DK0880524T3 - Adenosine antagonists, processes for their preparation and their use as drugs - Google Patents
Adenosine antagonists, processes for their preparation and their use as drugsInfo
- Publication number
- DK0880524T3 DK0880524T3 DK97933683T DK97933683T DK0880524T3 DK 0880524 T3 DK0880524 T3 DK 0880524T3 DK 97933683 T DK97933683 T DK 97933683T DK 97933683 T DK97933683 T DK 97933683T DK 0880524 T3 DK0880524 T3 DK 0880524T3
- Authority
- DK
- Denmark
- Prior art keywords
- optionally substituted
- alkyl
- alkenyl
- alkynyl
- cycloalkyl
- Prior art date
Links
Classifications
-
- 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
- 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
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P25/06—Antimigraine agents
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/24—Antidepressants
-
- 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
- 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
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/36—Antigestagens
-
- 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
-
- 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
- A61P7/10—Antioedematous agents; Diuretics
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Physical Education & Sports Medicine (AREA)
- Pain & Pain Management (AREA)
- Immunology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Psychology (AREA)
- Endocrinology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Saccharide Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1,2,4-TriazoloÄ1,5-aÜpurin-9-one derivatives of formula (I), and their racemates, enantiomers, diastereomers and/or acid addition salts are new. R1 or R3 and R4 or R5 = H, Z, COOZ, SO2Z, SO2A, COZ, aralkyl, aralkenyl, aralkynyl, A, COOA, SO2A, COA, CONHR or (all optionally substituted) benzyloxycarbonyl, benzylsulphonyl, 4-8C cycloalkenyl, 6-8C cycloalkynyl, benzyl, or benzylcarbonyl; Z = 1-10C alkyl, 3-8C cycloalkyl, 6-10C aryl, heteroaryl (all optionally substituted), 2-10C alkenyl or 2-10C alkynyl; A = optionally substituted 5-7 membered heterocycle (containing one or more of N, S and O as heteroatom(s) and bonded via C); R = H, or phenyl, benzyl or 3-6C cycloalkyl (all optionally substituted), or alkyl, alkenyl or alkynyl (all of up to 10C and optionally substituted by OH, optionally substituted phenyl or optionally substituted amino); R2 = H, OH, NH2, halo, NO2, CF3, COOH, SH, 1-6C alkylthio, SO2Z, benzylsulphonyl, OSO2Z, NHSO2Z, CONHZ, di-(1-10C alkyl or 2-10C alkenyl)-aminocarbonyl, N-(1-10C alkyl)-N-(2-10C alkenyl or alkynyl)-aminocarbonyl, NHCOOZ, OCONHZ, C(=NH)NHZ, OZ, COOZ, OCOZ, SZ, optionally substituted amino, preferably NR8R9, or (all optionally substituted) 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-8C cycloalkyl, 5-8C cycloalkanone, 4-8C cycloalkenyl, 6-8C cycloalkynyl, 6-10C aryl, aryl-(1-6C)alkyl, aryl-(2-6C)alkenyl, aryl-(2-6C)alkynyl, cycloalkyl-(1-6C)alkyl, cycloalkyl-(2-6C)alkenyl, cycloalkyl-(2-6C)alkynyl, 5-7 membered heterocycle (containing one or more of O, S and optionally substituted N as heteroatom(s) and linked via C- or N- or via a 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl bridge), or (all optionally substituted) 1-10C alkyl, 2-10C alkenyl, 2-10C alkynyl, 3-8C cycloalkyl, 5-8C cycloalkanone, 4-8C cycloalkenyl, 6-8C cycloalkynyl, 6-10C aryl, aryl-(1-6C)alkyl, aryl-(2-6C)alkenyl, aryl-(2-6C)alkynyl, cycloalkyl-(1-6C)alkyl, cycloalkyl-(2-6C)alkenyl, cycloalkyl-(2-6C)alkynyl, 5-7 membered heterocycle (containing one or more of O, S and optionally substituted N as heteroatom(s) and linked via C- or N- or via a 1-6C alkyl, 2-6C alkenyl or 2-6C alkynyl bridge), methylenedioxyphenyl, ethylenedioxyphenyl, fluorenyl or optionally substituted group of formula (a)-(e); R6 = as for R2 or CHO; x = 1 or 2; y = 0-2; dotted lines in (a) = optional bonds; Q = H or 1-6C alkyl, but cannot be alkyl if the ring system in (a) contains two double bonds; Y = bond, 1-6C alkylene, 2-6C alkenylene or 2-6C alkynylene; R8, R9 = 1-10C alkyl, 2-10C alkenyl or 2-10C alkynyl (optionally substituted by OH, optionally substituted phenyl, optionally substituted benzyl, optionally substituted amino or 1-6C alkoxy), H, optionally substituted 3-6C cycloalkyl, (CH2)mNHCOOR4; or NR8R9 = saturated or unsaturated 5- or 6- membered ring (optionally containing another O, S or N heteroatom and optionally substituted by 1-4C alkyl, (CH2)nPh, (CH2)nNH2, oxo, ketal (preferably OCH2CH2O), (CH2)nNH-(1-4C alkyl), (CH2)nN(1-8C alkyl)2, (CH2)nNHCOOR10, halo, OR10, CN, NO2, NH2, CH2NR8R9 (sic), OH, COOH, SO3H, COOR10, CONR8R9 (sic) or SO2R10); m = 1-4; n = 2-4; R10 = H, 1-4C alkyl, 2-4C alkenyl, 2-4C alkynyl, or benzyl or phenyl (both optionally substituted by one or more OMe).
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19629378A DE19629378A1 (en) | 1996-07-20 | 1996-07-20 | New triazolopurines, process for their preparation and their use as medicaments |
PCT/EP1997/003841 WO1998003511A1 (en) | 1996-07-20 | 1997-07-17 | New triazolopurines, method of preparing them and their use as drugs |
CA002242097A CA2242097C (en) | 1996-07-20 | 1998-06-26 | Imidazotriazolopyrimidines, process for preparing them and their use as pharmaceutical compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
DK0880524T3 true DK0880524T3 (en) | 2000-07-17 |
Family
ID=32963000
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK97933683T DK0880524T3 (en) | 1996-07-20 | 1997-07-17 | Adenosine antagonists, processes for their preparation and their use as drugs |
Country Status (25)
Country | Link |
---|---|
EP (2) | EP0880524B1 (en) |
JP (1) | JP3020281B2 (en) |
CN (1) | CN1219936A (en) |
AT (1) | ATE191913T1 (en) |
AU (1) | AU3695597A (en) |
BG (1) | BG102707A (en) |
BR (1) | BR9710747A (en) |
CA (1) | CA2256736A1 (en) |
CZ (1) | CZ265498A3 (en) |
DE (2) | DE19629378A1 (en) |
DK (1) | DK0880524T3 (en) |
EE (1) | EE9800451A (en) |
ES (1) | ES2147453T3 (en) |
GR (1) | GR3033842T3 (en) |
HR (1) | HRP970395A2 (en) |
HU (1) | HUP9902311A3 (en) |
ID (1) | ID19106A (en) |
IL (1) | IL126453A0 (en) |
NO (1) | NO983860L (en) |
PL (1) | PL328824A1 (en) |
PT (1) | PT880524E (en) |
SK (1) | SK114498A3 (en) |
TR (1) | TR199801659T2 (en) |
WO (1) | WO1998003511A1 (en) |
ZA (1) | ZA976331B (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19826843A1 (en) * | 1998-06-16 | 1999-12-23 | Boehringer Ingelheim Pharma | Novel imidazotriazolopyrimidines, process for their preparation and their use as medicaments |
US6492377B1 (en) | 1998-06-25 | 2002-12-10 | Boehringer Ingelheim Pharma Kg | Imidazotriazolopyrimidines with adenosine-antagonistic activity |
WO2000012511A1 (en) * | 1998-08-27 | 2000-03-09 | Boehringer Ingelheim Pharma Kg | Imidazotriazolopyrimidines |
WO2004075846A2 (en) | 2003-02-25 | 2004-09-10 | Bristol-Myers Squibb Company | Pyrazolopurine-based tricyclic compounds and pharmaceutical compositions comprising same |
US7071333B2 (en) | 2003-07-30 | 2006-07-04 | Bristol-Myers Squibb Company | Triazolopurine-based tricyclic compounds and pharmaceutical compositions comprising same |
EP2044074A2 (en) * | 2006-06-23 | 2009-04-08 | Incyte Corporation | Purinone derivatives as hm74a agonists |
IL303087B1 (en) | 2018-02-27 | 2024-08-01 | Incyte Corp | Imidazopyrimidines and triazolopyrimidines as a2a / a2b inhibitors |
US11168089B2 (en) | 2018-05-18 | 2021-11-09 | Incyte Corporation | Fused pyrimidine derivatives as A2A / A2B inhibitors |
CN113166153A (en) | 2018-07-05 | 2021-07-23 | 因赛特公司 | Fused pyrazine derivatives as A2A/A2B inhibitors |
JP7241871B2 (en) | 2018-11-30 | 2023-03-17 | メルク・シャープ・アンド・ドーム・エルエルシー | 9-substituted aminotriazoloquinazoline derivatives, pharmaceutical compositions and their use as adenosine receptor antagonists |
TWI829857B (en) | 2019-01-29 | 2024-01-21 | 美商英塞特公司 | Pyrazolopyridines and triazolopyridines as a2a / a2b inhibitors |
CN112778311B (en) * | 2019-11-01 | 2024-06-04 | 上海翰森生物医药科技有限公司 | Nitrogen-containing fused ring derivative inhibitor, preparation method and application thereof |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA902282B (en) * | 1989-03-29 | 1990-12-28 | Merrell Dow Pharma | Selective adenosine receptor compounds |
IT1264901B1 (en) * | 1993-06-29 | 1996-10-17 | Schering Plough S P A | HETEROCYCLIC ANALOGUES OF 1,2,4-TRIAZOLE(15-C)PYRIMIDINES WITH ANTAGONIST ACTIVITY FOR THE ADENOSINE A2 RECEPTOR |
JPH083169A (en) * | 1994-06-15 | 1996-01-09 | Yamasa Shoyu Co Ltd | 4-methyl-1h-(1,2,4)triazolo(1,5-a)purin-9(4h)-ones |
-
1996
- 1996-07-20 DE DE19629378A patent/DE19629378A1/en not_active Withdrawn
-
1997
- 1997-07-17 TR TR1998/01659T patent/TR199801659T2/en unknown
- 1997-07-17 PT PT97933683T patent/PT880524E/en unknown
- 1997-07-17 PL PL97328824A patent/PL328824A1/en unknown
- 1997-07-17 SK SK1144-98A patent/SK114498A3/en unknown
- 1997-07-17 CZ CZ982654A patent/CZ265498A3/en unknown
- 1997-07-17 DE DE59701467T patent/DE59701467D1/en not_active Expired - Lifetime
- 1997-07-17 WO PCT/EP1997/003841 patent/WO1998003511A1/en not_active Application Discontinuation
- 1997-07-17 EP EP97933683A patent/EP0880524B1/en not_active Expired - Lifetime
- 1997-07-17 CA CA002256736A patent/CA2256736A1/en not_active Abandoned
- 1997-07-17 EE EE9800451A patent/EE9800451A/en unknown
- 1997-07-17 DK DK97933683T patent/DK0880524T3/en active
- 1997-07-17 BR BR9710747A patent/BR9710747A/en unknown
- 1997-07-17 EP EP99119410A patent/EP0978517A3/en not_active Withdrawn
- 1997-07-17 JP JP10505626A patent/JP3020281B2/en not_active Expired - Fee Related
- 1997-07-17 IL IL12645397A patent/IL126453A0/en unknown
- 1997-07-17 ES ES97933683T patent/ES2147453T3/en not_active Expired - Lifetime
- 1997-07-17 AT AT97933683T patent/ATE191913T1/en active
- 1997-07-17 ZA ZA976331A patent/ZA976331B/en unknown
- 1997-07-17 CN CN97194506A patent/CN1219936A/en active Pending
- 1997-07-17 AU AU36955/97A patent/AU3695597A/en not_active Abandoned
- 1997-07-17 HU HU9902311A patent/HUP9902311A3/en unknown
- 1997-07-18 ID IDP972495A patent/ID19106A/en unknown
- 1997-07-18 HR HR19629378.2A patent/HRP970395A2/en not_active Application Discontinuation
-
1998
- 1998-08-20 BG BG102707A patent/BG102707A/en active Pending
- 1998-08-21 NO NO983860A patent/NO983860L/en not_active Application Discontinuation
-
2000
- 2000-06-30 GR GR20000401543T patent/GR3033842T3/en unknown
Also Published As
Publication number | Publication date |
---|---|
DE59701467D1 (en) | 2000-05-25 |
NO983860D0 (en) | 1998-08-21 |
BG102707A (en) | 1999-09-30 |
ES2147453T3 (en) | 2000-09-01 |
ID19106A (en) | 1998-06-18 |
PT880524E (en) | 2000-07-31 |
NO983860L (en) | 1998-10-21 |
JP2000501420A (en) | 2000-02-08 |
EP0978517A3 (en) | 2003-11-12 |
PL328824A1 (en) | 1999-02-15 |
ATE191913T1 (en) | 2000-05-15 |
HUP9902311A2 (en) | 1999-10-28 |
BR9710747A (en) | 1999-08-17 |
AU3695597A (en) | 1998-02-10 |
EP0880524A1 (en) | 1998-12-02 |
CZ265498A3 (en) | 1998-12-16 |
JP3020281B2 (en) | 2000-03-15 |
CA2256736A1 (en) | 1998-01-29 |
TR199801659T2 (en) | 1998-12-21 |
IL126453A0 (en) | 1999-08-17 |
HUP9902311A3 (en) | 2000-06-28 |
GR3033842T3 (en) | 2000-10-31 |
WO1998003511A1 (en) | 1998-01-29 |
EE9800451A (en) | 1999-06-15 |
HRP970395A2 (en) | 1998-08-31 |
ZA976331B (en) | 1999-01-25 |
EP0978517A2 (en) | 2000-02-09 |
EP0880524B1 (en) | 2000-04-19 |
CN1219936A (en) | 1999-06-16 |
DE19629378A1 (en) | 1998-01-29 |
SK114498A3 (en) | 1999-02-11 |
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