WO1997003985A1 - Cyclic gmp-specific phosphodiesterase inhibitors - Google Patents
Cyclic gmp-specific phosphodiesterase inhibitors Download PDFInfo
- Publication number
- WO1997003985A1 WO1997003985A1 PCT/EP1996/003025 EP9603025W WO9703985A1 WO 1997003985 A1 WO1997003985 A1 WO 1997003985A1 EP 9603025 W EP9603025 W EP 9603025W WO 9703985 A1 WO9703985 A1 WO 9703985A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compound
- compound according
- pyrido
- indole
- pyrazino
- Prior art date
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
- C07D471/12—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 three hetero rings
- C07D471/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- 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
Definitions
- This invention relates to a series of tetracyclic derivatives, to processes for their preparation, pharmaceutical compositions containing them, and their use as therapeutic agents.
- the invention relates to tetracyclic derivatives which are potent and selective inhibitors of cyclic guanosine 3', 5'- monophosphate specific phosphodiesterase (cGMP specific PDE) having utility in a variety of therapeutic areas where such inhibition is thought to be beneficial, including the treatment of cardiovascular disorders.
- cGMP specific PDE cyclic guanosine 3', 5'- monophosphate specific phosphodiesterase
- a particularly preferred subgroup of compounds according to the present invention are-compounds wherein R° represents hydrogen.
- a further preferred subgroup includes compounds wherein R 1 is selected from hydrogen, methyl and iso-propyl.
- compositions comprising a combination as defined above together with a pharmaceutically acceptable diluent or carrier comprise a further aspect of the invention.
- the individual components of such a combination may also be administered either sequentially or simultaneously in separate pharmaceutical formulations.
- Alk represents C-
- a primary amine R 1 NH2 in a suitable solvent such as an alcohol (e.g. methanol or ethanol) or a mixture of solvents, conveniently at a temperature of from 20°C to reflux (e.g. at about 50°C).
- a suitable solvent such as an alcohol (e.g. methanol or ethanol) or a mixture of solvents, conveniently at a temperature of from 20°C to reflux (e.g. at about 50°C).
- the active ingredient was sieved and blended with the excipients. The resultant mix was compressed into tablets.
Abstract
Description
Claims
Priority Applications (12)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BR9609780A BR9609780A (en) | 1995-07-14 | 1996-07-11 | Compound use of a compound process for the treatment of pharmaceutical composition conditions processes for preparing a pharmaceutical composition and for preparing a compound |
DE69621026T DE69621026T2 (en) | 1995-07-14 | 1996-07-11 | CYCLIC GMP-SPECIFIC PHOSPHODIESTERAS INHIBITORS |
MX9800411A MX9800411A (en) | 1995-07-14 | 1996-07-11 | Cyclic gmp-specific phosphodiesterase inhibitors. |
SK38-98A SK3898A3 (en) | 1995-07-14 | 1996-07-11 | Cyclic gmp-specific phosphodiesterase inhibitors |
IL12292396A IL122923A0 (en) | 1995-07-14 | 1996-07-11 | Cyclic gmp-specific phosphodiesterase inhibitors |
AT96923986T ATE216997T1 (en) | 1995-07-14 | 1996-07-11 | CYCLIC GMP-SPECIFIC PHOSPHODIESTERASE INHIBITORS |
AU64192/96A AU702324B2 (en) | 1995-07-14 | 1996-07-11 | Cyclic GMP-specific phosphodiesterase inhibitors |
JP50624997A JP4150818B2 (en) | 1995-07-14 | 1996-07-11 | Cyclic GMP-specific phosphodiesterase inhibitors |
US09/000,192 US5981527A (en) | 1995-07-14 | 1996-07-11 | Cyclic GMP-specific phosphodiesterase inhibitors |
EP96923986A EP0846118B1 (en) | 1995-07-14 | 1996-07-11 | Cyclic gmp-specific phosphodiesterase inhibitors |
NO980154A NO980154L (en) | 1995-07-14 | 1998-01-13 | Cyclic GMP-specific phosphodiesterase inhibitors |
US09/154,051 US6143746A (en) | 1994-01-21 | 1998-09-16 | Tetracyclic cyclic GMP-specific phosphodiesterase inhibitors, process of preparation and use |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB9514465.5 | 1995-07-14 | ||
GBGB9514465.5A GB9514465D0 (en) | 1995-07-14 | 1995-07-14 | Chemical compounds |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1996/003024 Continuation-In-Part WO1997003675A1 (en) | 1994-01-21 | 1996-07-11 | Use of cgmp-phosphodiesterase inhibitors to treat impotence |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1995/000183 Continuation-In-Part WO1995019978A1 (en) | 1994-01-21 | 1995-01-19 | Tetracyclic derivatives, process of preparation and use |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1997003985A1 true WO1997003985A1 (en) | 1997-02-06 |
Family
ID=10777696
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1996/003025 WO1997003985A1 (en) | 1994-01-21 | 1996-07-11 | Cyclic gmp-specific phosphodiesterase inhibitors |
Country Status (24)
Country | Link |
---|---|
US (1) | US5981527A (en) |
EP (1) | EP0846118B1 (en) |
JP (1) | JP4150818B2 (en) |
CN (1) | CN1069318C (en) |
AR (1) | AR003455A1 (en) |
AT (1) | ATE216997T1 (en) |
AU (1) | AU702324B2 (en) |
BR (1) | BR9609780A (en) |
CA (1) | CA2226761A1 (en) |
CO (1) | CO4700455A1 (en) |
CZ (1) | CZ3298A3 (en) |
DE (1) | DE69621026T2 (en) |
ES (1) | ES2176471T3 (en) |
GB (1) | GB9514465D0 (en) |
HR (1) | HRP960321B1 (en) |
HU (1) | HUP9900006A3 (en) |
IL (1) | IL122923A0 (en) |
MX (1) | MX9800411A (en) |
NO (1) | NO980154L (en) |
PL (1) | PL324527A1 (en) |
SK (1) | SK3898A3 (en) |
WO (1) | WO1997003985A1 (en) |
YU (1) | YU42296A (en) |
ZA (1) | ZA965934B (en) |
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US5874440A (en) * | 1995-06-07 | 1999-02-23 | Cell Pathways, Inc. | Method of treating a patient having precancerous lesions with phenyl pyrimidinone derivatives |
US5942520A (en) * | 1998-01-27 | 1999-08-24 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells by exposure to substituted N-cycloalkylmethyl-1-H-pyrazolo (3,4-B) quinolone-4 amines |
US5990117A (en) * | 1998-04-15 | 1999-11-23 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure to quinazoline derivatives |
US6020379A (en) * | 1999-02-19 | 2000-02-01 | Cell Pathways, Inc. | Position 7 substituted indenyl-3-acetic acid derivatives and amides thereof for the treatment of neoplasia |
US6034099A (en) * | 1998-11-24 | 2000-03-07 | Cell Pathways, Inc. | Method for inhibiting neoplastic lesions by administering 4-(arylmethylene)- 2, 3- dihydro-pyrazol-3-ones |
WO2000015228A1 (en) * | 1998-09-16 | 2000-03-23 | Icos Corporation | Combinations of tetracyclic cyclic gmp-specific phosphodiesterase inhibitors with further therapeutic agents |
US6046206A (en) * | 1995-06-07 | 2000-04-04 | Cell Pathways, Inc. | Method of treating a patient having a precancerous lesions with amide quinazoline derivatives |
US6046199A (en) * | 1998-01-14 | 2000-04-04 | Cell Pathways, Inc. | Method of inhibiting neoplastic cells with tetracyclic pyrido[3,4-B]indole derivatives |
US6060477A (en) * | 1995-06-07 | 2000-05-09 | Cell Pathways, Inc. | Method of treating a patient having precancerous lesions with phenyl cycloamino pyrimidinone derivatives |
US6077842A (en) * | 1998-11-24 | 2000-06-20 | Cell Pathways, Inc. | Method of inhibiting neoplastic cells with pyrazolopyridylpyridazinone derivatives |
US6124303A (en) * | 1998-09-11 | 2000-09-26 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure to 9-substituted 2-(2-N-aloxyphenyl) purin-6-ones |
US6133271A (en) * | 1998-11-19 | 2000-10-17 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure thienopyrimidine derivatives |
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US6200980B1 (en) | 1995-06-07 | 2001-03-13 | Cell Pathways, Inc. | Method of treating a patient having precancerous lesions with phenyl purinone derivatives |
US6200771B1 (en) | 1998-10-15 | 2001-03-13 | Cell Pathways, Inc. | Method of using a novel phosphodiesterase in pharmaceutical screeing to identify compounds for treatment of neoplasia |
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US6268372B1 (en) | 1998-09-11 | 2001-07-31 | Cell Pathways, Inc. | Method for inhibiting neoplastic cells and related conditions by exposure to 2,9-disubstituted purin-6-ones |
US6326379B1 (en) | 1998-09-16 | 2001-12-04 | Bristol-Myers Squibb Co. | Fused pyridine inhibitors of cGMP phosphodiesterase |
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US6369092B1 (en) | 1998-11-23 | 2002-04-09 | Cell Pathways, Inc. | Method for treating neoplasia by exposure to substituted benzimidazole derivatives |
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US6407108B1 (en) | 1997-07-29 | 2002-06-18 | Almirall Prodesfarma, S.A. | 1,2,4-triazolo(4,3-b)pyrido(3,2-d)pyridazine derivatives and pharmaceutical compositions containing them |
US6486155B1 (en) | 1998-11-24 | 2002-11-26 | Cell Pathways Inc | Method of inhibiting neoplastic cells with isoquinoline derivatives |
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US6569638B1 (en) | 2000-03-03 | 2003-05-27 | Cell Pathways, Inc | Method for screening compounds for the treatment of neoplasia |
US6610652B2 (en) | 1997-06-23 | 2003-08-26 | Queen's University At Kingston | Microdose therapy |
US6740306B2 (en) | 2001-04-12 | 2004-05-25 | Bayer Aktiengesellschaft | Imidazotriazinone-containing compositions for nasal administration |
US6821978B2 (en) | 2000-09-19 | 2004-11-23 | Schering Corporation | Xanthine phosphodiesterase V inhibitors |
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US7115647B2 (en) | 1998-01-14 | 2006-10-03 | Osi Pharmaceuticals, Inc. | Method of inhibiting neoplastic cells with indole derivatives |
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-
1995
- 1995-07-14 GB GBGB9514465.5A patent/GB9514465D0/en active Pending
-
1996
- 1996-07-05 HR HR960321A patent/HRP960321B1/en not_active IP Right Cessation
- 1996-07-11 BR BR9609780A patent/BR9609780A/en not_active Application Discontinuation
- 1996-07-11 MX MX9800411A patent/MX9800411A/en not_active Application Discontinuation
- 1996-07-11 ES ES96923986T patent/ES2176471T3/en not_active Expired - Lifetime
- 1996-07-11 AU AU64192/96A patent/AU702324B2/en not_active Ceased
- 1996-07-11 CZ CZ9832A patent/CZ3298A3/en unknown
- 1996-07-11 US US09/000,192 patent/US5981527A/en not_active Expired - Lifetime
- 1996-07-11 JP JP50624997A patent/JP4150818B2/en not_active Expired - Fee Related
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- 1996-07-11 CN CN96196751A patent/CN1069318C/en not_active Expired - Fee Related
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- 1996-07-11 DE DE69621026T patent/DE69621026T2/en not_active Expired - Fee Related
- 1996-07-11 PL PL96324527A patent/PL324527A1/en unknown
- 1996-07-11 HU HU9900006A patent/HUP9900006A3/en unknown
- 1996-07-12 CO CO96036775A patent/CO4700455A1/en unknown
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Also Published As
Publication number | Publication date |
---|---|
JP4150818B2 (en) | 2008-09-17 |
IL122923A0 (en) | 1998-08-16 |
CA2226761A1 (en) | 1997-02-06 |
NO980154L (en) | 1998-03-10 |
AU702324B2 (en) | 1999-02-18 |
CN1195349A (en) | 1998-10-07 |
NO980154D0 (en) | 1998-01-13 |
YU42296A (en) | 1998-12-23 |
BR9609780A (en) | 1999-03-09 |
HUP9900006A3 (en) | 1999-11-29 |
ZA965934B (en) | 1997-02-03 |
SK3898A3 (en) | 1998-11-04 |
JPH11509535A (en) | 1999-08-24 |
CO4700455A1 (en) | 1998-12-29 |
MX9800411A (en) | 1998-04-30 |
CZ3298A3 (en) | 1998-06-17 |
DE69621026D1 (en) | 2002-06-06 |
AU6419296A (en) | 1997-02-18 |
ES2176471T3 (en) | 2002-12-01 |
GB9514465D0 (en) | 1995-09-13 |
EP0846118A1 (en) | 1998-06-10 |
HRP960321B1 (en) | 2003-06-30 |
HRP960321A2 (en) | 1998-08-31 |
DE69621026T2 (en) | 2002-08-22 |
EP0846118B1 (en) | 2002-05-02 |
ATE216997T1 (en) | 2002-05-15 |
AR003455A1 (en) | 1998-08-05 |
PL324527A1 (en) | 1998-06-08 |
CN1069318C (en) | 2001-08-08 |
US5981527A (en) | 1999-11-09 |
HUP9900006A2 (en) | 1999-04-28 |
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