HRP980319A2 - 3-substituted 3,4-dihydro-thieno/2,3-d/pyrimidine derivatives, their preparation and use - Google Patents
3-substituted 3,4-dihydro-thieno/2,3-d/pyrimidine derivatives, their preparation and useInfo
- Publication number
- HRP980319A2 HRP980319A2 HR19724980.9A HRP980319A HRP980319A2 HR P980319 A2 HRP980319 A2 HR P980319A2 HR P980319 A HRP980319 A HR P980319A HR P980319 A2 HRP980319 A2 HR P980319A2
- Authority
- HR
- Croatia
- Prior art keywords
- methyl
- thieno
- dihydro
- ethyl
- naphthyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title description 4
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 title 1
- 150000003230 pyrimidines Chemical class 0.000 title 1
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 20
- -1 3-substituted 3,4-dihydrothieno[2,3-d]pyrimidine Chemical class 0.000 claims description 18
- 229940076279 serotonin Drugs 0.000 claims description 13
- 102100027499 5-hydroxytryptamine receptor 1B Human genes 0.000 claims description 10
- 101710138639 5-hydroxytryptamine receptor 1B Proteins 0.000 claims description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
- 125000005843 halogen group Chemical group 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 239000004000 serotonin 1B antagonist Substances 0.000 claims description 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 2
- 208000020401 Depressive disease Diseases 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 230000005764 inhibitory process Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
- 230000008485 antagonism Effects 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000003727 serotonin 1A antagonist Substances 0.000 claims 1
- 230000000697 serotonin reuptake Effects 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 25
- 238000002844 melting Methods 0.000 description 19
- 230000008018 melting Effects 0.000 description 19
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- 102000007527 Autoreceptors Human genes 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
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- IURUXISVEIKINP-UHFFFAOYSA-N n,n-diethyl-5-methyl-4-oxo-3-[2-(4-pyrimidin-2-ylpiperazin-1-yl)ethyl]thieno[2,3-d]pyrimidine-6-carboxamide Chemical compound O=C1C=2C(C)=C(C(=O)N(CC)CC)SC=2N=CN1CCN(CC1)CCN1C1=NC=CC=N1 IURUXISVEIKINP-UHFFFAOYSA-N 0.000 description 1
- YPEWWOUWRRQBAX-UHFFFAOYSA-N n,n-dimethyl-3-oxobutanamide Chemical compound CN(C)C(=O)CC(C)=O YPEWWOUWRRQBAX-UHFFFAOYSA-N 0.000 description 1
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- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
-
- 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
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19724980A DE19724980A1 (de) | 1997-06-13 | 1997-06-13 | 3-Substituierte 3,4-Dihydro-thieno[2,3-d]pyrimidin-Derivate, ihre Herstellung und Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP980319A2 true HRP980319A2 (en) | 1999-04-30 |
Family
ID=7832352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR19724980.9A HRP980319A2 (en) | 1997-06-13 | 1998-06-12 | 3-substituted 3,4-dihydro-thieno/2,3-d/pyrimidine derivatives, their preparation and use |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US6159962A (hu) |
| EP (1) | EP0988306B1 (hu) |
| JP (1) | JP2002504103A (hu) |
| KR (1) | KR20010013696A (hu) |
| CN (1) | CN1260797A (hu) |
| AR (1) | AR015712A1 (hu) |
| AT (1) | ATE244720T1 (hu) |
| AU (1) | AU749320B2 (hu) |
| BG (1) | BG103900A (hu) |
| BR (1) | BR9810017A (hu) |
| CA (1) | CA2293816A1 (hu) |
| CO (1) | CO4940507A1 (hu) |
| CZ (1) | CZ290464B6 (hu) |
| DE (2) | DE19724980A1 (hu) |
| HR (1) | HRP980319A2 (hu) |
| HU (1) | HUP0002902A3 (hu) |
| ID (1) | ID23421A (hu) |
| IL (1) | IL132967A0 (hu) |
| NO (1) | NO996043L (hu) |
| NZ (1) | NZ502238A (hu) |
| PL (1) | PL337453A1 (hu) |
| SK (1) | SK168499A3 (hu) |
| TR (1) | TR199903062T2 (hu) |
| WO (1) | WO1998056792A1 (hu) |
| ZA (1) | ZA985121B (hu) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL203140B1 (pl) | 1997-10-27 | 2009-08-31 | Neurosearch As | Pochodna homopiperazyny, kompozycja farmaceutyczna zawierająca te pochodne i zastosowanie tej pochodnej |
| DE19900545A1 (de) * | 1999-01-11 | 2000-07-13 | Basf Ag | Verwendung von Pyrimidinderivaten zur Prophylaxe und Therapie der zerebralen Ischämie |
| AU2001234188A1 (en) * | 2000-02-29 | 2001-09-12 | Takeda Chemical Industries Ltd. | Processes for the production of thienopyrimidine derivatives |
| DE10031389A1 (de) * | 2000-07-03 | 2002-01-17 | Knoll Ag | Pyrimidinderivate und ihre Verwendung zur Prophylaxe und Therapie der zerebralen Ischämie |
| DE10259382A1 (de) * | 2002-12-18 | 2004-07-01 | Abbott Gmbh & Co. Kg | 3-Substituierte 3,4-Dihydro-thieno[2,3-d]pyrimidin-4-on-Derivate, ihre Herstellung und Verwendung |
| CN1777612A (zh) * | 2003-03-31 | 2006-05-24 | 普雷迪克医药品控股公司 | 新的哌啶基氨基－噻吩并[2,3－d]嘧啶化合物 |
| US20050222175A1 (en) * | 2004-03-31 | 2005-10-06 | Dhanoa Dale S | New piperidinylamino-thieno[2,3-D] pyrimidine compounds |
| US7612078B2 (en) * | 2003-03-31 | 2009-11-03 | Epix Delaware, Inc. | Piperidinylamino-thieno[2,3-D] pyrimidine compounds |
| US7488736B2 (en) * | 2004-05-17 | 2009-02-10 | Epix Delaware, Inc. | Thienopyridinone compounds and methods of treatment |
| US7598265B2 (en) * | 2004-09-30 | 2009-10-06 | Epix Delaware, Inc. | Compositions and methods for treating CNS disorders |
| US7576211B2 (en) * | 2004-09-30 | 2009-08-18 | Epix Delaware, Inc. | Synthesis of thienopyridinone compounds and related intermediates |
| US7407966B2 (en) * | 2004-10-07 | 2008-08-05 | Epix Delaware, Inc. | Thienopyridinone compounds and methods of treatment |
| WO2007110868A2 (en) | 2006-03-28 | 2007-10-04 | Atir Holding S.A. | Heterocyclic compounds and uses thereof in the treatment of sexual disorders |
| WO2008117269A2 (en) * | 2007-03-28 | 2008-10-02 | Atir Holding S.A. | Heterotri cyciii c compounds as serotonergic and/or dopaminergic agents and uses thereof |
| WO2008138126A1 (en) * | 2007-05-09 | 2008-11-20 | Neuromed Pharmaceuticals Ltd. | Bicyclic pyrimidine derivatives as calcium channel blockers |
| EP2445877B1 (en) * | 2008-12-03 | 2014-07-23 | Nanotherapeutics, Inc. | Bicyclic compounds and methods of making and using same |
| JP5722781B2 (ja) * | 2009-08-26 | 2015-05-27 | 武田薬品工業株式会社 | 縮合複素環誘導体およびその用途 |
| US9353067B2 (en) | 2011-04-10 | 2016-05-31 | Atir Holding S.A. | Heterocyclic compounds and uses thereof in the treatment of sexual disorders |
| US9671052B2 (en) | 2015-10-27 | 2017-06-06 | Whirlpool Corporation | Collet securing device for joining two fluid lines and providing lateral support at the connection of the two fluid lines |
| US10557469B2 (en) | 2016-03-22 | 2020-02-11 | Whirlpool Corporation | Multi-outlet fluid flow system for an appliance incorporating a bi-directional motor |
| US10655266B2 (en) | 2016-11-30 | 2020-05-19 | Whirlpool Corporation | Lint processing fluid pump for a laundry appliance |
| US10619289B2 (en) | 2017-02-27 | 2020-04-14 | Whirlpool Corporation | Self cleaning diverter valve |
| US10480117B2 (en) | 2017-02-27 | 2019-11-19 | Whirlpool Corporation | Self cleaning sump cover |
| US10662574B2 (en) | 2017-02-27 | 2020-05-26 | Whirlpool Corporation | Self cleaning heater exchanger plate |
| US10634412B2 (en) | 2017-04-10 | 2020-04-28 | Whirlpool Corporation | Concealed upstream air tower guide vanes |
| WO2020183011A1 (en) | 2019-03-14 | 2020-09-17 | Institut Curie | Htr1d inhibitors and uses thereof in the treatment of cancer |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5001130A (en) * | 1988-02-18 | 1991-03-19 | Bristol-Myers Company | Psychotropic heterobicycloalkylpiperazine derivatives |
| US4835157A (en) * | 1988-03-15 | 1989-05-30 | Ortho Pharmaceutical Corporation | Thieno- and furopyrimidine-2,4-dione piperidine derivatives as serotonin antagonists and alpha adrenergic blocking agents |
| DE19636769A1 (de) * | 1996-09-10 | 1998-03-12 | Basf Ag | 3-Substituierte Pyrido [4',3':4,5]thieno[2,3-d]pyrimidin-Derivate, ihre Herstellung und Verwendung |
-
1997
- 1997-06-13 DE DE19724980A patent/DE19724980A1/de not_active Withdrawn
-
1998
- 1998-05-28 ID IDW991496A patent/ID23421A/id unknown
- 1998-05-29 CA CA002293816A patent/CA2293816A1/en not_active Abandoned
- 1998-05-29 PL PL98337453A patent/PL337453A1/xx not_active Application Discontinuation
- 1998-05-29 BR BR9810017-3A patent/BR9810017A/pt not_active IP Right Cessation
- 1998-05-29 WO PCT/EP1998/003230 patent/WO1998056792A1/de active IP Right Grant
- 1998-05-29 TR TR1999/03062T patent/TR199903062T2/xx unknown
- 1998-05-29 JP JP50145899A patent/JP2002504103A/ja active Pending
- 1998-05-29 SK SK1684-99A patent/SK168499A3/sk unknown
- 1998-05-29 CZ CZ19994431A patent/CZ290464B6/cs not_active IP Right Cessation
- 1998-05-29 US US09/445,222 patent/US6159962A/en not_active Expired - Lifetime
- 1998-05-29 EP EP98929405A patent/EP0988306B1/de not_active Expired - Lifetime
- 1998-05-29 AT AT98929405T patent/ATE244720T1/de not_active IP Right Cessation
- 1998-05-29 NZ NZ502238A patent/NZ502238A/xx unknown
- 1998-05-29 CN CN98806146A patent/CN1260797A/zh active Pending
- 1998-05-29 KR KR1019997011711A patent/KR20010013696A/ko not_active Application Discontinuation
- 1998-05-29 AU AU79176/98A patent/AU749320B2/en not_active Ceased
- 1998-05-29 DE DE59808992T patent/DE59808992D1/de not_active Expired - Fee Related
- 1998-05-29 HU HU0002902A patent/HUP0002902A3/hu unknown
- 1998-05-29 IL IL13296798A patent/IL132967A0/xx unknown
- 1998-06-11 CO CO98033545A patent/CO4940507A1/es unknown
- 1998-06-11 AR ARP980102769A patent/AR015712A1/es not_active Application Discontinuation
- 1998-06-12 ZA ZA9805121A patent/ZA985121B/xx unknown
- 1998-06-12 HR HR19724980.9A patent/HRP980319A2/hr not_active Application Discontinuation
-
1999
- 1999-11-17 BG BG103900A patent/BG103900A/xx unknown
- 1999-12-08 NO NO996043A patent/NO996043L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| ID23421A (id) | 2000-04-20 |
| NZ502238A (en) | 2001-02-23 |
| BG103900A (en) | 2000-06-30 |
| US6159962A (en) | 2000-12-12 |
| NO996043D0 (no) | 1999-12-08 |
| ATE244720T1 (de) | 2003-07-15 |
| KR20010013696A (ko) | 2001-02-26 |
| AU749320B2 (en) | 2002-06-20 |
| CN1260797A (zh) | 2000-07-19 |
| ZA985121B (en) | 1999-12-13 |
| PL337453A1 (en) | 2000-08-14 |
| AU7917698A (en) | 1998-12-30 |
| DE59808992D1 (de) | 2003-08-14 |
| SK168499A3 (en) | 2000-05-16 |
| EP0988306B1 (de) | 2003-07-09 |
| CZ443199A3 (cs) | 2000-06-14 |
| BR9810017A (pt) | 2000-09-19 |
| DE19724980A1 (de) | 1998-12-17 |
| NO996043L (no) | 1999-12-08 |
| CZ290464B6 (cs) | 2002-07-17 |
| EP0988306A1 (de) | 2000-03-29 |
| JP2002504103A (ja) | 2002-02-05 |
| CA2293816A1 (en) | 1998-12-17 |
| IL132967A0 (en) | 2001-03-19 |
| AR015712A1 (es) | 2001-05-16 |
| WO1998056792A1 (de) | 1998-12-17 |
| HUP0002902A3 (en) | 2002-09-30 |
| HUP0002902A2 (hu) | 2001-02-28 |
| CO4940507A1 (es) | 2000-07-24 |
| TR199903062T2 (xx) | 2000-06-21 |
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| ODBC | Application rejected |