IE890359L - Indolocarbazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing them - Google Patents
Indolocarbazole derivatives, processes for the preparation thereof and pharmaceutical compositions containing themInfo
- Publication number
- IE890359L IE890359L IE890359A IE35989A IE890359L IE 890359 L IE890359 L IE 890359L IE 890359 A IE890359 A IE 890359A IE 35989 A IE35989 A IE 35989A IE 890359 L IE890359 L IE 890359L
- Authority
- IE
- Ireland
- Prior art keywords
- atoms
- group
- radical
- denote
- hydrogen
- Prior art date
Links
- VVVPGLRKXQSQSZ-UHFFFAOYSA-N indolo[3,2-c]carbazole Chemical class C1=CC=CC2=NC3=C4C5=CC=CC=C5N=C4C=CC3=C21 VVVPGLRKXQSQSZ-UHFFFAOYSA-N 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- 150000002431 hydrogen Chemical class 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
-
- 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
- C07D487/12—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 three hetero rings
- C07D487/14—Ortho-condensed systems
-
- 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
- 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
- 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
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Urology & Nephrology (AREA)
- Pulmonology (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- Pain & Pain Management (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
Novel indolocarbazole derivatives of the general formula I <IMAGE> in which R<1> and R<2> are identical or different and denote hydrogen, a straight-chain or branched alkyl group having 1 to 6 C atoms, a benzyl group, an unsubstituted or substituted aminoalkyl group having up to 12 C atoms, an alkoxycarbonylalkyl radical having up to 6 C atoms, a radical -CH2-CO-NR<3>R<4> in which R<3> and R<4> are identical or different and represent hydrogen, an alkyl group having 1 to 4 C atoms or a benzyl group, or R<1> and/or R<2> denote a haloalkyl, hydroxyalkyl or alkoxyalkyl radical each having up to 6 C atoms, a benzoyloxyalkoxyalkyl, acetyloxyalkoxyalkyl or hydroxyalkoxyalkyl radical each having up to 11 C atoms, or an acyl group having 1 to 4 C atoms or R<1> and R<2> together denote an alkylene group having 2 to 4 C atoms, optionally substituted by hydroxyl, C1-4-alkoxy or amino, X and Y are either identical and in each case both denote hydrogen, or X and Y are different, one of the radicals X or Y representing hydrogen and the other of the two radicals denoting a hydroxyl or an alkoxy group having up to 4 C atoms, with the proviso that not all radicals R<1>, R<2>, X and Y simultaneously denote hydrogen, and their pharmacologically acceptable salts, process for the preparation of the compounds I or of regioisomer mixtures of two of these compounds I and medicines containing at least one of the compounds I.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3803620A DE3803620A1 (en) | 1988-02-06 | 1988-02-06 | INDOLOCARBAZOL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND MEDICINAL PRODUCTS CONTAINING THE SAME |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE890359L true IE890359L (en) | 1989-08-06 |
| IE65256B1 IE65256B1 (en) | 1995-10-18 |
Family
ID=6346797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE35989A IE65256B1 (en) | 1988-02-06 | 1989-02-03 | Indolocarbazole derivatives processes for the preparation thereof and pharmaceutical compositions containing them |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0328000B1 (en) |
| JP (1) | JP2866096B2 (en) |
| KR (1) | KR890013035A (en) |
| CN (1) | CN1035667A (en) |
| AT (1) | ATE117304T1 (en) |
| AU (1) | AU616468B2 (en) |
| CA (1) | CA1337767C (en) |
| DD (1) | DD283394A5 (en) |
| DE (2) | DE3803620A1 (en) |
| DK (1) | DK51489A (en) |
| ES (1) | ES2066798T3 (en) |
| GR (1) | GR3015194T3 (en) |
| HU (1) | HU203758B (en) |
| IE (1) | IE65256B1 (en) |
| PT (1) | PT89623B (en) |
| ZA (1) | ZA89861B (en) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3010675B2 (en) * | 1989-03-23 | 2000-02-21 | 萬有製薬株式会社 | Antitumor substance BE-13793C |
| WO1991009034A1 (en) * | 1989-12-14 | 1991-06-27 | Schering Corporation | Indolocarbazoles from saccharothrix aerocolonigenes subsp. copiosa subsp. nov. scc 1951 atcc 53856 |
| US5618809A (en) * | 1989-12-14 | 1997-04-08 | Schering Corporation | Indolocarbazoles from saccharothrix aerocolonigenes copiosa subsp. nov SCC 1951 ATCC 53856 |
| DE3942296A1 (en) * | 1989-12-21 | 1991-06-27 | Goedecke Ag | INDOLOCARBAZOL DERIVATIVES, METHOD FOR THE PRODUCTION AND USE THEREOF |
| US5668271A (en) * | 1991-11-29 | 1997-09-16 | Banyu Pharmaceutical Co., Ltd. | Indolopyrrolocarbazole derivatives |
| US5591842A (en) * | 1991-11-29 | 1997-01-07 | Banyu Pharmaceutical Co., Ltd. | Indolopyrrolocarbazole derivatives |
| AU685389B2 (en) * | 1992-03-20 | 1998-01-22 | Wellcome Foundation Limited, The | Further indole derivatives with antiviral activity |
| DE4243321A1 (en) * | 1992-12-21 | 1994-06-23 | Goedecke Ag | Amino acid derivatives of heterocycles as PKC inhibitors |
| US5721230A (en) * | 1993-05-10 | 1998-02-24 | Hoffmann-La Roche Inc. | Substituted pyrroles |
| AU678435B2 (en) * | 1993-05-10 | 1997-05-29 | F. Hoffmann-La Roche Ag | Substituted pyrroles |
| DK0699204T3 (en) * | 1993-05-28 | 1999-02-22 | Cephalon Inc | Use of indolocarbazole derivatives for the treatment of a pathological condition in the prostate |
| US5468872A (en) * | 1993-09-16 | 1995-11-21 | Cephalon, Inc. | K-252a functional derivatives potentiate neurotrophin-3 for the treatment of neurological disorders |
| US5541347A (en) * | 1993-12-07 | 1996-07-30 | Eli Lilly And Company | Synthesis of bisindolylmaleimides |
| DK0657411T3 (en) * | 1993-12-07 | 1999-11-15 | Lilly Co Eli | Improved synthesis of bisindolylmaleimides |
| US5723456A (en) * | 1993-12-07 | 1998-03-03 | Eli Lilly & Company | Therapeutic treatment for cardiovascular diseases |
| US5624949A (en) * | 1993-12-07 | 1997-04-29 | Eli Lilly And Company | Protein kinase C inhibitors |
| UA44690C2 (en) * | 1993-12-07 | 2002-03-15 | Елі Ліллі Енд Компані | Macrocyclic compounds imides BIS-indole-maleic acid, a way of its preparation and pharmaceutical compositions macrocyclic compounds imides BIS-indole-maleic acid and bis-indole-maleic anhydride, METHOD FOR PRODUCING (optional) |
| US5843935A (en) * | 1993-12-07 | 1998-12-01 | Eli Lilly And Company | Protein kinase C inhibitors |
| AU1339895A (en) * | 1993-12-23 | 1995-07-10 | Eli Lilly And Company | Protein kinase c inhibitors |
| US5922860A (en) * | 1994-05-09 | 1999-07-13 | Banyu Pharmaceutical Co., Ltd. | Antitumor indolopyrrolocarbazole derivatives |
| US5804564A (en) * | 1994-05-09 | 1998-09-08 | Banyu Pharmaceutical Co., Ltd. | Antitumor indolopyrrolocarbazole derivatives |
| 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 |
| US5616724A (en) * | 1996-02-21 | 1997-04-01 | Cephalon, Inc. | Fused pyrrolo[2,3-c]carbazole-6-ones |
| CA2245029A1 (en) | 1998-03-13 | 1999-09-13 | University Of British Columbia | Granulatimide compounds as g2 checkpoint inhibitors |
| WO1999047522A1 (en) * | 1998-03-13 | 1999-09-23 | The University Of British Columbia | Granulatimide derivatives for use in cancer treatment |
| US6653290B2 (en) | 2000-10-06 | 2003-11-25 | Bristol-Myers Squibb Company | Tumor proliferation inhibitors |
| US6855698B2 (en) | 2001-03-22 | 2005-02-15 | Bristol-Myers Squibb Company | Topoisomerase I selective cytotoxic sugar derivatives of indolopyrrolocarbazoles |
| 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 |
| CN117486782A (en) * | 2023-12-29 | 2024-02-02 | 中国医学科学院药用植物研究所 | N-substituted carbazole derivative and preparation method and application thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4737496A (en) * | 1986-10-01 | 1988-04-12 | Ciba-Geigy Corporation | 1,3,4,16b-tetrahydro-2H,10H-indolo[2,1-c]pyrazino-[1,2-a][1,4]benzodiazepines useful as serotonin-2 receptor antagonists |
-
1988
- 1988-02-06 DE DE3803620A patent/DE3803620A1/en not_active Withdrawn
-
1989
- 1989-02-03 CA CA000590001A patent/CA1337767C/en not_active Expired - Fee Related
- 1989-02-03 DE DE58908892T patent/DE58908892D1/en not_active Expired - Fee Related
- 1989-02-03 ES ES89101940T patent/ES2066798T3/en not_active Expired - Lifetime
- 1989-02-03 DK DK051489A patent/DK51489A/en not_active Application Discontinuation
- 1989-02-03 ZA ZA89861A patent/ZA89861B/en unknown
- 1989-02-03 IE IE35989A patent/IE65256B1/en not_active IP Right Cessation
- 1989-02-03 AU AU29607/89A patent/AU616468B2/en not_active Ceased
- 1989-02-03 EP EP89101940A patent/EP0328000B1/en not_active Expired - Lifetime
- 1989-02-03 HU HU89548A patent/HU203758B/en not_active IP Right Cessation
- 1989-02-03 DD DD89325511A patent/DD283394A5/en not_active IP Right Cessation
- 1989-02-03 AT AT89101940T patent/ATE117304T1/en not_active IP Right Cessation
- 1989-02-03 PT PT89623A patent/PT89623B/en not_active IP Right Cessation
- 1989-02-04 CN CN89100641A patent/CN1035667A/en active Pending
- 1989-02-04 KR KR1019890001349A patent/KR890013035A/en not_active Withdrawn
- 1989-02-06 JP JP1027350A patent/JP2866096B2/en not_active Expired - Fee Related
-
1995
- 1995-02-27 GR GR950400404T patent/GR3015194T3/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES2066798T3 (en) | 1995-03-16 |
| CN1035667A (en) | 1989-09-20 |
| EP0328000A2 (en) | 1989-08-16 |
| JPH02149520A (en) | 1990-06-08 |
| HU203758B (en) | 1991-09-30 |
| DE3803620A1 (en) | 1989-08-17 |
| PT89623B (en) | 1994-02-28 |
| IE65256B1 (en) | 1995-10-18 |
| DE58908892D1 (en) | 1995-03-02 |
| PT89623A (en) | 1989-10-04 |
| CA1337767C (en) | 1995-12-19 |
| GR3015194T3 (en) | 1995-05-31 |
| AU2960789A (en) | 1989-08-10 |
| DD283394A5 (en) | 1990-10-10 |
| AU616468B2 (en) | 1991-10-31 |
| JP2866096B2 (en) | 1999-03-08 |
| EP0328000B1 (en) | 1995-01-18 |
| ATE117304T1 (en) | 1995-02-15 |
| ZA89861B (en) | 1989-11-29 |
| DK51489A (en) | 1989-08-07 |
| KR890013035A (en) | 1989-09-21 |
| DK51489D0 (en) | 1989-02-03 |
| EP0328000A3 (en) | 1991-04-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |