pyridine ring, and Y a and q represent the same meaning as described above. ] Is represented. ].
2. L aa is a hydrogen atom, a C1-C10 alkyl group, a (V-aa) -group (wherein (V-aa) represents the same meaning as described above), (V-aa) aa) -group ((V-aa) represents the same meaning as described above) or a C4-C10 alkenyl group which may be substituted, or (V-aa) -group ((V-aa) is Represents a C4-C10 alkynyl group which may be substituted with the same meaning as described above, and K aa and L aa are substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group. May form a C4-C10 alkenylene group.
3. Q aa is a hydrogen atom, r a -O- group {r a is a hydrogen atom, or, C1-C10 alkyl group, or, C3-C10 alkenyl group, or, C3-C10 alkynyl group, or, r 0 r 0 'N-CH 2 - group (r 0 and r 0', the representative of the same meaning as.), Roch 2 - group (. r is representative of the same meaning as), r 0 -CO- A group (r 0 represents the same meaning as described above), a C 1 -C 10 alkoxycarbonyl group, a C 1 -C 10 alkyl group substituted with a carboxy group, an aminocarbonyl group or a cyano group, or r 3 -r 1- A group (wherein r 3 represents a phenyl group or a pyridyl group, and r 1 represents a C1-C10 alkylene group). }, Or piperidino group, morpholino group, or r 4 r 4 ′ N-group (where r 4 and r 4 ′ are the same or different, a hydrogen atom, a C1-C10 alkyl group, or C 3 -C10 alkenyl group, C3-C10 alkynyl group, or C2-C10 alkyl group substituted with C1-C10 alkoxy group, provided that they are not hydrogen atoms at the same time.
4). W c represents an oxygen atom or -NT c - the group [T c, r b - group (r b is different r a same or different and each represents the same meaning as r a.) Or r 3 '- group (r 3 'is different from r 3 identical or different and represent. the same meaning as r 3) represents a. However, it does not become a hydrogen atom. ]. ]
A group represented by
Formula (Va-3)
Figure 2007308441
Wherein, K aa 'is a hydrogen atom, C1-C10 alkyl group, or, (V-aa) - group (. (V-aa) can represent the same meanings as the above) represents, L aa' Represents a hydrogen atom or a C1-C10 alkyl group, and K aa ′ and L aa ′ are C4-C10 alkenylene optionally substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group. In some cases, U ′ represents a hydrogen atom or a methyl group, and W c represents the same meaning as described above. ]
Or a group represented by
Formula (Va-4)
Figure 2007308441
Wherein, T c represents the same meaning as, Q b is r a -O- group (r a represents. The same meanings as the above) represents a. ]
Represents a group represented by
II. b is
Formula (V-1)
Figure 2007308441
Wherein, Q a is r a -O- group (r a, said. Represents the same meaning as), or piperidino group, or a morpholino group, or, r 4 r 4 'N- group ( r 4 and r 4 'represents represents) the same meaning as above, W a represents an oxygen atom or -NT a -. group [T a is r b - group (r b are the same as r a . or different phases, it represents the same meaning as r a) or r 3 '- group (r 3' is different from r 3 and same or different, represent a representative) the same meaning as r 3.. Represents], K a represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, a L a represents a hydrogen atom or a C1-C10 alkyl group, a and K a and L a, C3-C10 alkylene group Alternatively, it may form a 1,3-butadienylene group. ]
A group represented by
Formula (V-2)
Figure 2007308441
Wherein, T a represents the same meaning as above, L b represents a hydroxyl group or a methyl group. ]
A group represented by
Formula (V-3)
Figure 2007308441
Wherein, T a represents the same meaning as, L c represents a C1-C10 alkyl group. ]
A group represented by
Formula (V-4)
Figure 2007308441
Wherein, T a represents the same meaning as above. ]
A group represented by
Formula (V-5)
Figure 2007308441
Wherein, T a represents the same meaning as above, K b is cyano group or UOCO- group (U represents. A hydrogen atom or a C1-C10 alkyl group);. ]
A group represented by
Formula (V-6)
Figure 2007308441
[Wherein W a represents the same meaning as described above, and K c and L d form a C3-C10 alkylene group or a C4-C10 alkenylene group. ]
A group represented by
Formula (V-7)
Figure 2007308441
Wherein, Q a and W a represents the same meaning as, the K d and L e, -V a = V a '-V a''= V a''' - group (V a , V a ′, V a ″ and V a ″ are the same or different and represent a methine group or —N = group, and V a , V a ′, V a ″ and V a ″ At least one of-represents -N = group). ]
A group represented by
Formula (V-8)
Figure 2007308441
[Wherein, T a and Q b represent the same meaning as described above. ]
Or a group represented by
Formula (V-9)
Figure 2007308441
[Wherein U and W a represent the same meaning as described above. ]
A group represented by
Formula (V-10)
Figure 2007308441
Wherein, U, W a, K d and L e represent the same meaning as above. ]
A group represented by
Formula (V-11)
Figure 2007308441
Wherein, T a represents the same meaning as above. ]
A group represented by
Formula (V-12)
Figure 2007308441
[Wherein, T a and Q b represent the same meaning as described above. ]
A group represented by
Formula (V-13)
Figure 2007308441
[Wherein, T a , Q b , K d and L e represent the same meaning as described above. ]
A group represented by
Formula (V-14)
Figure 2007308441
Wherein, T a represents the same meaning as above. ]
A group represented by
Formula (V-15)
Figure 2007308441
Wherein, T a represents the same meaning as above. ]
A group represented by
Formula (V-16)
Figure 2007308441
Wherein, T a represents the same meaning as above, K is, represents 0 or 1. ]
Or a group represented by
Formula (V-17)
Figure 2007308441
[Wherein, T a and K represent the same meaning as described above, and U ′ represents the same meaning as described above. ]
Represents a group represented by
III. In f-g,
f represents an atom or group bonded to s, g represents an atom or group bonded to b,
f−g is
Formula (fg-1)
-CR = CR'-CO- (fg-1)
(In the formula, R represents a halogen atom, a hydrogen atom or a C1-C10 alkyl group, and R ′ represents a hydrogen atom or a C1-C10 alkyl group, provided that R and R ′ simultaneously become a hydrogen atom. No.)
A group represented by
Formula (fg-2)
= CR IV -CO- -CR I = CR II -CR III (fg-2)
(In the formula, R I , R II , R III and CR IV are the same or different and each represents a hydrogen atom or a C1-C10 alkyl group.)
A group represented by
Formula (fg-3)
-CR I = CX I -CO- (fg -3)
[Wherein, R I represents the same meaning as described above, and X I represents an R ″ —CO— group (R ″ represents a C1-C10 alkyl group) or R II —O—C ( ═O) — group (R II represents the same meaning as described above). ]
A group represented by
Formula (fg-4)
-CR I = CR II -C (= NOR III) - (fg-4)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-5)
Figure 2007308441
[Wherein X II represents an oxy group, —NR I — group (R I represents the same meaning as described above) or —N (—COR ″) — group (R ″ represents the same as above. Represents the meaning of). ]
A group represented by
Formula (fg-6)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (fg-7)
Figure 2007308441
Wherein, X III is oxy, thio, -NR I - group (R I represents the same meaning as.) Or -N (-COR '') - group (R '' is Represents the same meaning as above. ]
A group represented by
Formula (fg-8)
Figure 2007308441
Wherein, X IV is -NR I - group (R I, the represent the same meaning as.) Or -N (-COR '') - group (R '' are the same meaning as Represents.) ] Represents the same meaning as described above. ]
A group represented by
Formula (fg-9)
-CHR I -CHR II -CO- (fg-9)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (fg-10)
-CHR I -CHR II -C (= NOR III )-(fg-10)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-11)
-CR I = CR II -CHR III - (fg-11)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-12)
-CHR I -CR II = CR III - (fg-12)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-13)
-CHR I -CHR II -CHR III- (fg-13)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-14)
-CHR I -CHR II -Y I- (fg-14)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents an oxy group, a thio group, a sulfinyl group, or a sulfonyl group.)
A group represented by
Formula (fg-15)
-CO-CR I = CR II - (fg-15)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (fg-16)
-C (= NOR III) -CR I = CR II - (fg-16)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-17)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (fg-18)
Figure 2007308441
(In the formula, X II represents the same meaning as described above.)
A group represented by
Formula (fg-19)
Figure 2007308441
(Wherein X III represents the same meaning as described above.)
A group represented by
Formula (fg-20)
Figure 2007308441
(Wherein X IV represents the same meaning as described above.)
A group represented by
Formula (fg-21)
-CO-CHR I -CHR II- (fg-21)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (fg-22)
-C (= NOR III) -CHR I -CHR II - (fg-22)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-23)
-CO-C≡C- (fg-23)
A group represented by
Formula (fg-24)
-C (= NOR I ) -C≡C- (fg-24)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (fg-25)
-C (R I) R II -N = CR III - (fg-25)
(In the formula, R I , R II and R III represent the same meaning as described above.)
A group represented by
Formula (fg-26)
-NH-N = CR I - ( fg-26)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (fg-27)
-C (R I) R II -NH -CO- (fg-27)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (fg-28)
-NR I -CO-CO- (fg-28)
(Wherein R I represents the same meaning as described above.)
A group represented by
Formula (fg-29)
-Y I -C (R I) R II -CO- (fg-29)
(Wherein, R I and R II represent the same meaning as described above, and Y I represents the same meaning as described above)
A group represented by
Formula (fg-30)
-CO-CH 2 -CO- (fg- 30)
Represents a group represented by
Formula (fg-31)
-C (R I) R II -CO -NH- (fg-31)
(In the formula, R I and R II represent the same meaning as described above.)
A group represented by
Formula (fg-32)
-Y II -CO-NH- (fg- 32)
[Wherein Y II represents an oxy group, a thio group, or a —NR I — group (wherein R I represents the same meaning as described above). ]
A group represented by
Formula (fg-33)
—NR ″ —SO 2 —NH— (fg-33)
(In the formula, R ″ represents the same meaning as described above.)
Or a group represented by
Formula (fg-34)
—C (R I ) R II —NH—SO 2 — (fg-34)
(In the formula, R I and R II represent the same meaning as described above.)
Represents a group represented by
However, p and q are not 0 simultaneously.
In addition, “representing the same meaning as described above” in the same symbol among a plurality of substituents indicates that the plurality of substituents represent the same meaning as described above while being independent of each other. Although the range of choices of substituents selected is the same among groups, it means that the selected substituents may be the same or different as long as they are selected within the range. . ]
A heterocyclic compound represented by the formula:
請求項2〜5記載の含複素環化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物。 An extracellular matrix gene transcription repressing composition comprising the heterocyclic compound according to claim 2 and an inert carrier. 請求項5記載の含複素環化合物と不活性担体とを含有することを特徴とする細胞外マトリックス遺伝子転写抑制組成物。 An extracellular matrix gene transcription suppression composition comprising the heterocyclic compound according to claim 5 and an inert carrier. 細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物の使用。 Use of the heterocyclic compound contained as an active ingredient in the composition according to claim 1, as an active ingredient for suppressing transcription of an extracellular matrix gene. 細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、請求項2〜5記載の含複素環化合物の使用。 Use of the heterocyclic compound as claimed in any one of claims 2 to 5 as an active ingredient for suppressing transcription of an extracellular matrix gene. 細胞外マトリックス遺伝子の転写を抑制するための有効成分としての、請求項5記載の含複素環化合物の使用。 Use of the heterocyclic compound containing a compound according to claim 5 as an active ingredient for suppressing transcription of an extracellular matrix gene. 細胞外マトリックス遺伝子の発現量を減少させて細胞外マトリックス蓄積量の低下を導くことにより組織の線維化を改善するための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物の使用。 The composition according to claim 1, which is contained as an active ingredient as an active ingredient for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression and reducing the amount of extracellular matrix accumulation. Use of heterocyclic compounds. 細胞外マトリックス遺伝子の発現量を減少させて細胞外マトリックス蓄積量の低下を導くことにより組織の線維化を改善するための有効成分としての、請求項2〜5記載の含複素環化合物の使用。 Use of the heterocyclic compound as claimed in any one of claims 2 to 5 as an active ingredient for improving tissue fibrosis by reducing the amount of extracellular matrix gene expression and reducing the amount of extracellular matrix accumulation. 有効量の、請求項1記載の組成物に有効成分として含有される含複素環化合物を、組織の線維化を改善させる処置を必要とする哺乳動物患者に投与することを特徴とする組織線維化改善方法。 2. A tissue fibrosis characterized by administering an effective amount of a heterocyclic compound contained as an active ingredient in the composition of claim 1 to a mammalian patient in need of treatment to improve tissue fibrosis. How to improve. 有効量の請求項2〜5記載の含複素環化合物を、組織の線維化を改善させる処置を必要とする哺乳動物患者に投与することを特徴とする組織線維化改善方法。 A method for improving tissue fibrosis, comprising administering an effective amount of the heterocyclic compound according to claim 2 to a mammalian patient in need of treatment for improving tissue fibrosis. 請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物と、不活性担体とを含有することを特徴とする慢性腎不全治療剤。 A treatment for chronic renal failure, comprising the heterocyclic compound contained in the composition of claim 1 as an active ingredient, or the heterocyclic compound of claims 2 to 5 and an inert carrier. Agent. 慢性腎不全を治療するための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物の使用。 Use of the heterocyclic compound contained in the composition of claim 1 as an active ingredient or the heterocyclic compound of claims 2 to 5 as an active ingredient for treating chronic renal failure. 有効量の、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物を、慢性腎不全治療処置を必要とする哺乳動物患者に投与することを特徴とする慢性腎不全治療方法。 A mammalian patient in need of an effective amount of the heterocyclic compound contained as an active ingredient in the composition of claim 1 or the heterocyclic compound of claims 2 to 5 for treatment of chronic renal failure. A method for treating chronic renal failure, characterized by comprising 請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物と、不活性担体とを含有することを特徴とする心不全治療剤。 A therapeutic agent for heart failure comprising the heterocyclic compound contained in the composition according to claim 1 as an active ingredient, or the heterocyclic compound according to claim 2 and an inert carrier. 心不全を治療するための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物の使用。 Use of a heterocyclic compound contained as an active ingredient in the composition according to claim 1 or a heterocyclic compound as claimed in claims 2 to 5 as an active ingredient for treating heart failure. 有効量の、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物を、心不全治療処置を必要とする哺乳動物患者に投与することを特徴とする心不全治療方法。 An effective amount of the heterocyclic compound contained in the composition of claim 1 as an active ingredient or the heterocyclic compound of claims 2 to 5 is administered to a mammalian patient in need of treatment for heart failure. A method for treating heart failure characterized by comprising: 請求項1記載の組成物に有効成分として含有される含複素環化合物と不活性担体とを含有することを特徴とするTGF−β作用抑制組成物。 A TGF-β action-suppressing composition comprising a heterocyclic compound contained as an active ingredient in the composition according to claim 1 and an inert carrier. 請求項2〜5記載の含複素環化合物と不活性担体とを含有することを特徴とするTGF−β作用抑制組成物。 A TGF-β action-suppressing composition comprising the heterocyclic compound according to claim 2 and an inert carrier. TGF−βの作用を抑制するための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物の使用。 Use of a heterocyclic compound contained as an active ingredient in the composition according to claim 1 as an active ingredient for suppressing the action of TGF-β. TGF−βの作用を抑制するための有効成分としての、請求項2〜5記載の含複素環化合物の使用。 Use of the heterocyclic compound containing heterocyclic compounds according to claims 2 to 5 as an active ingredient for suppressing the action of TGF-β. 請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物と、不活性担体とを含有することを特徴とする養毛組成物。 A hair nourishing composition comprising the heterocyclic compound contained as an active ingredient in the composition according to claim 1, or the heterocyclic compound according to claim 2 and an inert carrier. . TGF−βによる毛髪退行期への移行促進を阻害して毛髪成長期の延長を導くことにより養毛効果を得るための有効成分としての、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物の使用。 It is contained as an active ingredient in the composition according to claim 1 as an active ingredient for obtaining a hair nourishing effect by inhibiting the promotion of the transition to the hair regression stage by TGF-β and leading to the extension of the hair growth stage. Use of a heterocyclic compound or a heterocyclic compound according to claim 2-5. 有効量の、請求項1記載の組成物に有効成分として含有される含複素環化合物、又は、請求項2〜5記載の含複素環化合物を、養毛処置を必要とする哺乳動物患者に投与することを特徴とする養毛方法。

An effective amount of the heterocyclic compound contained in the composition of claim 1 as an active ingredient or the heterocyclic compound of claims 2 to 5 is administered to a mammalian patient in need of hair restoration treatment. A hair nourishing method characterized by:

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