JP5479360B2 - 置換アザ二環式化合物およびそれらの使用 - Google Patents
置換アザ二環式化合物およびそれらの使用 Download PDFInfo
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- JP5479360B2 JP5479360B2 JP2010538405A JP2010538405A JP5479360B2 JP 5479360 B2 JP5479360 B2 JP 5479360B2 JP 2010538405 A JP2010538405 A JP 2010538405A JP 2010538405 A JP2010538405 A JP 2010538405A JP 5479360 B2 JP5479360 B2 JP 5479360B2
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- Prior art keywords
- alkoxy
- group
- hydroxyl
- alkyl
- compound
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- 150000001875 compounds Chemical class 0.000 title claims description 237
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- -1 pyrrolidino, piperidino, morpholino, piperazino Chemical group 0.000 claims description 120
- 125000001424 substituent group Chemical group 0.000 claims description 75
- 239000002904 solvent Substances 0.000 claims description 62
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 56
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 45
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
- 150000003839 salts Chemical class 0.000 claims description 37
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 34
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- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 26
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 24
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 24
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- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 5
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- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 4
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- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
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- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims description 3
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 9
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- 150000005255 pyrrolopyridines Chemical class 0.000 abstract description 4
- NABZXASCLFSKLF-UHFFFAOYSA-N [1,2]oxazolo[4,3-b]pyridine Chemical class C1=CC=NC2=CON=C21 NABZXASCLFSKLF-UHFFFAOYSA-N 0.000 abstract description 2
- AMFYRKOUWBAGHV-UHFFFAOYSA-N 1h-pyrazolo[4,3-b]pyridine Chemical class C1=CN=C2C=NNC2=C1 AMFYRKOUWBAGHV-UHFFFAOYSA-N 0.000 abstract 1
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 69
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Classifications
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- 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
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- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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Landscapes
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
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- Endocrinology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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| DE102009006602A1 (de) * | 2009-01-29 | 2010-08-05 | Bayer Schering Pharma Aktiengesellschaft | Alkylamino-substituierte Dicyanopyridine und deren Aminosäureester-Prodrugs |
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| EP2567959B1 (en) | 2011-09-12 | 2014-04-16 | Sanofi | 6-(4-hydroxy-phenyl)-3-styryl-1h-pyrazolo[3,4-b]pyridine-4-carboxylic acid amide derivatives as kinase inhibitors |
| JP2020506885A (ja) | 2017-01-13 | 2020-03-05 | 江蘇恒瑞医薬股▲ふん▼有限公司 | １，２，４−トリアジン−３−アミン誘導体、その製造方法、および医薬におけるその使用 |
| WO2018153898A1 (de) | 2017-02-22 | 2018-08-30 | Bayer Pharma Aktiengesellschaft | Selektive partielle adenosin a1 rezeptor-agonisten in kombination mit mineralocorticoid-rezeptor-antagonisten |
| WO2018153897A1 (de) | 2017-02-22 | 2018-08-30 | Bayer Pharma Aktiengesellschaft | Selektive partielle adenosin a1 rezeptor-agonisten in kombination mit hcn-kanal-hemmern |
| WO2018153895A1 (de) | 2017-02-22 | 2018-08-30 | Bayer Pharma Aktiengesellschaft | Selektive partielle adenosin a1 rezeptor-agonisten in kombination mit einem inhibitor der neutralen endopeptidase und/oder einem angiotensin ii rezeptor-antagonisten |
| WO2018153899A1 (de) | 2017-02-22 | 2018-08-30 | Bayer Pharma Aktiengesellschaft | Selektive partielle adenosin a1 rezeptor-agonisten in kombination mit stimulatoren und/oder aktivatoren der löslichen guanylatcyclase (sgc) |
| WO2018153900A1 (de) | 2017-02-22 | 2018-08-30 | Bayer Aktiengesellschaft | Selektive partielle adenosin a1 rezeptor-agonisten in kombination mit sglt-2-hemmern |
| CN108467386B (zh) * | 2017-02-23 | 2020-11-17 | 江苏恒瑞医药股份有限公司 | 稠杂芳基取代的1,2,4-三嗪-3-胺类衍生物、其制备方法及其在医药上的应用 |
| JP7111733B2 (ja) | 2017-03-16 | 2022-08-02 | 江蘇恒瑞医薬股▲ふん▼有限公司 | ヘテロアリール［４，３－ｃ］ピリミジン－５－アミン誘導体、その製造方法、およびその医薬の使用 |
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| US4052510A (en) * | 1974-12-18 | 1977-10-04 | Sandoz, Inc. | 4-alkyl-2,6-di(secondary or tertiary alkylamino) pyridines, compositions thereof and methods for treating diabetes and obesity |
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| HU219911B (hu) | 1994-06-16 | 2001-09-28 | Pfizer Inc. | Pirazolo-piridin-származékok, alkalmazásuk és ezeket tartalmazó gyógyászati készítmények |
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| JPH09132529A (ja) | 1995-11-09 | 1997-05-20 | Ono Pharmaceut Co Ltd | 一酸化窒素合成酵素阻害剤 |
| CA2241567A1 (en) | 1996-01-17 | 1997-07-24 | Novo Nordisk A/S | Fused 1,2,4-thiadiazine and fused 1,4-thiazine derivatives, their preparation and use |
| AU709190B2 (en) | 1996-01-29 | 1999-08-26 | United States Of America, Represented By The Secretary, Department Of Health And Human Services, The | Dihydropyridine-, pyridine-, benzopyran- one- and triazoloquinazoline derivative, their preparation and their use as adenosine receptor antagonists |
| JPH10324687A (ja) | 1997-02-19 | 1998-12-08 | Nippon Soda Co Ltd | ピロール化合物、製法および農園芸用殺菌剤 |
| US6191280B1 (en) * | 1997-05-30 | 2001-02-20 | Basf Aktiengesellschaft | Method for producing substituted thiopyridines |
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| US6632823B1 (en) * | 1997-12-22 | 2003-10-14 | Merck & Co., Inc. | Substituted pyridine compounds useful as modulators of acetylcholine receptors |
| DE19834047A1 (de) | 1998-07-29 | 2000-02-03 | Bayer Ag | Substituierte Pyrazolderivate |
| DE19834044A1 (de) * | 1998-07-29 | 2000-02-03 | Bayer Ag | Neue substituierte Pyrazolderivate |
| DE19943635A1 (de) * | 1999-09-13 | 2001-03-15 | Bayer Ag | Neuartige Aminodicarbonsäurederivate mit pharmazeutischen Eigenschaften |
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-
2007
- 2007-12-20 DE DE102007061763A patent/DE102007061763A1/de not_active Withdrawn
-
2008
- 2008-12-09 WO PCT/EP2008/010409 patent/WO2009080197A1/de not_active Ceased
- 2008-12-09 AT AT08864918T patent/ATE542819T1/de active
- 2008-12-09 CA CA2709776A patent/CA2709776A1/en not_active Abandoned
- 2008-12-09 JP JP2010538405A patent/JP5479360B2/ja not_active Expired - Fee Related
- 2008-12-09 EP EP08864918A patent/EP2235011B1/de not_active Not-in-force
- 2008-12-09 US US12/809,674 patent/US8609686B2/en not_active Expired - Fee Related
- 2008-12-09 ES ES08864918T patent/ES2379308T3/es active Active
Also Published As
| Publication number | Publication date |
|---|---|
| DE102007061763A1 (de) | 2009-06-25 |
| EP2235011A1 (de) | 2010-10-06 |
| US8609686B2 (en) | 2013-12-17 |
| JP2011506501A (ja) | 2011-03-03 |
| CA2709776A1 (en) | 2009-07-02 |
| EP2235011B1 (de) | 2012-01-25 |
| ES2379308T3 (es) | 2012-04-24 |
| ATE542819T1 (de) | 2012-02-15 |
| US20110003845A1 (en) | 2011-01-06 |
| WO2009080197A1 (de) | 2009-07-02 |
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