KR950017968A - 인단 유도체 및 이의 제조방법 - Google Patents
인단 유도체 및 이의 제조방법 Download PDFInfo
- Publication number
- KR950017968A KR950017968A KR1019940038059A KR19940038059A KR950017968A KR 950017968 A KR950017968 A KR 950017968A KR 1019940038059 A KR1019940038059 A KR 1019940038059A KR 19940038059 A KR19940038059 A KR 19940038059A KR 950017968 A KR950017968 A KR 950017968A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- indane
- indan
- group
- pharmaceutically acceptable
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 125000003392 indanyl group Chemical class C1(CCC2=CC=CC=C12)* 0.000 title 1
- 238000002360 preparation method Methods 0.000 title 1
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N benzocyclopentane Natural products C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims abstract 20
- -1 indane compound Chemical class 0.000 claims abstract 18
- 125000000217 alkyl group Chemical group 0.000 claims abstract 11
- 150000003839 salts Chemical class 0.000 claims abstract 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 6
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 4
- 238000000034 method Methods 0.000 claims abstract 4
- 125000002947 alkylene group Chemical group 0.000 claims abstract 3
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract 2
- 125000005842 heteroatom Chemical group 0.000 claims abstract 2
- 125000002950 monocyclic group Chemical group 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 12
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- 206010040070 Septic Shock Diseases 0.000 claims 3
- 201000008383 nephritis Diseases 0.000 claims 3
- 150000003458 sulfonic acid derivatives Chemical class 0.000 claims 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- PUOVMZDMPPZHDE-UHFFFAOYSA-N n-[4-[5-(6-oxo-1h-pyridazin-3-yl)-2,3-dihydro-1h-inden-2-yl]butyl]ethenesulfonamide Chemical compound C1=C2CC(CCCCNS(=O)(=O)C=C)CC2=CC=C1C=1C=CC(=O)NN=1 PUOVMZDMPPZHDE-UHFFFAOYSA-N 0.000 claims 2
- 230000001590 oxidative effect Effects 0.000 claims 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- MNZMECMQTYGSOI-UHFFFAOYSA-N acetic acid;hydron;bromide Chemical compound Br.CC(O)=O MNZMECMQTYGSOI-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- ZRPNWBZLSRUTOJ-UHFFFAOYSA-N n-[2-[5-(6-oxo-1h-pyridazin-3-yl)-2,3-dihydro-1h-inden-2-yl]ethyl]ethenesulfonamide Chemical compound C1=C2CC(CCNS(=O)(=O)C=C)CC2=CC=C1C=1C=CC(=O)NN=1 ZRPNWBZLSRUTOJ-UHFFFAOYSA-N 0.000 claims 1
- CEKZDEAZFALDNY-UHFFFAOYSA-N n-[2-[5-(6-oxo-1h-pyridazin-3-yl)-2,3-dihydro-1h-inden-2-yl]ethyl]propane-1-sulfonamide Chemical compound C1=C2CC(CCNS(=O)(=O)CCC)CC2=CC=C1C=1C=CC(=O)NN=1 CEKZDEAZFALDNY-UHFFFAOYSA-N 0.000 claims 1
- WPCARBOLICRLEH-UHFFFAOYSA-N n-[2-[5-(6-oxo-1h-pyridazin-3-yl)-2,3-dihydro-1h-inden-2-yl]ethyl]pyridine-3-sulfonamide Chemical compound N1C(=O)C=CC(C=2C=C3CC(CCNS(=O)(=O)C=4C=NC=CC=4)CC3=CC=2)=N1 WPCARBOLICRLEH-UHFFFAOYSA-N 0.000 claims 1
- YYGRILQYNYBDCY-UHFFFAOYSA-N n-[3-[5-(6-oxo-1h-pyridazin-3-yl)-2,3-dihydro-1h-inden-2-yl]propyl]ethenesulfonamide Chemical compound C1=C2CC(CCCNS(=O)(=O)C=C)CC2=CC=C1C=1C=CC(=O)NN=1 YYGRILQYNYBDCY-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000011321 prophylaxis Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 238000011282 treatment Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Cardiology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims (17)
- 하기 구조식(Ⅰ)의 인단 화합물 또는 제약학적으로 허용가능한 그의 염:[상기식에서, R1은 저급 알킬기, 저급 알케닐기 또는 헤테로 원자로서 질소 원자를 갖는 치환 또는 비치환 단환 방향족 복소환 기이고; R2은 수소원자 또는 저급 알킬기이고; A는 저급 알킬렌 기이다.]
- 제1항에 있어서, R1이 저급 알킬기, 저급 알킬기 또는 피리딜기인 인단 화합물.
- 제1항에 있어서, R2가 수소원자인 인단 화합물.
- 제1항에 있어서, R2가 저급 알킬기인 인단 화합물.
- 제1항에 있어서, R1이 탄소수 1 내지 6의 알킬기, 탄소수 2 내지 7의 알케닐기 또는 피리딜기이고; R2는 수소원자 또는 탄소수 1 내지 6의 알킬기이고 A는 탄소수 1 내지 10의 알킬렌기인 인단 화합물.
- 제1항에 있어서, R1이 탄소수 1 내지 4의 알킬기, 탄소수 2 내지 5의 알케닐기 또는 피리딜기이고; R2는 수소원자 또는 탄소수 1 내지 4의 알킬기이고; A는 탄소수 1 내지 6의 알킬렌기인 인단 화합물.
- 제1항에 있어서, R1이 -CH3, -C2H5, -n-C3H7- CH(CH3)2, -n-C4H9, -CH=CH2또는 피리딜이고; R2는 수소원자, -CH3, -C2H5또는 -n-C3H7이며; A는 -CH2-, -(CH2)2-, -(CH2)3-, -(CH2)4-, -(CH2)5- 또는 -(CH2)6-인 인단 화합물.
- 제1항에 있어서, 화합물이 2-(에틸술포닐아미노메틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(프로필술포닐아미노메틸)-5-피리다진-3(2H)-온-6-일]인단, 2-(비닐술포닐아미노메틸)-5-[피리다진-3(2H)-온-6-일]인단, N-n-프로필-2-(비닐술포닐아미노메틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(에틸술포닐아미노에틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(프로필술포닐아미노에틸)-5-피리다진-3(2H)-온-6-일]인단, 2-(비닐술포닐아미노에틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(비닐술포닐아미노부틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(3-피리딜술포닐아미노에틸)-5-[피리다진-3(2H)-온-6-일]인단, 2-(비닐술포닐아미노프로필)-5-[피리다진-3(2H)-온-6-일]인단, N-n-프로필-2-(프로필술포닐아미노에틸)-5-[피리다진-3(2H)-온-6-일]인단, 및 N-n-프로필-2-(비닐술포닐아미노프로필)-5-[피리다진-3(2H)-온-6-일]인단으로 구성된 군으로부터 선택되는 일종이상인 인단 화합물.
- 2-(비닐술포닐아미노부틸)-5-[피리다진-3(2H)-온-6-일]인단 또는 제약학적으로 허용가능한 그의 염.
- 2-(프로필술포닐아미노에틸)-5-[피리다진-3(2H)-온-6-일]인단 또는 제약학적으로 허용가능한 그의 염.
- 하기 구조식(Ⅱ)의 아민 화합물 또는 그의 염과, 하기 구조식(Ⅲ)의 술폰산 화합물을 반응시키고, 생성화합물을 제약학적으로 허용가능한 그의 염으로 전환시킬 수 있는 것으로 구성되는 하기 구조식(Ⅰ)의 인단 화합물 또는 제약학적으로 허용가능한 그의 염의 제조방법;[상기 식들 중에서 R1, R2및 A는 제1항에 정의한 바와 같고, X는 반응성 잔기이다.]
- 제11항에 있어서, 아민 화합물(Ⅱ) 또는 그의 염과 술폰산 유도체(Ⅲ)의 반응이 용매중에서 임의적으로 산 수용체 존재하에 수행되는 방법.
- 하기 구조식(Ⅳ)의 화합물을 산화시키고, 생성 화합물을 제약학적으로 허용가능한 그의 염으로 전환시킬 수 있는 것으로 구성되는 하기 구조식(Ⅰ)의 인단 화합물 또는 제약학적으로 허용가능한 그의 염의 제조방법;[상기식에서, R1, R2및 A는 제1항에서 정의한 바와 같다.]
- 제13항에 있어서, 산화가 화합물(Ⅳ)를 브롬화 수소-아세트산 용액중에서 산성 조건하에서 디메틸술폭시드를 사용하여 산화시킴으로써 수행되는 방법.
- 치료학적 유효량의 제1항에 기재된 화합물을 통상적인 제약학적으로 허용가능한 담체 또는 희석제와 혼합된 상태로 포함하는 제약학적 조성물.
- 내독소 쇼크 및/또는 신장염의 예방 또는 치료용의 제1항에 기재된 화합물 또는 제약학적으로 허용가능한 그의 염.
- 치료학적 유효량의 제1항에 기재된 화합물을 엔도톡신 쇼크 및/또는 신장염 환자에게 투여하는 것으로 구성되는 엔도톡신 쇼크 및/또는 신장염의 예방 또는 치료방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP33525093 | 1993-12-28 | ||
JP93-335250 | 1993-12-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR950017968A true KR950017968A (ko) | 1995-07-22 |
Family
ID=18286423
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019940038059A Ceased KR950017968A (ko) | 1993-12-28 | 1994-12-28 | 인단 유도체 및 이의 제조방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5686452A (ko) |
EP (1) | EP0661273B1 (ko) |
KR (1) | KR950017968A (ko) |
CN (1) | CN1107844A (ko) |
AT (1) | ATE180251T1 (ko) |
CA (1) | CA2138812A1 (ko) |
DE (1) | DE69418582D1 (ko) |
DK (1) | DK0661273T3 (ko) |
MX (1) | MX9500251A (ko) |
SG (1) | SG48755A1 (ko) |
TW (1) | TW288012B (ko) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IL118631A (en) * | 1995-06-27 | 2002-05-23 | Tanabe Seiyaku Co | History of pyridazinone and processes for their preparation |
US20040151759A1 (en) * | 2002-08-16 | 2004-08-05 | Douglas Cleverly | Non-animal product containing veterinary formulations |
EP2328586A2 (en) * | 2008-05-20 | 2011-06-08 | Cephalon, Inc. | Substituted pyridazinone derivatives as histamine-3 (h3) receptor ligands |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5179018A (en) * | 1983-10-14 | 1993-01-12 | Centocor, Inc. | Mamalian monoclonal antibodies against endotoxin of gram-negative bacteria |
US4816454A (en) * | 1984-09-21 | 1989-03-28 | Cassella Aktiengesellschaft | 4,5-dihydro-3(2H)-pyridazinones and their pharmacological use |
EP0194548A3 (de) * | 1985-03-12 | 1988-08-17 | Dr. Karl Thomae GmbH | Neue Sulfonylaminoäthylverbindungen, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
DE3623944A1 (de) * | 1986-07-16 | 1988-02-11 | Thomae Gmbh Dr K | Neue benzolsulfonamido-indanylverbindungen, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
IL88314A (en) * | 1987-11-18 | 1994-05-30 | Tanabe Seiyaku Co | Sulphonylamino indane derivatives, their preparation and pharmaceutical compositions containing them |
JP2558208B2 (ja) * | 1991-03-01 | 1996-11-27 | ゼリア新薬工業株式会社 | インダン誘導体及び該化合物を含有するトロンボキサン拮抗剤 |
CA2099743A1 (en) * | 1992-07-02 | 1994-01-03 | Akihiko Ishida | Pyridazinone derivatives and processes for preparing the same |
CA2139088A1 (en) * | 1993-12-28 | 1995-06-29 | Akihiko Ishida | Indane derivatives, processes for preparing the same and synthetic intermediate of the same |
-
1994
- 1994-12-22 CA CA002138812A patent/CA2138812A1/en not_active Abandoned
- 1994-12-27 DK DK94120687T patent/DK0661273T3/da active
- 1994-12-27 DE DE69418582T patent/DE69418582D1/de not_active Expired - Lifetime
- 1994-12-27 SG SG1996001274A patent/SG48755A1/en unknown
- 1994-12-27 EP EP94120687A patent/EP0661273B1/en not_active Expired - Lifetime
- 1994-12-27 AT AT94120687T patent/ATE180251T1/de not_active IP Right Cessation
- 1994-12-27 TW TW083112220A patent/TW288012B/zh active
- 1994-12-28 KR KR1019940038059A patent/KR950017968A/ko not_active Ceased
- 1994-12-28 CN CN94113330A patent/CN1107844A/zh active Pending
-
1995
- 1995-01-02 MX MX9500251A patent/MX9500251A/es unknown
-
1996
- 1996-12-16 US US08/767,392 patent/US5686452A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
SG48755A1 (en) | 1998-05-18 |
CN1107844A (zh) | 1995-09-06 |
EP0661273A1 (en) | 1995-07-05 |
ATE180251T1 (de) | 1999-06-15 |
EP0661273B1 (en) | 1999-05-19 |
DK0661273T3 (da) | 1999-11-08 |
TW288012B (ko) | 1996-10-11 |
US5686452A (en) | 1997-11-11 |
MX9500251A (es) | 1997-04-30 |
CA2138812A1 (en) | 1995-06-29 |
DE69418582D1 (de) | 1999-06-24 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES2056913T3 (es) | Derivados heterociclicos n-substituidos por el grupo benzhidrilo; su preparacion y su aplicacion. | |
ATE131470T1 (de) | Neue arylethenylenderivate und verfahren zu ihrer herstellung | |
IL99889A0 (en) | Azasteroid derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same | |
KR960702460A (ko) | 티아졸리딘디온 및 이것을 함유하는 약제(new thiazolidindiones and drugs containing them) | |
HUT59394A (en) | Process for producing piperazine derivatives and pharmaceutical compositions comprising same | |
DE69223827D1 (de) | Glycyrrheticsäurederivate | |
KR910021406A (ko) | 축합 티아졸 화합물, 그의 제조 방법 및 용도 | |
PT84881A (en) | Process for the preparation of 4(5)-substituted imidazole derivatives | |
KR950017968A (ko) | 인단 유도체 및 이의 제조방법 | |
FI911016A0 (fi) | Menetelmä farmakologisesti aktiivisten substituoitujen -diketonien valmistamiseksi | |
KR930007936A (ko) | 이미다졸릴- 프로펜산 유도체 | |
SE7601206L (sv) | Acetylenderivat | |
AU7529287A (en) | Pristinamycin process | |
IL44163A (en) | Isoindoline derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same | |
KR880000451A (ko) | 신규의 세펨 화합물, 그의 제조방법 및 용도 | |
KR880009986A (ko) | 에르골리닐 헤테로사이클 | |
KR890000478A (ko) | 에르골린 유도체 | |
ES2076247T3 (es) | Derivados de la pteridina farmaceuticamente eficaces. | |
KR920009830A (ko) | 신규 퓨린 유도체 | |
HU895651D0 (en) | Process for the preparation of substituted 3-amino-nonimine derivatives and pharmaceutical compositions containing said compounds | |
DK626588D0 (da) | Labile ketonderivater af 3-substituerede 1-alkylamino-2-propanoler og deres anvendelse som beta-adrenerge blokkere | |
KR920016455A (ko) | 신규한 퀴놀론화합물과 그 제조방법 | |
DK0627419T3 (da) | Optisk aktive derivater af 1-phenylpyrrolidon og fremgangsmåde til fremstilling deraf | |
KR890008107A (ko) | 2-티오히단토인 유도체와 제조방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19941228 |
|
PG1501 | Laying open of application | ||
A201 | Request for examination | ||
PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19971015 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19941228 Comment text: Patent Application |
|
E902 | Notification of reason for refusal | ||
PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 19990719 Patent event code: PE09021S01D |
|
E601 | Decision to refuse application | ||
PE0601 | Decision on rejection of patent |
Patent event date: 19991018 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 19990719 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |