CA2960790A1 - Pyrazolyl-substituted pyridone compounds as serine protease inhibitors - Google Patents
Pyrazolyl-substituted pyridone compounds as serine protease inhibitors Download PDFInfo
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- CA2960790A1 CA2960790A1 CA2960790A CA2960790A CA2960790A1 CA 2960790 A1 CA2960790 A1 CA 2960790A1 CA 2960790 A CA2960790 A CA 2960790A CA 2960790 A CA2960790 A CA 2960790A CA 2960790 A1 CA2960790 A1 CA 2960790A1
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- Prior art keywords
- substituted
- unsubstituted
- compound
- aryl
- compound according
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- -1 Pyrazolyl-substituted pyridone compounds Chemical class 0.000 title claims abstract description 202
- 239000003001 serine protease inhibitor Substances 0.000 title description 2
- 238000000034 method Methods 0.000 claims abstract description 175
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 114
- 201000010099 disease Diseases 0.000 claims abstract description 73
- 108090000190 Thrombin Proteins 0.000 claims abstract description 45
- 229960004072 thrombin Drugs 0.000 claims abstract description 44
- 102000001399 Kallikrein Human genes 0.000 claims abstract description 43
- 108060005987 Kallikrein Proteins 0.000 claims abstract description 43
- 208000035475 disorder Diseases 0.000 claims abstract description 41
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 25
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims description 246
- 125000003118 aryl group Chemical group 0.000 claims description 88
- 125000000217 alkyl group Chemical group 0.000 claims description 78
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 64
- 125000001072 heteroaryl group Chemical group 0.000 claims description 63
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 53
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 43
- 239000001257 hydrogen Substances 0.000 claims description 42
- 229910052739 hydrogen Inorganic materials 0.000 claims description 42
- 206010028980 Neoplasm Diseases 0.000 claims description 34
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 34
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 33
- 108090000113 Plasma Kallikrein Proteins 0.000 claims description 30
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- 125000002947 alkylene group Chemical group 0.000 claims description 30
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- 150000002367 halogens Chemical group 0.000 claims description 21
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- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 13
- 125000004366 heterocycloalkenyl group Chemical group 0.000 claims description 13
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
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- 125000004093 cyano group Chemical group *C#N 0.000 claims description 12
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical group OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 claims description 12
- 125000004076 pyridyl group Chemical group 0.000 claims description 12
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- 125000002541 furyl group Chemical group 0.000 claims description 11
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- 125000002098 pyridazinyl group Chemical group 0.000 claims description 11
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D401/04—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 directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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| US62/051,585 | 2014-09-17 | ||
| PCT/US2015/050809 WO2016044662A1 (en) | 2014-09-17 | 2015-09-17 | Pyrazolyl-substituted pyridone compounds as serine protease inhibitors |
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| RU2754664C2 (ru) | 2016-02-19 | 2021-09-06 | Спринт Биосайенс Аб | 6-арил-4-морфолин-1-илпиридоны, пригодные для лечения рака или диабета |
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2015
- 2015-09-17 RU RU2017112739A patent/RU2017112739A/ru not_active Application Discontinuation
- 2015-09-17 MX MX2017003624A patent/MX2017003624A/es unknown
- 2015-09-17 WO PCT/US2015/050809 patent/WO2016044662A1/en not_active Ceased
- 2015-09-17 AU AU2015317522A patent/AU2015317522A1/en not_active Abandoned
- 2015-09-17 US US15/512,037 patent/US10189810B2/en active Active
- 2015-09-17 SG SG11201701940UA patent/SG11201701940UA/en unknown
- 2015-09-17 KR KR1020177007352A patent/KR20170048410A/ko not_active Withdrawn
- 2015-09-17 EP EP15841577.8A patent/EP3194369A4/en not_active Withdrawn
- 2015-09-17 BR BR112017004704A patent/BR112017004704A2/pt not_active Application Discontinuation
- 2015-09-17 CA CA2960790A patent/CA2960790A1/en not_active Abandoned
- 2015-09-17 CN CN201580050088.0A patent/CN106687445A/zh active Pending
- 2015-09-17 JP JP2017514899A patent/JP2017528486A/ja active Pending
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2017
- 2017-03-06 IL IL250965A patent/IL250965A0/en unknown
- 2017-03-13 ZA ZA2017/01799A patent/ZA201701799B/en unknown
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2018
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2020
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- 2020-05-19 JP JP2020087253A patent/JP2020143112A/ja active Pending
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| RU2017112739A3 (cg-RX-API-DMAC7.html) | 2019-04-01 |
| IL250965A0 (en) | 2017-04-30 |
| BR112017004704A2 (pt) | 2018-01-23 |
| SG11201701940UA (en) | 2017-04-27 |
| ZA201701799B (en) | 2019-06-26 |
| JP2020143112A (ja) | 2020-09-10 |
| US20170267656A1 (en) | 2017-09-21 |
| US20190359586A1 (en) | 2019-11-28 |
| CN106687445A (zh) | 2017-05-17 |
| KR20170048410A (ko) | 2017-05-08 |
| RU2017112739A (ru) | 2018-10-17 |
| MX2017003624A (es) | 2017-07-13 |
| AU2015317522A1 (en) | 2017-03-23 |
| JP2017528486A (ja) | 2017-09-28 |
| US10189810B2 (en) | 2019-01-29 |
| WO2016044662A1 (en) | 2016-03-24 |
| AU2020202167A1 (en) | 2020-04-30 |
| EP3194369A4 (en) | 2018-02-28 |
| EP3194369A1 (en) | 2017-07-26 |
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