JP4060705B2 - テトラヒドロ−ヘテロシクロアゼピニルピリミジン誘導体 - Google Patents
テトラヒドロ−ヘテロシクロアゼピニルピリミジン誘導体 Download PDFInfo
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- JP4060705B2 JP4060705B2 JP2002512190A JP2002512190A JP4060705B2 JP 4060705 B2 JP4060705 B2 JP 4060705B2 JP 2002512190 A JP2002512190 A JP 2002512190A JP 2002512190 A JP2002512190 A JP 2002512190A JP 4060705 B2 JP4060705 B2 JP 4060705B2
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- tetrahydro
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- nitro
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- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title description 2
- 150000003230 pyrimidines Chemical class 0.000 title description 2
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- -1 azepin-6-yl Chemical group 0.000 claims description 38
- 150000003839 salts Chemical class 0.000 claims description 29
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- 125000003545 alkoxy group Chemical group 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 10
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- 230000002265 prevention Effects 0.000 claims description 7
- VQJHFBNQMZLWTB-UHFFFAOYSA-N 2-methyl-5-nitro-6-(4,5,7,8-tetrahydrothieno[2,3-d]azepin-6-yl)-1h-pyrimidin-4-one Chemical compound O=C1NC(C)=NC(N2CCC=3SC=CC=3CC2)=C1[N+]([O-])=O VQJHFBNQMZLWTB-UHFFFAOYSA-N 0.000 claims description 6
- NFISWCGEIUQLHZ-UHFFFAOYSA-N 2-methyl-6-(2-methyl-4,5,7,8-tetrahydro-[1,3]thiazolo[4,5-d]azepin-6-yl)-5-nitro-1h-pyrimidin-4-one Chemical compound C1CC=2SC(C)=NC=2CCN1C=1N=C(C)NC(=O)C=1[N+]([O-])=O NFISWCGEIUQLHZ-UHFFFAOYSA-N 0.000 claims description 6
- PZMDPBXWOPDNII-UHFFFAOYSA-N 6-(2-amino-4,5,7,8-tetrahydro-[1,3]thiazolo[4,5-d]azepin-6-yl)-2-methyl-5-nitro-1h-pyrimidin-4-one Chemical compound O=C1NC(C)=NC(N2CCC=3SC(N)=NC=3CC2)=C1[N+]([O-])=O PZMDPBXWOPDNII-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- PEIPZAXTFGYYAP-UHFFFAOYSA-N 2-methyl-5-nitro-6-(4,5,7,8-tetrahydro-[1,3]thiazolo[4,5-d]azepin-6-yl)-1h-pyrimidin-4-one Chemical compound O=C1NC(C)=NC(N2CCC=3SC=NC=3CC2)=C1[N+]([O-])=O PEIPZAXTFGYYAP-UHFFFAOYSA-N 0.000 claims description 5
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- ZIXGMFSFXIBUFN-UHFFFAOYSA-N 6-(6-ethoxy-2-methyl-5-nitropyrimidin-4-yl)-4,5,7,8-tetrahydrothieno[2,3-d]azepine Chemical compound CCOC1=NC(C)=NC(N2CCC=3SC=CC=3CC2)=C1[N+]([O-])=O ZIXGMFSFXIBUFN-UHFFFAOYSA-N 0.000 claims description 3
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- 125000003342 alkenyl group Chemical group 0.000 claims description 3
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- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
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- C07D487/02—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 two hetero rings
- C07D487/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
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- Cardiology (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00115450 | 2000-07-18 | ||
| PCT/EP2001/008186 WO2002006288A1 (en) | 2000-07-18 | 2001-07-16 | Tetrahydro-heterocycloazepinyl pyrimidine derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004504324A JP2004504324A (ja) | 2004-02-12 |
| JP2004504324A5 JP2004504324A5 (enExample) | 2007-07-05 |
| JP4060705B2 true JP4060705B2 (ja) | 2008-03-12 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2002512190A Expired - Fee Related JP4060705B2 (ja) | 2000-07-18 | 2001-07-16 | テトラヒドロ−ヘテロシクロアゼピニルピリミジン誘導体 |
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|---|---|
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| EP (1) | EP1303521B1 (enExample) |
| JP (1) | JP4060705B2 (enExample) |
| KR (1) | KR100525214B1 (enExample) |
| CN (1) | CN1187358C (enExample) |
| AR (1) | AR031715A1 (enExample) |
| AT (1) | ATE288437T1 (enExample) |
| AU (2) | AU1041802A (enExample) |
| BR (1) | BR0112586A (enExample) |
| CA (1) | CA2415966C (enExample) |
| DE (1) | DE60108759T2 (enExample) |
| DK (1) | DK1303521T3 (enExample) |
| ES (1) | ES2236317T3 (enExample) |
| MX (1) | MXPA03000428A (enExample) |
| PT (1) | PT1303521E (enExample) |
| WO (1) | WO2002006288A1 (enExample) |
| ZA (1) | ZA200300163B (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EP1074549B1 (en) * | 1999-08-06 | 2003-11-19 | F. Hoffmann-La Roche Ag | Tetrahydro-benzo(d)azepines and their use as antagonists at metabotropic glutamate receptors |
| DE10238722A1 (de) | 2002-08-23 | 2004-03-11 | Bayer Ag | Selektive Phosphodiesterase 9A-Inhibitoren als Arzneimittel zur Verbesserung kognitiver Prozesse |
| DE10238724A1 (de) | 2002-08-23 | 2004-03-04 | Bayer Ag | Alkyl-substituierte Pyrazolpyrimidine |
| US20040215284A1 (en) * | 2003-01-30 | 2004-10-28 | Recordati S.A. | Treatment of neuromuscular dysfunction of the lower urinary tract with selective mGlu5 antagonists |
| DE10320785A1 (de) | 2003-05-09 | 2004-11-25 | Bayer Healthcare Ag | 6-Arylmethyl-substituierte Pyrazolopyrimidine |
| DE10328479A1 (de) | 2003-06-25 | 2005-01-13 | Bayer Ag | 6-Arylamino-5-cyano-4-pyrimidinone |
| DE102004001873A1 (de) | 2004-01-14 | 2005-09-29 | Bayer Healthcare Ag | Cyanopyrimidinone |
| DE102004019708A1 (de) * | 2004-04-20 | 2005-11-17 | Basf Ag | Offenzellige Schaumstoffe und Verfahren zu ihrer Herstellung |
| US7718647B2 (en) * | 2004-06-30 | 2010-05-18 | Athersys, Inc. | Substituted azepine derivatives as serotonin receptor modulators |
| JP5002460B2 (ja) | 2004-10-04 | 2012-08-15 | ミレニアム ファーマシューティカルズ， インコーポレイテッド | タンパク質キナーゼインヒビターとして有用なラクタム化合物 |
| BRPI0620205A2 (pt) * | 2005-12-20 | 2011-11-01 | Richter Gedeon Nyrt | novos compostos |
| PE20080145A1 (es) | 2006-03-21 | 2008-02-11 | Janssen Pharmaceutica Nv | Tetrahidro-pirimidoazepinas como moduladores de trpv1 |
| ES2380165T3 (es) * | 2007-08-02 | 2012-05-09 | Recordati Ireland Limited | Nuevos compuestos heterocíclicos como antagonistas mGlu5 |
| PE20091211A1 (es) | 2007-11-30 | 2009-09-14 | Boehringer Ingelheim Int | Derivados de pirazolopirimidina como moduladores de pde9a |
| CL2008003749A1 (es) | 2007-12-17 | 2010-01-15 | Janssen Pharmaceutica Nv | Compuestos derivados de imidazol, oxazol, y tiazol pirimidina, moduladores de trpv1, proceso de preparacion, composicion farmaceutica y su uso en el tratamiento de enfermedades, trastornos o condicion de dolor, prurito, artritis, tos, asma, trastorno del oido interno y enfermedad inflamatoria intestinal, entre otras. |
| UA105362C2 (en) | 2008-04-02 | 2014-05-12 | Бьорингер Ингельхайм Интернациональ Гмбх | 1-heterocyclyl-1, 5-dihydro-pyrazolo [3, 4-d] pyrimidin-4-one derivatives and their use as pde9a modulators |
| AP2011005672A0 (en) | 2008-09-08 | 2011-04-30 | Boehringer Ingelheim Int | Pyrazolopyrimidines and their use for the treatment of CNS disorders. |
| US7998952B2 (en) | 2008-12-05 | 2011-08-16 | Millennium Pharmaceuticals, Inc. | Thiolactams and uses thereof |
| US20100317630A1 (en) * | 2009-02-04 | 2010-12-16 | Recordati Ireland Limited | Novel heterocyclic compounds as mglu5 antagonists |
| PE20120505A1 (es) | 2009-03-31 | 2012-05-09 | Boehringer Ingelheim Int | Derivados de 1-heterociclil-1,5-dihidro-pirazolo[3,4-d]pirimidin-4-ona como moduladores de pde9a |
| US20120028931A1 (en) | 2009-09-14 | 2012-02-02 | Recordati Ireland Limited | Heterocyclic m-glu5 antagonists |
| EP2590985B1 (en) | 2010-07-09 | 2014-05-14 | Recordati Ireland Limited | Novel spiroheterocyclic compounds as mglu5 antagonists |
| HUE033378T2 (en) | 2010-08-12 | 2017-11-28 | Boehringer Ingelheim Int | 6-cycloalkyl-1, 5-dihydro-pyrazolo [3, 4-d] pyrimidin-4-one derivatives and their use as pde9a inhibitors |
| US8809345B2 (en) | 2011-02-15 | 2014-08-19 | Boehringer Ingelheim International Gmbh | 6-cycloalkyl-pyrazolopyrimidinones for the treatment of CNS disorders |
| US8822464B2 (en) | 2011-11-28 | 2014-09-02 | Boehringer Ingelheim International Gmbh | N-aryl-piperazine derivatives and their use as positive allosteric modulators of mGluR5 receptors |
| US8741892B2 (en) | 2011-12-05 | 2014-06-03 | Boehringer Ingelheim International Gmbh | Compounds |
| US8796467B2 (en) * | 2011-12-13 | 2014-08-05 | Boehringer Ingelheim International Gmbh | Compounds |
| US8846948B2 (en) | 2011-12-13 | 2014-09-30 | Boehringer Ingelheim International Gmbh | Compounds |
| US8883789B2 (en) | 2011-12-14 | 2014-11-11 | Boehringer Ingelheim International Gmbh | Piperazine derivatives and their use as positive allosteric modulators of mGluR5 receptors |
| US8716277B2 (en) | 2011-12-14 | 2014-05-06 | Boehringer Ingelheim International Gmbh | Substituted imidazole compounds useful as positive allosteric modulators of mGlu5 receptor activity |
| US8937176B2 (en) | 2011-12-14 | 2015-01-20 | Boehringer Ingelheim International Gmbh | Compounds |
| US8889677B2 (en) | 2012-01-17 | 2014-11-18 | Boehringer Ingellheim International GmbH | Substituted triazoles useful as mGlu5 receptor modulators |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3940395A (en) * | 1969-08-29 | 1976-02-24 | American Home Products Corporation | 4-Amino-2-phenyl-6-thiopryimidines |
| BG17786A3 (bg) * | 1970-08-14 | 1973-12-25 | Dr. Karl Thomae Gmbh | Метод за получаване на нови производни на азепина |
| BE790287A (fr) * | 1971-10-28 | 1973-04-19 | Delalande Sa | Acides pyrimidin-6yl acethydroxamiques, leur procede de preparation et leur application en therapeutique |
| FR2608607B1 (fr) | 1986-12-23 | 1989-04-28 | Sanofi Sa | Procede de preparation de thienylethylamines et dithienylethylamines ainsi obtenues |
| DE3820775A1 (de) | 1988-06-20 | 1989-12-21 | Thomae Gmbh Dr K | Neue 4,5,7,8-tetrahydro-6h-thiazolo(5,4,-d)azepine, ihre herstellung und ihre verwendung als arzneimittel |
| ES2074867T3 (es) * | 1990-11-06 | 1995-09-16 | Pfizer | Derivados de quinazolina para potenciar la actividad antitumoral. |
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2003
- 2003-01-07 ZA ZA200300163A patent/ZA200300163B/en unknown
Also Published As
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| AR031715A1 (es) | 2003-10-01 |
| AU1041802A (en) | 2002-01-30 |
| JP2004504324A (ja) | 2004-02-12 |
| CA2415966A1 (en) | 2002-01-24 |
| ZA200300163B (en) | 2004-04-07 |
| EP1303521A1 (en) | 2003-04-23 |
| US20020045635A1 (en) | 2002-04-18 |
| ATE288437T1 (de) | 2005-02-15 |
| BR0112586A (pt) | 2003-05-20 |
| WO2002006288A1 (en) | 2002-01-24 |
| KR100525214B1 (ko) | 2005-11-01 |
| DE60108759T2 (de) | 2006-05-11 |
| ES2236317T3 (es) | 2005-07-16 |
| PT1303521E (pt) | 2005-05-31 |
| DK1303521T3 (da) | 2005-06-13 |
| DE60108759D1 (de) | 2005-03-10 |
| EP1303521B1 (en) | 2005-02-02 |
| CN1187358C (zh) | 2005-02-02 |
| MXPA03000428A (es) | 2003-06-24 |
| AU2002210418B2 (en) | 2006-08-17 |
| CA2415966C (en) | 2009-10-27 |
| KR20030015397A (ko) | 2003-02-20 |
| CN1441804A (zh) | 2003-09-10 |
| US6369222B1 (en) | 2002-04-09 |
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