CA2010636A1 - Substituted pyrroles - Google Patents

Substituted pyrroles

Info

Publication number
CA2010636A1
CA2010636A1 CA2010636A CA2010636A CA2010636A1 CA 2010636 A1 CA2010636 A1 CA 2010636A1 CA 2010636 A CA2010636 A CA 2010636A CA 2010636 A CA2010636 A CA 2010636A CA 2010636 A1 CA2010636 A1 CA 2010636A1
Authority
CA
Canada
Prior art keywords
substituted pyrroles
active substances
derivatives
substances
furandione
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.)
Granted
Application number
CA2010636A
Other languages
French (fr)
Other versions
CA2010636C (en
Inventor
Peter D. Davis
Christopher H. Hill
Geoffrey Lawton
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
F Hoffmann La Roche AG
Original Assignee
Peter D. Davis
Christopher H. Hill
Geoffrey Lawton
Roche Products Limited
F. Hoffmann-La Roche & Co. Aktiengesellschaft
F. Hoffmann-La Roche Ag
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 GB898904161A external-priority patent/GB8904161D0/en
Application filed by Peter D. Davis, Christopher H. Hill, Geoffrey Lawton, Roche Products Limited, F. Hoffmann-La Roche & Co. Aktiengesellschaft, F. Hoffmann-La Roche Ag filed Critical Peter D. Davis
Publication of CA2010636A1 publication Critical patent/CA2010636A1/en
Application granted granted Critical
Publication of CA2010636C publication Critical patent/CA2010636C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • A61P31/18—Antivirals for RNA viruses for HIV
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/06—Peri-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Abstract

The pyrrole derivatives of the formula <IMAGE> in which R<1> to R<8>, R, X, Y and m have the meaning given in the description, are therapeutically active substances, in particular for use as substances having antiinflammatory, immunological, oncological, bronchopulmonary and cardiovascular activity or as active substances in the treatment of asthma or AIDS. They are prepared from corresponding furandione derivatives in which X and Y stand for =N-R or O.
CA002010636A 1989-02-23 1990-02-22 Substituted pyrroles Expired - Fee Related CA2010636C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB898904161A GB8904161D0 (en) 1989-02-23 1989-02-23 Substituted pyrroles
GB8904161.0 1989-12-13
GB898928210A GB8928210D0 (en) 1989-02-23 1989-12-13 Substituted pyrroles
GB8928210.7 1989-12-13

Publications (2)

Publication Number Publication Date
CA2010636A1 true CA2010636A1 (en) 1990-08-23
CA2010636C CA2010636C (en) 1999-12-14

Family

ID=26295005

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002010636A Expired - Fee Related CA2010636C (en) 1989-02-23 1990-02-22 Substituted pyrroles

Country Status (20)

Country Link
EP (1) EP0384349B1 (en)
JP (1) JPH06102661B2 (en)
AT (1) ATE104972T1 (en)
AU (1) AU633051B2 (en)
CA (1) CA2010636C (en)
CZ (1) CZ284587B6 (en)
DE (1) DE59005491D1 (en)
DK (1) DK0384349T3 (en)
DZ (1) DZ1399A1 (en)
ES (1) ES2052995T3 (en)
FI (1) FI93447C (en)
HU (1) HU206351B (en)
IE (1) IE64184B1 (en)
IL (1) IL93433A (en)
MC (1) MC2096A1 (en)
NO (1) NO174891C (en)
NZ (1) NZ232589A (en)
PT (1) PT93246B (en)
RU (2) RU2014332C1 (en)
SK (1) SK278711B6 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5721267A (en) * 1994-08-04 1998-02-24 Syntex (U.S.A.) Inc. Chemotherapeutic pyrrolocarbazole derivatives
US5959113A (en) * 1994-12-13 1999-09-28 Hoffmann-La Roche Inc. Imidazol derivatives
US8008320B2 (en) 2004-12-08 2011-08-30 Johannes Gutenberg-Universitatis 3-(indolyl)-4-arylmaleimide derivatives and their use as angiogenesis inhibitors
US8957103B2 (en) 2010-12-23 2015-02-17 Johannes Gutenberg—Universitat Mainz Conjugated 3-(indolyl)- and 3-(azaindolyl)-4-arylmaleimide compounds and their use in tumor treatment

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2046801C (en) * 1990-08-07 2002-02-26 Peter D. Davis Substituted pyrroles
US5292747A (en) * 1990-08-07 1994-03-08 Hoffman-La Roche Inc. Substituted pyrroles
DE4128015A1 (en) * 1991-08-23 1993-02-25 Kali Chemie Pharma Gmbh 1,7-ANELLIZED 2- (PIPERAZINOALKYL) INDOL DERIVATIVES AND METHODS AND INTERMEDIATE PRODUCTS FOR THEIR PREPARATION AND MEDICAMENTS CONTAINING SUCH COMPOUNDS
GB9123396D0 (en) * 1991-11-04 1991-12-18 Hoffmann La Roche A process for the manufacture of substituted maleimides
EP0630241A1 (en) * 1992-03-20 1994-12-28 The Wellcome Foundation Limited Indole derivatives with antiviral activity
AU678435B2 (en) * 1993-05-10 1997-05-29 F. Hoffmann-La Roche Ag Substituted pyrroles
US5721230A (en) * 1993-05-10 1998-02-24 Hoffmann-La Roche Inc. Substituted pyrroles
US5405864A (en) * 1993-10-15 1995-04-11 Syntex (U.S.A.) Inc. Chemotherapeutic maleimides
US5843935A (en) * 1993-12-07 1998-12-01 Eli Lilly And Company Protein kinase C inhibitors
US5624949A (en) * 1993-12-07 1997-04-29 Eli Lilly And Company Protein kinase C inhibitors
IL111851A (en) * 1993-12-07 1998-09-24 Lilly Co Eli Intermediates useful in the synthesis of bisindolylmaleimides and process for their preparation
US5541347A (en) * 1993-12-07 1996-07-30 Eli Lilly And Company Synthesis of bisindolylmaleimides
BR9404831A (en) * 1993-12-07 1995-08-08 Lilly Co Eli Compound, pharmaceutical formulation and process for preparing a compound
US5723456A (en) * 1993-12-07 1998-03-03 Eli Lilly & Company Therapeutic treatment for cardiovascular diseases
EP0817627B1 (en) 1993-12-23 2005-03-09 Eli Lilly And Company Protein kinase c inhibitors
US5481003A (en) * 1994-06-22 1996-01-02 Eli Lilly And Company Protein kinase C inhibitors
US5491242A (en) * 1994-06-22 1996-02-13 Eli Lilly And Company Protein kinase C inhibitors
US5475110A (en) * 1994-10-14 1995-12-12 Cephalon, Inc. Fused Pyrrolocarbazoles
US5594009A (en) * 1994-10-14 1997-01-14 Cephalon, Inc. Fused pyrrolocarbazoles
US5705511A (en) * 1994-10-14 1998-01-06 Cephalon, Inc. Fused pyrrolocarbazoles
US5591855A (en) * 1994-10-14 1997-01-07 Cephalon, Inc. Fused pyrrolocarbazoles
US5616724A (en) * 1996-02-21 1997-04-01 Cephalon, Inc. Fused pyrrolo[2,3-c]carbazole-6-ones
WO1998018466A2 (en) * 1996-10-31 1998-05-07 Harbor Branch Oceanographic Institution, Inc. Anti-neurogenic inflammatory compounds and compositions and methods of use thereof
WO2001013916A1 (en) * 1999-08-20 2001-03-01 Sagami Chemical Research Center Drugs inhibiting cell death
JP3984157B2 (en) 2000-07-27 2007-10-03 エフ．ホフマン−ラ ロシュ アーゲー 3-Indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives as inhibitors of glycogen synthase kinase-3 beta
DK1362047T3 (en) 2000-12-08 2006-09-04 Ortho Mcneil Pharm Inc Indazolyl-substituted pyrroline compounds as kinase inhibitors
TWI335221B (en) 2001-09-27 2011-01-01 Alcon Inc Inhibtors of glycogen synthase kinase-3 (gsk-3) for treating glaucoma
AU2004262927B2 (en) 2003-08-08 2008-05-22 Novartis Ag Combinations comprising staurosporines
CA2552740A1 (en) * 2004-01-19 2005-07-28 Novartis Ag Indolylmaleimde derivatives as pkc inhibitors
CA2599611C (en) 2005-02-09 2013-07-30 Chiang J. Li Meleimide derivatives, pharmaceutical compositions and methods for treatment of cancer
ATE496044T1 (en) 2005-07-11 2011-02-15 Novartis Ag INDOLYLMALEIMIDE DERIVATIVES
CA2618550C (en) * 2005-08-12 2013-12-17 Merck Frosst Canada Ltd. Indole derivatives as crth2 receptor antagonists
EP1980561B1 (en) 2007-03-30 2013-10-09 Nerviano Medical Sciences S.R.L. Substituted 1h-pyrazolo[3,4-b] pyridine derivatives active as kinase inhibitors
KR20100024494A (en) 2007-06-22 2010-03-05 아르퀼 인코포레이티드 Quinazolinone compounds and methods of use thereof
CN101801961B (en) * 2007-06-22 2014-09-24 艾科尔公司 Pyrrolidinone, pyrrolidine-2, 5-dione, pyrrolidine and thiosuccinimide derivatives, compositions and methods for treatment of cancer
CN101801969B (en) 2007-06-22 2014-10-29 艾科尔公司 Indolyl pyrrolidines for the treatment of cancer
AU2009295230A1 (en) 2008-09-22 2010-03-25 Merck Canada Inc. Indole derivatives as CRTH2 receptor antagonists
EP2343291A1 (en) 2009-12-18 2011-07-13 Johannes Gutenberg-Universität Mainz 3-(Indolyl)- or 3-(Azaindolyl)-4-arylmaleimide compounds and their use in tumor treatment
WO2011082266A2 (en) 2009-12-30 2011-07-07 Arqule, Inc. Substituted heterocyclic compounds
RU2660417C2 (en) * 2013-04-23 2018-07-06 Лабораторьос Дель Др. Эстеве, С.А. Pyrazino[1,2-a]indole compounds, preparation and use thereof in medicaments
EP3741375A1 (en) 2014-07-17 2020-11-25 INSERM (Institut National de la Santé et de la Recherche Médicale) Methods for treating neuromuscular junction-related diseases
WO2016207366A1 (en) 2015-06-26 2016-12-29 INSERM (Institut National de la Santé et de la Recherche Médicale) Methods and pharmaceutical compositions for the treatment of viral infections
EP3187495A1 (en) 2015-12-30 2017-07-05 Johannes Gutenberg-Universität Mainz 3-(5-fluoroindolyl)-4-arylmaleimide compounds and their use in tumor treatment

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SK278989B6 (en) * 1988-02-10 1998-05-06 F. Hoffmann-La Roche Ag Substituted pyrroles, their use for producing a drug, and the drug on their base
US5049563A (en) * 1988-07-07 1991-09-17 Duphar International Research B.V. Annelated indoleketones with an imidazolylalkyl substituent

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5721267A (en) * 1994-08-04 1998-02-24 Syntex (U.S.A.) Inc. Chemotherapeutic pyrrolocarbazole derivatives
US5959113A (en) * 1994-12-13 1999-09-28 Hoffmann-La Roche Inc. Imidazol derivatives
US8008320B2 (en) 2004-12-08 2011-08-30 Johannes Gutenberg-Universitatis 3-(indolyl)-4-arylmaleimide derivatives and their use as angiogenesis inhibitors
US8957103B2 (en) 2010-12-23 2015-02-17 Johannes Gutenberg—Universitat Mainz Conjugated 3-(indolyl)- and 3-(azaindolyl)-4-arylmaleimide compounds and their use in tumor treatment

Also Published As

Publication number Publication date
CZ85590A3 (en) 1998-10-14
NO900855L (en) 1990-08-24
HU206351B (en) 1992-10-28
HU900846D0 (en) 1990-04-28
CA2010636C (en) 1999-12-14
DZ1399A1 (en) 2004-09-13
NO900855D0 (en) 1990-02-22
EP0384349B1 (en) 1994-04-27
DE59005491D1 (en) 1994-06-01
RU2142460C1 (en) 1999-12-10
NO174891B (en) 1994-04-18
DK0384349T3 (en) 1994-09-05
SK85590A3 (en) 1998-01-14
EP0384349A1 (en) 1990-08-29
IE64184B1 (en) 1995-07-12
AU5003390A (en) 1990-08-30
IE900647L (en) 1990-08-23
NZ232589A (en) 1992-09-25
FI93447B (en) 1994-12-30
NO174891C (en) 1994-07-27
JPH02264776A (en) 1990-10-29
CZ284587B6 (en) 1999-01-13
ATE104972T1 (en) 1994-05-15
RU2014332C1 (en) 1994-06-15
FI93447C (en) 1995-04-10
PT93246A (en) 1990-08-31
ES2052995T3 (en) 1994-07-16
PT93246B (en) 1996-01-31
HUT53369A (en) 1990-10-28
FI900863A0 (en) 1990-02-21
IL93433A (en) 1996-11-14
IL93433A0 (en) 1990-11-29
AU633051B2 (en) 1993-01-21
JPH06102661B2 (en) 1994-12-14
SK278711B6 (en) 1998-01-14
MC2096A1 (en) 1991-02-15

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