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AR054000A1 - Compuesto de n-(fenilpropil)-sulfonamida, composicion farmaceutica que lo comprende, su uso para la fabricacion de un medicamento, producto de combinacion que comprende dicho compuesto y metodo para prepararlo - Google Patents

Compuesto de n-(fenilpropil)-sulfonamida, composicion farmaceutica que lo comprende, su uso para la fabricacion de un medicamento, producto de combinacion que comprende dicho compuesto y metodo para prepararlo

Info

Publication number
AR054000A1
AR054000A1 ARP060100542A ARP060100542A AR054000A1 AR 054000 A1 AR054000 A1 AR 054000A1 AR P060100542 A ARP060100542 A AR P060100542A AR P060100542 A ARP060100542 A AR P060100542A AR 054000 A1 AR054000 A1 AR 054000A1
Authority
AR
Argentina
Prior art keywords
compound
alkyl
halogen
formula
alkoxy
Prior art date
Application number
ARP060100542A
Other languages
English (en)
Original Assignee
Glaxo Group Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from GB0503155A external-priority patent/GB0503155D0/en
Priority claimed from GB0601612A external-priority patent/GB0601612D0/en
Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd
Publication of AR054000A1 publication Critical patent/AR054000A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/64Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • C07D213/24Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36Radicals substituted by singly-bound nitrogen atoms
    • C07D213/42Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • C07D213/61Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/65One oxygen atom attached in position 3 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/14Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Un compuesto de N-(fenilpropil)-sulfonamida que tiene la formula (1), o una de sus sales o solvatos en la que, R1 se selecciona de alquilo C1-6, halogeno-alquilo C1-6, alquenilo C2-6, amino, mono-alquil(C1-4)amino y di-alquil(C1-4)amino; R2, R3 y R6, que puede ser iguales o diferentes, se selecciona cada uno independientemente de H, halogeno, alquilo C1-6, halogenoalquilo C1-6 y alcoxi C1-4; cada R4, que pueden ser iguales o diferentes, se selecciona de alquilo C1-6, halogeno, halogenoalquilo C1-6, alcoxi C1-4, halogeno-alcoxi C1-4 y ciano; p se selecciona de 0, 1 y 2; y R5 es fenilo o un heterociclilo aromático, cualquiera de los cuales está opcionalmente sustituido con uno o más grupos Y; cada grupo Y se selecciona independientemente del grupo que consiste en: alquilo C1-6, halogeno, halogenoalquilo C1-6, alcoxi C1-4, halogenoalcoxi C1-4, ciano, -(CH2)qNR5aSO2R5b, -(CH2)qNR5a(C=O)R5d, -(CH2)qNR5a(C=O)N(R5c)2, -(CH2)q(C=O)R5d, -(CH2)qSO2R5b; donde R5a y cada R5c, que pueden ser iguales o diferentes, se selecciona de H y alquilo C1-6; R5b se selecciona de alquilo C1-6 y halogenoalquilo C1-6; R5d se selecciona de alquiloc1-*6, alcoxi C1-4 y halogenoalquilo C1-6; o R5a y R5b, R5a y R5c, o R5a y R5d, cuando sea adecuado, junto con los átomos conectores pueden formar un anillo de 5 o 6 miembros; y q es 0, 1 o 2; en el caso en el que hay dos o más grupos Y presentes, dos de ellos juntos pueden formar un grupo cíclico seleccionado de -(CH2)rOR5eO(CH2)s- y -(CH2)tOR5e- donde R5e es un grupo seleccionado de alquileno C1-4 o halogenoalquileno C1-4; r y s son cada uno independientemente 0, 1 o 2, y t es 2 o 3. Composicion farmacéutica que comprende un compuesto de formula (1), y al menos un vehículo o diluyente farmacéuticamente aceptables. Uso del compuesto para la fabricacion de un medicamento para tratar o prevenir una enfermedad o una afeccion causadas por una reduccion o desequilibrio en la funcion del receptor de glutamato. Producto de combinacion que comprende un compuesto de formula (1), o una de sus sales o solvatos, con un antipsicotico. Método para prepara dicho compuesto. Reivindicacion 22: Un método para preparar un compuesto de acuerdo con una cualquiera de las reivindicaciones 1 a 13, caracterizado porque comprende: a) acoplar un compuesto de formula (2) donde X es un grupo lábil tal como halogeno (por ejemplo Cl, Br o I) con un derivado de ácido boronico de formula (3); o b) acoplar un compuesto de boronato de formula (4) con un compuesto R5-X donde X es un grupo lábil tal como halogeno (por ejemplo Br o I) y después opcionalmente preparar una sal o solvato del producto. Reivindicacion 24: Un método para preparar un compuesto segun una cualquiera de las reivindicaciones 1 a 13 en forma quiral, caracterizado porque comprende la etapa de epoxidar estereoselectivamente un estireno (X) adecuado, donde X es un grupo lábil tal como halogeno (por ejemplo Cl, Br o I),seguido de la transformacion del producto de la epoxidacion en un compuesto de la presente.
ARP060100542A 2005-02-15 2006-02-15 Compuesto de n-(fenilpropil)-sulfonamida, composicion farmaceutica que lo comprende, su uso para la fabricacion de un medicamento, producto de combinacion que comprende dicho compuesto y metodo para prepararlo AR054000A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0503155A GB0503155D0 (en) 2005-02-15 2005-02-15 Novel compounds
GB0601612A GB0601612D0 (en) 2006-01-26 2006-01-26 Compounds

Publications (1)

Publication Number Publication Date
AR054000A1 true AR054000A1 (es) 2007-05-30

Family

ID=36253489

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP060100542A AR054000A1 (es) 2005-02-15 2006-02-15 Compuesto de n-(fenilpropil)-sulfonamida, composicion farmaceutica que lo comprende, su uso para la fabricacion de un medicamento, producto de combinacion que comprende dicho compuesto y metodo para prepararlo

Country Status (8)

Country Link
US (1) US7790758B2 (es)
EP (1) EP1848695B1 (es)
JP (1) JP2008530162A (es)
AR (1) AR054000A1 (es)
AT (1) ATE517867T1 (es)
PE (1) PE20061127A1 (es)
TW (1) TW200640863A (es)
WO (1) WO2006087169A1 (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2008290329B2 (en) 2007-08-22 2011-12-22 Astrazeneca Ab Cyclopropyl amide derivatives
TW201039825A (en) 2009-02-20 2010-11-16 Astrazeneca Ab Cyclopropyl amide derivatives 983
AU2011218491C1 (en) * 2010-02-18 2015-05-14 Astrazeneca Ab Processes for making cyclopropyl amide derivatives and intermediates associated therewith
AU2012321345B2 (en) 2011-10-03 2016-03-17 The University Of Utah Research Foundation Application of 5-HT6 receptor antagonists for the alleviation of cognitive deficits of down syndrome
JP6182594B2 (ja) * 2012-04-27 2017-08-16 グラクソ グループ リミテッドGlaxo Group Limited 新規化合物
US8633182B2 (en) 2012-05-30 2014-01-21 Boehringer Ingelheim International Gmbh Indanyloxyphenylcyclopropanecarboxylic acids
JP2016521755A (ja) 2013-06-13 2016-07-25 ヴェロサイエンス,リミテッド・ライアビリティー・カンパニー 代謝障害を治療するための組成物および方法
US10538490B2 (en) 2016-10-25 2020-01-21 Boehringer Ingelheim International Gmbh Benzylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
JP7008704B2 (ja) 2016-11-28 2022-01-25 ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング インダニルアミノピリジルシクロプロパンカルボン酸、その医薬組成物及び使用
CN110312714B (zh) 2017-01-26 2022-12-09 勃林格殷格翰国际有限公司 苄基氧基吡嗪基环丙烷甲酸、其药物组合物和用途
US10919859B2 (en) 2017-01-26 2021-02-16 Boehringer Ingelheim International Gmbh Benzylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
US10793530B2 (en) 2017-01-26 2020-10-06 Boehringer Ingelheim International Gmbh Benzylaminopyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
WO2018138029A1 (en) 2017-01-26 2018-08-02 Boehringer Ingelheim International Gmbh Benzyloxypyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
US10253004B2 (en) 2017-01-26 2019-04-09 Boehringer Ingelheim International Gmbh Indanylaminopyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1276153B1 (it) * 1995-11-17 1997-10-27 Roberto Pellicciari Derivati di glicina ad attivita' antagonista dei recettori metabotropi del glutammato
GB9702194D0 (en) * 1997-02-04 1997-03-26 Lilly Co Eli Sulphonide derivatives
ZA200605247B (en) * 2003-12-15 2007-10-31 Japan Tobacco Inc N-substituted-n-sulfonylaminocyclopropane compounds and pharmaceutical use thereof
DE602004026629D1 (de) * 2003-12-15 2010-05-27 Japan Tobacco Inc Cyclopropanderivate und ihre pharmazeutische verwendung
WO2006015827A1 (en) * 2004-08-09 2006-02-16 Glaxo Group Limited Compounds which potentiate glutamate receptor and uses thereof in medicine

Also Published As

Publication number Publication date
WO2006087169A1 (en) 2006-08-24
JP2008530162A (ja) 2008-08-07
US20080167351A1 (en) 2008-07-10
EP1848695B1 (en) 2011-07-27
US7790758B2 (en) 2010-09-07
PE20061127A1 (es) 2006-10-21
TW200640863A (en) 2006-12-01
ATE517867T1 (de) 2011-08-15
EP1848695A1 (en) 2007-10-31

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