CA2253948A1 - Carboline derivatives - Google Patents
Carboline derivativesInfo
- Publication number
- CA2253948A1 CA2253948A1 CA002253948A CA2253948A CA2253948A1 CA 2253948 A1 CA2253948 A1 CA 2253948A1 CA 002253948 A CA002253948 A CA 002253948A CA 2253948 A CA2253948 A CA 2253948A CA 2253948 A1 CA2253948 A1 CA 2253948A1
- Authority
- CA
- Canada
- Prior art keywords
- carboline derivatives
- potent
- thought
- inhibition
- variety
- 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
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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
-
- 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
Abstract
Carboline derivatives of formula (I), are potent and selective inhibitors of cyclic guanosine 3',5'-monophosphate specific phosphodiesterase (cGMP specific PDE) and have utility in a variety of therapeutic areas where such inhibition is thought to be beneficial, including the treatment of cardiovascular disorders.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9609777.9A GB9609777D0 (en) | 1996-05-10 | 1996-05-10 | Chemical compounds |
GBGB9609820.7A GB9609820D0 (en) | 1996-05-10 | 1996-05-10 | Chemical compounds |
GB9609777.9 | 1996-05-10 | ||
GB9609820.7 | 1996-05-10 | ||
PCT/EP1997/002277 WO1997043287A1 (en) | 1996-05-10 | 1997-05-05 | Carboline derivatives |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2253948A1 true CA2253948A1 (en) | 1997-11-20 |
CA2253948C CA2253948C (en) | 2005-07-26 |
Family
ID=26309303
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002253948A Expired - Fee Related CA2253948C (en) | 1996-05-10 | 1997-05-05 | Carboline derivatives |
Country Status (26)
Country | Link |
---|---|
US (2) | US6117881A (en) |
EP (1) | EP0912567B1 (en) |
JP (1) | JP3418405B2 (en) |
KR (1) | KR20000010918A (en) |
CN (1) | CN1067071C (en) |
AP (1) | AP9801365A0 (en) |
AT (1) | ATE215950T1 (en) |
AU (1) | AU711885B2 (en) |
BG (1) | BG102879A (en) |
BR (1) | BR9709230A (en) |
CA (1) | CA2253948C (en) |
CZ (1) | CZ358598A3 (en) |
DE (1) | DE69711882T2 (en) |
EA (1) | EA199800907A1 (en) |
EE (1) | EE9800390A (en) |
ES (1) | ES2175404T3 (en) |
HU (1) | HUP9901478A3 (en) |
IL (1) | IL126951A0 (en) |
IS (1) | IS4864A (en) |
NO (1) | NO985222L (en) |
OA (1) | OA10920A (en) |
PL (1) | PL329875A1 (en) |
SK (1) | SK154498A3 (en) |
TR (1) | TR199802282T2 (en) |
WO (1) | WO1997043287A1 (en) |
YU (1) | YU49898A (en) |
Families Citing this family (61)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0912567B1 (en) * | 1996-05-10 | 2002-04-10 | Icos Corporation | Carboline derivatives |
US6331543B1 (en) | 1996-11-01 | 2001-12-18 | Nitromed, Inc. | Nitrosated and nitrosylated phosphodiesterase inhibitors, compositions and methods of use |
DE19837069C1 (en) * | 1998-08-17 | 2000-01-05 | Bayer Ag | New cinnamic acid derivatives useful as insecticide intermediates |
AU1025899A (en) * | 1998-09-16 | 2000-04-03 | Icos Corporation | Carboline derivatives as cgmp phosphodiesterase inhibitors |
DE19903087A1 (en) * | 1999-01-27 | 2000-08-10 | Forssmann Wolf Georg | Treatment of erectile dysfunction with C-type natriuretic polypeptide (CNP) as monotherapy or in combination with phosphodiesterase inhibitors |
US6387916B1 (en) | 1999-03-24 | 2002-05-14 | Harbor Branch Oceanographic Institution, Inc. | Anti-inflammatory uses of manzamines |
US6451807B1 (en) | 1999-04-30 | 2002-09-17 | Lilly Icos, Llc. | Methods of treating sexual dysfunction in an individual suffering from a retinal disease, class 1 congestive heart failure, or myocardial infarction using a PDE5 inhibitor |
NO20002097L (en) | 1999-04-30 | 2001-10-26 | Lilly Icos Llc | Preparation items |
EP1278522B1 (en) | 2000-04-19 | 2006-10-25 | Lilly Icos LLC | Pde-v inhibitors for treatment of parkinson's disease |
UA74826C2 (en) * | 2000-05-17 | 2006-02-15 | Ortho Mcneil Pharm Inc | ?-carboline derivatives as phosphodiesterase inhibitors |
US6825197B2 (en) | 2000-06-23 | 2004-11-30 | Lilly Icos Llc | Cyclic GMP-specific phosphodiesterase inhibitors |
US6821978B2 (en) | 2000-09-19 | 2004-11-23 | Schering Corporation | Xanthine phosphodiesterase V inhibitors |
US7022856B2 (en) | 2001-02-12 | 2006-04-04 | Lilly Icos Llc. | Carboline derivatives |
ES2272695T3 (en) * | 2001-02-12 | 2007-05-01 | Lilly Icos Llc | CARBOLINE DERIVATIVES. |
DE60216745T2 (en) * | 2001-04-25 | 2007-05-16 | Lilly Icos Llc, Wilmington | Chemical compounds |
WO2002098875A1 (en) * | 2001-06-05 | 2002-12-12 | Lilly Icos Llc | Carboline derivatives as pde-5 inhibitors |
MXPA03011167A (en) * | 2001-06-21 | 2004-02-26 | Lilly Icos Llc | Carboline derivatives as pdev inhibitors. |
EP1442042A1 (en) | 2001-11-09 | 2004-08-04 | Schering Corporation | Polycyclic guanine derivative phosphodiesterase v inhibitors |
CA2469075C (en) * | 2001-12-20 | 2011-09-13 | Applied Research Systems Ars Holding N.V. | Pyrrolidine derivatives as prostaglandin modulators |
US7595311B2 (en) | 2002-05-24 | 2009-09-29 | Exelixis, Inc. | Azepinoindole derivatives as pharmaceutical agents |
TWI329111B (en) | 2002-05-24 | 2010-08-21 | X Ceptor Therapeutics Inc | Azepinoindole and pyridoindole derivatives as pharmaceutical agents |
PT1644021E (en) * | 2003-06-13 | 2013-01-30 | Ironwood Pharmaceuticals Inc | Methods and compositions for the treatment of gastrointestinal disorders |
ES2427166T3 (en) * | 2003-06-23 | 2013-10-29 | Ono Pharmaceutical Co., Ltd. | Novel tricyclic heterocyclic compound |
US8076353B2 (en) | 2004-03-15 | 2011-12-13 | Ptc Therapeutics, Inc. | Inhibition of VEGF translation |
US8076352B2 (en) | 2004-03-15 | 2011-12-13 | Ptc Therapeutics, Inc. | Administration of carboline derivatives useful in the treatment of cancer and other diseases |
US7767689B2 (en) | 2004-03-15 | 2010-08-03 | Ptc Therapeutics, Inc. | Carboline derivatives useful in the treatment of cancer |
DK1737461T3 (en) | 2004-03-15 | 2013-03-18 | Ptc Therapeutics Inc | CARBOLIN DERIVATIVES FOR INHIBITING ANGIOGENESES |
ZA200609845B (en) * | 2004-05-26 | 2010-02-24 | Eisai R&D Man Co Ltd | Cinnamide compound |
AU2005247746B2 (en) | 2004-05-26 | 2010-11-11 | Eisai R&D Management Co., Ltd. | Cinnamide compound |
CA2580119A1 (en) | 2004-10-26 | 2006-05-04 | Eisai R & D Management Co., Ltd. | Amorphous object of cinnamide compound |
US7964726B2 (en) | 2004-12-22 | 2011-06-21 | Ono Pharmaceutical Co., Ltd. | Tricyclic compound and use thereof |
US8506934B2 (en) | 2005-04-29 | 2013-08-13 | Robert I. Henkin | Methods for detection of biological substances |
EP2258358A3 (en) | 2005-08-26 | 2011-09-07 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
US7678363B2 (en) | 2005-08-26 | 2010-03-16 | Braincells Inc | Methods of treating psychiatric conditions comprising administration of muscarinic agents in combination with SSRIs |
JP2009512711A (en) | 2005-10-21 | 2009-03-26 | ブレインセルス,インコーポレイティド | Regulation of neurogenesis by PDE inhibition |
AU2006308889A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | GABA receptor mediated modulation of neurogenesis |
NZ568694A (en) | 2005-11-09 | 2011-09-30 | Zalicus Inc | Method, compositions, and kits for the treatment of medical conditions |
KR20080076907A (en) * | 2005-11-18 | 2008-08-20 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | Process for production of cinnamamide derivative |
US20090048448A1 (en) * | 2005-11-18 | 2009-02-19 | Ikuo Kushida | Salts of cynnamide compound or solvates thereof |
US20070117839A1 (en) * | 2005-11-24 | 2007-05-24 | Eisai R&D Management Co., Ltd. | Two cyclic cinnamide compound |
TWI370130B (en) | 2005-11-24 | 2012-08-11 | Eisai R&D Man Co Ltd | Two cyclic cinnamide compound |
WO2007060810A1 (en) | 2005-11-24 | 2007-05-31 | Eisai R & D Management Co., Ltd. | Morpholine type cinnamide compound |
US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
TWI378091B (en) | 2006-03-09 | 2012-12-01 | Eisai R&D Man Co Ltd | Multi-cyclic cinnamide derivatives |
EP2026813A2 (en) | 2006-05-09 | 2009-02-25 | Braincells, Inc. | 5 ht receptor mediated neurogenesis |
EP2377531A2 (en) | 2006-05-09 | 2011-10-19 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
AR062095A1 (en) | 2006-07-28 | 2008-10-15 | Eisai R&D Man Co Ltd | CINAMIDE COMPOUND PROFARMACO |
AU2007292848A1 (en) | 2006-09-08 | 2008-03-13 | Braincells, Inc. | Combinations containing a 4-acylaminopyridine derivative |
US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
US8293489B2 (en) | 2007-01-31 | 2012-10-23 | Henkin Robert I | Methods for detection of biological substances |
CL2008000582A1 (en) | 2007-02-28 | 2008-06-27 | Eisai R&D Man Co Ltd | CYCLE COMPOUNDS DERIVED FROM CONDENSED OXIMORPHOLINE; PHARMACES THAT INCLUDE SUCH COMPOUNDS; AND ITS USE TO TREAT ALZHEIMER'S DISEASE, SENILE DEMENTIA, DOWN SYNDROME OR AMYLOIDOSIS. |
US20080306272A1 (en) * | 2007-05-16 | 2008-12-11 | Eisai R&D Management Co., Ltd. | One-pot methods for preparing cinnamide derivatives |
US7935815B2 (en) * | 2007-08-31 | 2011-05-03 | Eisai R&D Management Co., Ltd. | Imidazoyl pyridine compounds and salts thereof |
KR20100055456A (en) | 2007-08-31 | 2010-05-26 | 에자이 알앤드디 매니지먼트 가부시키가이샤 | Polycyclic compound |
US20100317860A1 (en) * | 2008-01-28 | 2010-12-16 | Ikuo Kushida | Crystalline cinnamide compounds or salts thereof |
US8580801B2 (en) | 2008-07-23 | 2013-11-12 | Robert I. Henkin | Phosphodiesterase inhibitor treatment |
US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
US20150119399A1 (en) | 2012-01-10 | 2015-04-30 | President And Fellows Of Harvard College | Beta-cell replication promoting compounds and methods of their use |
US20150297601A1 (en) | 2012-10-05 | 2015-10-22 | Robert I. Henkin | Phosphodiesterase inhibitor treatment |
US10598672B2 (en) | 2014-02-18 | 2020-03-24 | Cyrano Therapeutics, Inc. | Methods and compositions for diagnosing and treating loss and/or distortion of taste or smell |
EP3352566A4 (en) | 2015-09-23 | 2019-07-31 | Minerva Biotechnologies Corporation | Method of screening for agents for differentiating stem cells |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3644384A (en) * | 1969-06-09 | 1972-02-22 | Sterling Drug Inc | Certain 2-(alpha-haloacetyl) - 1 2 3 4-tetrahydro - 9h - pyrido(3 4-b)indole-3-carboxylates and derivatives |
US3717638A (en) * | 1971-03-11 | 1973-02-20 | Sterling Drug Inc | 1,2,3,4,6,7,12,12A-OCTAHYDRO-2-PHENYLPYRAZINO[2',1':6,1]PYRIDO[3,4-b]INDOLES AND INTERMEDIATES THEREFOR |
US3917599A (en) * | 1973-03-30 | 1975-11-04 | Council Scient Ind Res | 2-Substituted-1,2,3,4,6,7,12,12A-octahydropyrazino(2{40 ,1{40 :6,1)pyrido(3,4-B)indoles |
GB1454171A (en) * | 1973-10-19 | 1976-10-27 | Council Scient Ind Res | Tetracyclic compounds |
US4188390A (en) * | 1977-11-05 | 1980-02-12 | Pfizer Inc. | Antihypertensive 4-amino-2-[4-(1,4-benzodioxan-2-carbonyl) piperazin-1-yl or homopiperazin-1-yl]quinazolines |
GR79603B (en) * | 1982-07-24 | 1984-10-31 | Pfizer | |
IT1217190B (en) * | 1988-04-22 | 1990-03-14 | Recordati Chem Pharm | USEFUL COMPOUNDS FOR THE TREATMENT AND DIAGNOSIS OF HURRY DYSFUNCTIONS |
FI892362A (en) * | 1988-06-01 | 1989-12-02 | Eisai Co Ltd | BUTEN- ELLER PROPENSYRADERIVAT. |
EP0357122A3 (en) * | 1988-08-29 | 1991-10-23 | Duphar International Research B.V | Use of beta-carbolines, their bio-isosteric benzofuran and benzothiophene analogues for the manufacture of a medicament having cytostatic properties |
DE3830096A1 (en) * | 1988-09-03 | 1990-03-15 | Hoechst Ag | PIPERAZINDIONE WITH PSYCHOTROPER EFFECT |
FR2649613B1 (en) * | 1989-07-11 | 1991-09-27 | Virag Ronald | VASO-ACTIVE MEDICINE |
JPH0344324A (en) * | 1989-07-13 | 1991-02-26 | Kazuoki Tsuchiya | Sexual function invigorator |
DE69105040T2 (en) * | 1990-05-31 | 1995-03-23 | Pfizer | Medicines for impotence. |
US5270323A (en) * | 1990-05-31 | 1993-12-14 | Pfizer Inc. | Method of treating impotence |
GB9013750D0 (en) * | 1990-06-20 | 1990-08-08 | Pfizer Ltd | Therapeutic agents |
GB9114760D0 (en) * | 1991-07-09 | 1991-08-28 | Pfizer Ltd | Therapeutic agents |
GB9218322D0 (en) * | 1992-08-28 | 1992-10-14 | Pfizer Ltd | Therapeutic agents |
GB9301192D0 (en) * | 1993-06-09 | 1993-06-09 | Trott Francis W | Flower shaped mechanised table |
GB9401090D0 (en) * | 1994-01-21 | 1994-03-16 | Glaxo Lab Sa | Chemical compounds |
EP0912567B1 (en) * | 1996-05-10 | 2002-04-10 | Icos Corporation | Carboline derivatives |
US5874437A (en) * | 1996-11-01 | 1999-02-23 | Nitromed, Inc. | Nitrosated and nitrosylated phosphodiesterase inhibitor compounds, compositions and their uses |
US6043252A (en) * | 1997-05-05 | 2000-03-28 | Icos Corporation | Carboline derivatives |
-
1997
- 1997-05-05 EP EP97922960A patent/EP0912567B1/en not_active Expired - Lifetime
- 1997-05-05 EA EA199800907A patent/EA199800907A1/en unknown
- 1997-05-05 EE EE9800390A patent/EE9800390A/en unknown
- 1997-05-05 PL PL97329875A patent/PL329875A1/en unknown
- 1997-05-05 KR KR1019980709066A patent/KR20000010918A/en not_active Application Discontinuation
- 1997-05-05 CZ CZ983585A patent/CZ358598A3/en unknown
- 1997-05-05 CA CA002253948A patent/CA2253948C/en not_active Expired - Fee Related
- 1997-05-05 CN CN97194508A patent/CN1067071C/en not_active Expired - Fee Related
- 1997-05-05 YU YU49898A patent/YU49898A/en unknown
- 1997-05-05 WO PCT/EP1997/002277 patent/WO1997043287A1/en not_active Application Discontinuation
- 1997-05-05 AP APAP/P/1998/001365A patent/AP9801365A0/en unknown
- 1997-05-05 JP JP54045697A patent/JP3418405B2/en not_active Expired - Fee Related
- 1997-05-05 US US09/155,811 patent/US6117881A/en not_active Expired - Fee Related
- 1997-05-05 AT AT97922960T patent/ATE215950T1/en not_active IP Right Cessation
- 1997-05-05 HU HU9901478A patent/HUP9901478A3/en unknown
- 1997-05-05 TR TR1998/02282T patent/TR199802282T2/en unknown
- 1997-05-05 BR BR9709230A patent/BR9709230A/en not_active IP Right Cessation
- 1997-05-05 IL IL12695197A patent/IL126951A0/en unknown
- 1997-05-05 DE DE69711882T patent/DE69711882T2/en not_active Expired - Fee Related
- 1997-05-05 AU AU28910/97A patent/AU711885B2/en not_active Ceased
- 1997-05-05 ES ES97922960T patent/ES2175404T3/en not_active Expired - Lifetime
- 1997-05-05 SK SK1544-98A patent/SK154498A3/en unknown
-
1998
- 1998-10-13 IS IS4864A patent/IS4864A/en unknown
- 1998-10-29 BG BG102879A patent/BG102879A/en unknown
- 1998-11-09 OA OA9800218A patent/OA10920A/en unknown
- 1998-11-09 NO NO985222A patent/NO985222L/en not_active Application Discontinuation
-
2000
- 2000-06-12 US US09/592,514 patent/US6306870B1/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CA2253948C (en) | 2005-07-26 |
AU2891097A (en) | 1997-12-05 |
DE69711882T2 (en) | 2002-10-31 |
SK154498A3 (en) | 2000-01-18 |
CZ358598A3 (en) | 1999-03-17 |
JP2000513717A (en) | 2000-10-17 |
WO1997043287A1 (en) | 1997-11-20 |
CN1218471A (en) | 1999-06-02 |
IL126951A0 (en) | 1999-09-22 |
KR20000010918A (en) | 2000-02-25 |
DE69711882D1 (en) | 2002-05-16 |
NO985222D0 (en) | 1998-11-09 |
JP3418405B2 (en) | 2003-06-23 |
IS4864A (en) | 1998-10-13 |
AU711885B2 (en) | 1999-10-21 |
EP0912567B1 (en) | 2002-04-10 |
CN1067071C (en) | 2001-06-13 |
HUP9901478A2 (en) | 1999-08-30 |
ES2175404T3 (en) | 2002-11-16 |
EA199800907A1 (en) | 1999-04-29 |
PL329875A1 (en) | 1999-04-12 |
US6306870B1 (en) | 2001-10-23 |
AP9801365A0 (en) | 1998-12-31 |
YU49898A (en) | 2000-03-21 |
BG102879A (en) | 1999-09-30 |
NO985222L (en) | 1999-01-11 |
US6117881A (en) | 2000-09-12 |
OA10920A (en) | 2003-02-21 |
EE9800390A (en) | 1999-06-15 |
TR199802282T2 (en) | 1999-03-22 |
BR9709230A (en) | 1999-08-10 |
EP0912567A1 (en) | 1999-05-06 |
ATE215950T1 (en) | 2002-04-15 |
HUP9901478A3 (en) | 1999-11-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |