CN101821279A - 某些化学个体、组合物和方法 - Google Patents
某些化学个体、组合物和方法 Download PDFInfo
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- CN101821279A CN101821279A CN200880111558A CN200880111558A CN101821279A CN 101821279 A CN101821279 A CN 101821279A CN 200880111558 A CN200880111558 A CN 200880111558A CN 200880111558 A CN200880111558 A CN 200880111558A CN 101821279 A CN101821279 A CN 101821279A
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- 150000005829 chemical entities Chemical class 0.000 title claims abstract description 145
- 238000000034 method Methods 0.000 title claims abstract description 40
- 239000000203 mixture Substances 0.000 title claims description 283
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- 108060008487 Myosin Proteins 0.000 claims abstract description 74
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- 238000011282 treatment Methods 0.000 claims abstract description 35
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 34
- 201000010099 disease Diseases 0.000 claims abstract description 30
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- AWJUIBRHMBBTKR-UHFFFAOYSA-N iso-quinoline Natural products C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims description 366
- -1 aminocarboxyl Chemical group 0.000 claims description 336
- 125000000217 alkyl group Chemical group 0.000 claims description 147
- 239000001257 hydrogen Substances 0.000 claims description 116
- 229910052739 hydrogen Inorganic materials 0.000 claims description 116
- 150000003839 salts Chemical class 0.000 claims description 89
- 125000001072 heteroaryl group Chemical group 0.000 claims description 82
- 125000003118 aryl group Chemical group 0.000 claims description 79
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 70
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 60
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 54
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- 229910052799 carbon Inorganic materials 0.000 claims description 46
- 125000005843 halogen group Chemical group 0.000 claims description 45
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 36
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 7
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- 125000004423 acyloxy group Chemical group 0.000 claims description 6
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- 125000001153 fluoro group Chemical group F* 0.000 claims description 6
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 6
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- 125000001309 chloro group Chemical group Cl* 0.000 claims description 4
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- 125000005936 piperidyl group Chemical group 0.000 claims description 3
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 claims description 2
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- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims description 2
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 185
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 169
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 145
- 239000002253 acid Substances 0.000 description 128
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 123
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 109
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 92
- 239000011737 fluorine Substances 0.000 description 89
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 35
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- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 26
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- FPGGTKZVZWFYPV-UHFFFAOYSA-M tetrabutylammonium fluoride Chemical compound [F-].CCCC[N+](CCCC)(CCCC)CCCC FPGGTKZVZWFYPV-UHFFFAOYSA-M 0.000 description 8
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- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D261/14—Nitrogen atoms
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/82—Nitrogen atoms
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- C—CHEMISTRY; METALLURGY
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- 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
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- 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
- C07D487/02—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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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109311819A (zh) * | 2016-04-27 | 2019-02-05 | 萨穆梅德有限公司 | 异喹啉-3-基甲酰胺类及其制备和其用途 |
| US12281097B2 (en) | 2016-04-27 | 2025-04-22 | Biosplice Therapeutics, Inc. | Isoquinolin-3-yl carboxamides and preparation and use thereof |
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| US8071625B2 (en) * | 2006-08-02 | 2011-12-06 | Cytokinetics, Inc. | Certain chemical entities, compositions, and methods |
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| EP2195328A4 (en) | 2007-08-15 | 2011-06-15 | Cytokinetics Inc | PARTICULAR CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS |
| PH12013501489A1 (en) | 2010-12-17 | 2013-08-28 | Hoffmann La Roche | Substituted 6,6-fused nitrogenous heterocyclic compounds and uses thereof |
| US9725427B2 (en) | 2012-03-16 | 2017-08-08 | Biohaven Pharmaceutical Holding Company Limited | Prodrugs of riluzole and their method of use |
| WO2013151938A1 (en) * | 2012-04-02 | 2013-10-10 | Cytokinetics, Inc. | Methods for improving diaphragm function |
| CA2879506C (en) | 2012-07-19 | 2020-10-27 | Cayman Chemical Company, Inc. | Difluorolactam compositions for ep4-mediated osteo related diseases and conditions |
| EP2970234B1 (en) | 2013-03-15 | 2018-07-18 | Cayman Chemical Company, Inc. | Methods of synthesizing a difluorolactam analog |
| TWI794171B (zh) | 2016-05-11 | 2023-03-01 | 美商滬亞生物國際有限公司 | Hdac抑制劑與pd-l1抑制劑之組合治療 |
| TWI808055B (zh) | 2016-05-11 | 2023-07-11 | 美商滬亞生物國際有限公司 | Hdac 抑制劑與 pd-1 抑制劑之組合治療 |
| US20180282282A1 (en) | 2017-03-30 | 2018-10-04 | Genentech, Inc. | Isoquinolines as inhibitors of hpk1 |
| AU2018244935A1 (en) | 2017-03-30 | 2019-08-15 | F. Hoffmann-La Roche Ag | Naphthyridines as inhibitors of HPK1 |
| TW202019905A (zh) | 2018-07-24 | 2020-06-01 | 瑞士商赫孚孟拉羅股份公司 | 異喹啉化合物及其用途 |
| JP7386842B2 (ja) | 2018-07-24 | 2023-11-27 | エフ・ホフマン-ラ・ロシュ・アクチェンゲゼルシャフト | ナフチリジン化合物およびその使用 |
| TW202024053A (zh) | 2018-10-02 | 2020-07-01 | 美商建南德克公司 | 異喹啉化合物及其用途 |
| US11612606B2 (en) | 2018-10-03 | 2023-03-28 | Genentech, Inc. | 8-aminoisoquinoline compounds and uses thereof |
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| US20030232826A1 (en) * | 2000-09-08 | 2003-12-18 | Boehringer Ingelheim Pharmaciuticals, Inc. | Compounds useful as reversible inhibitors of cysteine proteases |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109311819A (zh) * | 2016-04-27 | 2019-02-05 | 萨穆梅德有限公司 | 异喹啉-3-基甲酰胺类及其制备和其用途 |
| CN109311819B (zh) * | 2016-04-27 | 2022-10-25 | 萨穆梅德有限公司 | 异喹啉-3-基甲酰胺类及其制备和其用途 |
| US12281097B2 (en) | 2016-04-27 | 2025-04-22 | Biosplice Therapeutics, Inc. | Isoquinolin-3-yl carboxamides and preparation and use thereof |
Also Published As
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| JP5670731B2 (ja) | 2015-02-18 |
| US20120135964A1 (en) | 2012-05-31 |
| AR069364A1 (es) | 2010-01-20 |
| TWI426908B (zh) | 2014-02-21 |
| EP2195328A4 (en) | 2011-06-15 |
| JP2010536752A (ja) | 2010-12-02 |
| MX2010001692A (es) | 2010-04-22 |
| CL2008002411A1 (es) | 2009-07-17 |
| CA2696321A1 (en) | 2009-02-19 |
| US20090275537A1 (en) | 2009-11-05 |
| US8895582B2 (en) | 2014-11-25 |
| EP2195328A1 (en) | 2010-06-16 |
| WO2009023193A1 (en) | 2009-02-19 |
| KR20100044251A (ko) | 2010-04-29 |
| NZ583351A (en) | 2012-05-25 |
| PE20090958A1 (es) | 2009-08-07 |
| AU2008287435A1 (en) | 2009-02-19 |
| US20130053348A1 (en) | 2013-02-28 |
| TW200922583A (en) | 2009-06-01 |
| AU2008287435B2 (en) | 2013-05-16 |
| US8759374B2 (en) | 2014-06-24 |
| US8088793B2 (en) | 2012-01-03 |
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