[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

CA2015996A1 - Bis-(1h-indol-3-yl)-maleinimide derivatives and their use as pharmaceuticals - Google Patents

Bis-(1h-indol-3-yl)-maleinimide derivatives and their use as pharmaceuticals

Info

Publication number
CA2015996A1
CA2015996A1 CA002015996A CA2015996A CA2015996A1 CA 2015996 A1 CA2015996 A1 CA 2015996A1 CA 002015996 A CA002015996 A CA 002015996A CA 2015996 A CA2015996 A CA 2015996A CA 2015996 A1 CA2015996 A1 CA 2015996A1
Authority
CA
Canada
Prior art keywords
indol
bis
diseases
pharmaceuticals
maleinimide
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
CA002015996A
Other languages
French (fr)
Other versions
CA2015996C (en
Inventor
Hartmut Osswald
Reinhard Reck
Hubert Barth
Johannes Hartenstein
Claus Rudolph
Christoph Schachtele
Hans-Jurgen Betche
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.)
Goedecke GmbH
Original Assignee
Goedecke GmbH
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 DE3914764A external-priority patent/DE3914764A1/en
Priority claimed from DE19893942991 external-priority patent/DE3942991A1/en
Application filed by Goedecke GmbH filed Critical Goedecke GmbH
Publication of CA2015996A1 publication Critical patent/CA2015996A1/en
Application granted granted Critical
Publication of CA2015996C publication Critical patent/CA2015996C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs 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
    • 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
    • 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
    • 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
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • 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
    • 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
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Immunology (AREA)
  • Pulmonology (AREA)
  • Psychiatry (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Virology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Indole Compounds (AREA)
  • Aerodynamic Tests, Hydrodynamic Tests, Wind Tunnels, And Water Tanks (AREA)
  • Image Processing (AREA)
  • Silicates, Zeolites, And Molecular Sieves (AREA)

Abstract

The present invention provides bis-(1H-indol-3-yl)-maleinimide derivatives and the pharmacologically acceptable salts thereof, processes for the preparation of these compounds and pharmaceutical compositions containing them for the treatment of heart and blood vessel diseases, such as thromboses, arteriosclerosis, hypertension of inflammatory processes, allergies, cancer and certain degenerative damages of the central nervous system, as well as of diseases of the immune system and viral diseases. The maleinimide derivatives of the invention are of formula I
CA002015996A 1989-05-05 1990-05-03 Bis-(1h-indol-3-yl)-maleinimide derivatives and their use as pharmaceuticals Expired - Fee Related CA2015996C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DEP3914764.9 1989-05-05
DE3914764A DE3914764A1 (en) 1989-05-05 1989-05-05 New bis(1H-indol-3-yl) maleinimide derivs. - are inhibitors of protein kinase C for treatment of cardiovascular, CNS and immune system disorders
DE19893942991 DE3942991A1 (en) 1989-12-27 1989-12-27 New 2,3-bis:indolyl-maleimide derivs.
DEP3942991.1 1989-12-27

Publications (2)

Publication Number Publication Date
CA2015996A1 true CA2015996A1 (en) 1990-11-05
CA2015996C CA2015996C (en) 2001-08-28

Family

ID=25880591

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002015996A Expired - Fee Related CA2015996C (en) 1989-05-05 1990-05-03 Bis-(1h-indol-3-yl)-maleinimide derivatives and their use as pharmaceuticals

Country Status (16)

Country Link
EP (1) EP0397060B1 (en)
JP (1) JP2983248B2 (en)
KR (1) KR900018080A (en)
AT (1) ATE209202T1 (en)
AU (1) AU634541B2 (en)
CA (1) CA2015996C (en)
DE (1) DE59010927D1 (en)
DK (1) DK0397060T3 (en)
ES (1) ES2169719T3 (en)
FI (1) FI902251A0 (en)
HU (1) HU207727B (en)
IL (1) IL94274A0 (en)
NO (1) NO179748C (en)
NZ (1) NZ233560A (en)
PT (1) PT93947B (en)
YU (1) YU87990A (en)

Families Citing this family (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CZ280738B6 (en) * 1988-02-10 1996-04-17 F. Hoffmann - La Roche And Co., Aktiengesellschaft Substituted pyrroles, their use for preparing medicaments and medicaments based thereon
DE4005970A1 (en) * 1990-02-26 1991-08-29 Boehringer Mannheim Gmbh NEW TRISUBSTITUTED MALEINIMIDES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS
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
GB9123396D0 (en) * 1991-11-04 1991-12-18 Hoffmann La Roche A process for the manufacture of substituted maleimides
JPH07504673A (en) * 1992-03-20 1995-05-25 ザ・ウエルカム・ファウンデーション・リミテッド Indole derivatives with antiviral activity
DE4243321A1 (en) * 1992-12-21 1994-06-23 Goedecke Ag Amino acid derivatives of heterocycles as PKC inhibitors
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
ATE181049T1 (en) * 1993-12-07 1999-06-15 Lilly Co Eli SYNTHESIS OF BISINDOLYLMALEIMIDES
US5624949A (en) * 1993-12-07 1997-04-29 Eli Lilly And Company Protein kinase C inhibitors
ES2162843T3 (en) * 1993-12-07 2002-01-16 Lilly Co Eli INHIBITORS OF PROTEIN QUINASA C.
US5541347A (en) * 1993-12-07 1996-07-30 Eli Lilly And Company Synthesis of bisindolylmaleimides
US5723456A (en) * 1993-12-07 1998-03-03 Eli Lilly & Company Therapeutic treatment for cardiovascular diseases
CA2179650C (en) * 1993-12-23 2007-10-30 William Francis Heath, Jr. Bisindolemaleimides and their use as protein kinase c inhibitors
EP0760375B1 (en) * 1994-05-09 2003-11-26 Banyu Pharmaceutical Co., Ltd. Antitumor indolopyprolocarbazole derivative
US5491242A (en) * 1994-06-22 1996-02-13 Eli Lilly And Company Protein kinase C inhibitors
US5481003A (en) * 1994-06-22 1996-01-02 Eli Lilly And Company Protein kinase C inhibitors
US5559228A (en) * 1995-03-30 1996-09-24 Eli Lilly And Company Synthesis of bisindolylmaleimides
HU225716B1 (en) * 1995-11-20 2007-07-30 Lilly Co Eli Novel n,n'-bridged bis-indolyl-maleimides
PE91598A1 (en) * 1996-07-29 1998-12-24 Hoffmann La Roche SUBSTITUTED PYRROLES
PE91498A1 (en) * 1996-07-29 1998-12-22 Hoffmann La Roche SUBSTITUTED PYRROLES
PE91698A1 (en) * 1996-07-29 1998-12-24 Hoffmann La Roche SUBSTITUTED PYRROLES
SE9603283D0 (en) * 1996-09-10 1996-09-10 Astra Ab New compounds
ATE258050T1 (en) * 1996-10-31 2004-02-15 Harbor Branch Oceanographic USE OF NEUROGENIC ANTI-INFLAMMATORY COMPOUNDS AND COMPOSITIONS
EP1057484A4 (en) * 1998-02-23 2002-11-20 Sagami Chem Res Cell death inhibitors
JP2002520315A (en) 1998-07-08 2002-07-09 ハーバー ブランチ オーシャノグラフィック インスティテューション インク． Bisindole derivatives and their use as anti-inflammatory agents
US6589977B1 (en) 1999-02-09 2003-07-08 Sagami Chemical Research Center Pyrrole derivatives and cell death inhibitors
US6281356B1 (en) * 1999-12-22 2001-08-28 Hoffmann-La Roche Inc. Substituted pyrroles
US7129250B2 (en) 2000-05-19 2006-10-31 Aegera Therapeutics Inc. Neuroprotective and anti-proliferative compounds
CA2308994A1 (en) * 2000-05-19 2001-11-19 Aegera Therapeutics Inc. Neuroprotective compounds
DE10109280A1 (en) * 2001-02-26 2002-09-05 Peter Mayser Indole derivatives with inhibitory effects on protein kinases
TW201041580A (en) 2001-09-27 2010-12-01 Alcon Inc Inhibitors of glycogen synthase kinase-3 (GSK-3) for treating glaucoma
DE60213842T2 (en) 2001-10-30 2007-09-06 Novartis Ag STAUROSPORINE DERIVATIVES AS INHIBITORS OF THE FLT3 RECEPTOR TYROSINE KINASE EFFECT
CA2393720C (en) 2002-07-12 2010-09-14 Eli Lilly And Company Crystalline 2,5-dione-3-(1-methyl-1h-indol-3-yl)-4-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1h-indol-3-yl]-1h-pyrrole mono-hydrochloride
CA2522712A1 (en) * 2003-04-18 2004-10-28 Kyowa Hakko Kogyo Co., Ltd. Nerve regenerating drug
ES2354267T3 (en) 2005-02-09 2011-03-11 Arqule, Inc. MALEIMIDA DERIVATIVES, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR THE TREATMENT OF CANCER.
AU2008268613A1 (en) 2007-06-22 2008-12-31 Arqule, Inc. Quinazolinone compounds and methods of use thereof
US8304425B2 (en) 2007-06-22 2012-11-06 Arqule, Inc. Pyrrolidinone, pyrrolidine-2,5-dione, pyrrolidine and thiosuccinimide derivatives, compositions and methods for treatment of cancer
CA2690782C (en) 2007-06-22 2016-02-02 Arqule, Inc. Compositions and methods for treatment of cancer
US8193235B2 (en) * 2009-06-12 2012-06-05 University Of Kansas Compositions and methods for establishing and maintaining stem cells in an undifferentiated state
US20170209488A1 (en) 2014-07-17 2017-07-27 Inserm (Institut National De La Sante Et De La Recherche Medicale) 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

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4785085A (en) * 1986-11-21 1988-11-15 Bristol-Myers Company Rebeccamycin analogs
CZ280738B6 (en) * 1988-02-10 1996-04-17 F. Hoffmann - La Roche And Co., Aktiengesellschaft Substituted pyrroles, their use for preparing medicaments and medicaments based thereon

Also Published As

Publication number Publication date
NO179748B (en) 1996-09-02
PT93947B (en) 1996-11-29
CA2015996C (en) 2001-08-28
PT93947A (en) 1991-01-08
HUT53902A (en) 1990-12-28
IL94274A0 (en) 1991-03-10
HU207727B (en) 1993-05-28
FI902251A0 (en) 1990-05-04
NO179748C (en) 1996-12-11
AU5466690A (en) 1990-11-08
NO901989D0 (en) 1990-05-04
EP0397060A2 (en) 1990-11-14
YU87990A (en) 1992-07-20
DK0397060T3 (en) 2002-05-21
DE59010927D1 (en) 2002-01-03
ATE209202T1 (en) 2001-12-15
NZ233560A (en) 1992-01-29
KR900018080A (en) 1990-12-20
ES2169719T3 (en) 2002-07-16
JP2983248B2 (en) 1999-11-29
EP0397060B1 (en) 2001-11-21
HU902681D0 (en) 1990-09-28
EP0397060A3 (en) 1992-01-02
JPH02306974A (en) 1990-12-20
AU634541B2 (en) 1993-02-25
NO901989L (en) 1990-11-06

Similar Documents

Publication Publication Date Title
CA2015996A1 (en) Bis-(1h-indol-3-yl)-maleinimide derivatives and their use as pharmaceuticals
DK11391A (en) ALKOXY-4 (1H) -PYRIDON DERIVATIVES AND PHARMACOLOGICAL ACCEPTABLE SALTS THEREOF, THEIR PREPARATION AND USE
EP0097323A3 (en) 2-(4-pyridyl)-thiazole derivatives
NO944564L (en) Indole carbazole imides and their use
DK0503548T3 (en) Cyclic urea derivatives, drugs containing them, and processes for their preparation.
CA2290918A1 (en) Heteroaromatic bicyclic derivatives useful as anticancer agents
CA2156455A1 (en) Glycinamide Derivatives, Processes for Their Preparation and Medicines Containing Them
GR3020866T3 (en) Indolocarbazole derivatives, processes for their preparation and their use
GR3003452T3 (en) Indolocarbazole derivatives, processes for their preparation and their use as medicaments
EP0227241A3 (en) Medicinal indole and indazole keto sulphone derivatives
CA2013518A1 (en) Derivatives of thieno-triazolo-diazepine, a preparation process of the same and therapeutic compositions containing them
RU94039545A (en) New adenosine derivatives, methods of their synthesis, pharmaceutical compositions based on thereof, methods of preparing pharmaceutical compositions and their use
CA2220188A1 (en) Vinylpyrrolidinon cephalosporin derivatives
EP0276101A3 (en) Substituted peptide derivatives
CA2334821A1 (en) Chemical synthesis of morpholine derivatives
CA2032254A1 (en) Glycerol Derivatives, a Preparation Process of the Same and Therapeutical Compositions Containing Them
CA2388759A1 (en) Substituted piperazine derivatives, the preparation thereof and their use as medicaments
CA2307068A1 (en) Bicyclic compounds, process for their preparation and pharmaceutical compositions containing them
HK1077847A1 (en) Natural antitumor or antiviral substances and use of the same
RU2000100373A (en) NATURAL ANTITUMOR OR ANTIVIRAL SUBSTANCES AND THEIR APPLICATION
IL83088A0 (en) Substituted 3-isoquinolinols,their preparation and pharmaceutical compositions containing them
RU92016209A (en) Benzofuranylimidazole derivatives, method for their production and therapeutic compositions containing derivatives
JP4122441B2 (en) Novel CXCR4 antagonist and use thereof
CA2086137A1 (en) Benzofuranylimidazole derivatives, a process for the preparation and therapeutical compositions containing the same
RU95106947A (en) 1-styrylisoquinoline derivatives, drugs based thereon, and process for preparation and use thereof

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed