CN104470899B - 作为hif羟化酶抑制剂的4‑羟基‑异喹啉化合物 - Google Patents
作为hif羟化酶抑制剂的4‑羟基‑异喹啉化合物 Download PDFInfo
- Publication number
- CN104470899B CN104470899B CN201380023358.XA CN201380023358A CN104470899B CN 104470899 B CN104470899 B CN 104470899B CN 201380023358 A CN201380023358 A CN 201380023358A CN 104470899 B CN104470899 B CN 104470899B
- Authority
- CN
- China
- Prior art keywords
- hydroxy
- amino
- isoquinoline
- carbonyl
- cyano
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 0 *C(c(nc(c1cc(*)c(*)cc11)O)c1O)=O Chemical compound *C(c(nc(c1cc(*)c(*)cc11)O)c1O)=O 0.000 description 9
- LIPLTYRTHVKYLT-UHFFFAOYSA-N CC(C)CC(CC(O)=O)CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O Chemical compound CC(C)CC(CC(O)=O)CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O LIPLTYRTHVKYLT-UHFFFAOYSA-N 0.000 description 1
- PDDZFEWPTAIYGL-UHFFFAOYSA-N CCCC(CCC)(CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O)C(O)=O Chemical compound CCCC(CCC)(CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O)C(O)=O PDDZFEWPTAIYGL-UHFFFAOYSA-N 0.000 description 1
- OUBAPWWJWLDPAF-UHFFFAOYSA-N CCCC(CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O)C(O)=O Chemical compound CCCC(CNC(c1nc(C#N)c(cc(cc2)Oc3ccccc3)c2c1O)=O)C(O)=O OUBAPWWJWLDPAF-UHFFFAOYSA-N 0.000 description 1
- QRKPIEXQMYXMLU-UHFFFAOYSA-N Cc(cccc1C)c1Oc(ccc1c(C#N)nc2C(NCCC(O)=O)=O)cc1c2O Chemical compound Cc(cccc1C)c1Oc(ccc1c(C#N)nc2C(NCCC(O)=O)=O)cc1c2O QRKPIEXQMYXMLU-UHFFFAOYSA-N 0.000 description 1
- WXEZHWSFGUKMAJ-UHFFFAOYSA-N N#Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NC(CC1=CC=CCC1)C(C(O)=O)O)=O)c2O Chemical compound N#Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NC(CC1=CC=CCC1)C(C(O)=O)O)=O)c2O WXEZHWSFGUKMAJ-UHFFFAOYSA-N 0.000 description 1
- LVXKRGZCCFQOFU-UHFFFAOYSA-N N#Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC1(CC1)C(O)O)=O)c2O Chemical compound N#Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC1(CC1)C(O)O)=O)c2O LVXKRGZCCFQOFU-UHFFFAOYSA-N 0.000 description 1
- DGJDZGFFYSIJTN-NRFANRHFSA-N N#Cc(c1cc(Oc2ccccc2)ccc11)nc(C(N[C@@H](CC(O)=O)c2ccccc2)=O)c1O Chemical compound N#Cc(c1cc(Oc2ccccc2)ccc11)nc(C(N[C@@H](CC(O)=O)c2ccccc2)=O)c1O DGJDZGFFYSIJTN-NRFANRHFSA-N 0.000 description 1
- JSYWJICQZNCWHF-UHFFFAOYSA-N N#Cc(nc1C(NCC2(CCCC2)C(O)=O)=O)c(cc(cc2)Oc3ccccc3)c2c1O Chemical compound N#Cc(nc1C(NCC2(CCCC2)C(O)=O)=O)c(cc(cc2)Oc3ccccc3)c2c1O JSYWJICQZNCWHF-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- 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
-
- 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
-
- 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
- C07D401/12—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261609022P | 2012-03-09 | 2012-03-09 | |
| US61/609,022 | 2012-03-09 | ||
| PCT/US2013/029912 WO2013134660A1 (en) | 2012-03-09 | 2013-03-08 | 4 -hydroxy- isoquinoline compounds as hif hydroxylase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104470899A CN104470899A (zh) | 2015-03-25 |
| CN104470899B true CN104470899B (zh) | 2017-12-26 |
Family
ID=48014301
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380023358.XA Active CN104470899B (zh) | 2012-03-09 | 2013-03-08 | 作为hif羟化酶抑制剂的4‑羟基‑异喹啉化合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9409892B2 (enExample) |
| EP (1) | EP2834220B1 (enExample) |
| JP (2) | JP6129217B2 (enExample) |
| CN (1) | CN104470899B (enExample) |
| AU (1) | AU2013229922B2 (enExample) |
| CA (1) | CA2866556C (enExample) |
| IL (1) | IL234544A (enExample) |
| NZ (1) | NZ700760A (enExample) |
| SG (1) | SG11201405574UA (enExample) |
| WO (1) | WO2013134660A1 (enExample) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004108681A1 (en) | 2003-06-06 | 2004-12-16 | Fibrogen, Inc. | Nitrogen-containing heteroaryl compounds and their use in increasing endogenous erythropoietin |
| CN102272117B (zh) | 2008-11-14 | 2015-06-17 | 菲布罗根有限公司 | 作为hif羟化酶抑制剂的苯并噻喃衍生物 |
| CN109369524A (zh) | 2012-07-16 | 2019-02-22 | 菲布罗根有限公司 | 脯氨酰羟化酶抑制剂的晶体形态 |
| US8883823B2 (en) | 2012-07-16 | 2014-11-11 | Fibrogen, Inc. | Crystalline forms of a prolyl hydroxylase inhibitor |
| HUE034409T2 (en) | 2012-07-16 | 2018-02-28 | Fibrogen Inc | Process for the preparation of isoquinoline compounds |
| CN105377242A (zh) | 2013-06-06 | 2016-03-02 | 菲布罗根有限公司 | Hif羟化酶抑制剂的药物制剂 |
| WO2015054579A1 (en) * | 2013-10-11 | 2015-04-16 | Isis Pharmaceuticals, Inc. | Treatment of acute kidney injury with phd1 modulators |
| CN105384687B (zh) | 2014-09-02 | 2018-05-01 | 广东东阳光药业有限公司 | 喹啉酮类化合物及其在药物中应用 |
| CN106146490B (zh) * | 2015-03-27 | 2018-10-23 | 沈阳三生制药有限责任公司 | 被芳氧基或杂芳氧基取代的5-羟基-1,7-萘啶化合物、其制备方法及其制药用途 |
| CN106146395B (zh) | 2015-03-27 | 2019-01-01 | 沈阳三生制药有限责任公司 | 3-羟基吡啶化合物、其制备方法及其制药用途 |
| CN105367435A (zh) * | 2015-12-03 | 2016-03-02 | 张伟 | 一种β-丙氨酸叔丁酯盐酸盐的制备方法 |
| CN107188875B (zh) * | 2016-03-15 | 2020-11-10 | 联化科技股份有限公司 | 一种取代苯酞类化合物的制备方法及其中间体 |
| CN106478503A (zh) * | 2016-09-29 | 2017-03-08 | 上海勋和医药科技有限公司 | Roxadustat中间体的制备方法 |
| KR20190057388A (ko) | 2016-10-10 | 2019-05-28 | 브리스톨-마이어스 스큅 컴퍼니 | Ror 감마 조정제로서의 트리시클릭 술폰 |
| CN107954931B (zh) * | 2016-10-17 | 2021-06-22 | 上海医药集团青岛国风药业股份有限公司 | 一种诺得司他的制备方法 |
| EP3573615B1 (en) | 2017-01-28 | 2024-06-12 | Kingchem Life Science LLC | A process for preparing 5-phenoxy-1(3h)isobenzofuranone |
| TW201920108A (zh) * | 2017-09-25 | 2019-06-01 | 日商武田藥品工業有限公司 | N-(氰基取代之苄基或吡啶基甲基)-3-羥基吡啶醯胺衍生物 |
| CN108084090B (zh) * | 2017-12-20 | 2020-03-17 | 北京六合宁远科技有限公司 | 一种药物中间体含氮杂环的溴代化合物的合成方法 |
| CN112679430B (zh) * | 2019-10-18 | 2023-05-05 | 上海迪赛诺化学制药有限公司 | 一种制备异喹啉酮类化合物的方法 |
| CN112679431B (zh) * | 2019-10-18 | 2023-05-05 | 上海迪赛诺化学制药有限公司 | 一种制备异喹啉酮类化合物的方法 |
| US20230112619A1 (en) * | 2019-10-18 | 2023-04-13 | Shanghai Desano Chemical Pharmaceutical Co., Ltd. | Method for preparing isoquinolinone compounds |
| CN113754569B (zh) * | 2020-06-04 | 2024-07-02 | 四川国为制药有限公司 | 一种中间体化合物及其制备方法和用途 |
| IL312220A (en) * | 2021-10-28 | 2024-06-01 | Insilico Medicine Ip Ltd | Prolyl hydroxylase domain-containing protein (phd) inhibitors and uses thereof |
| JP2025500888A (ja) * | 2021-12-17 | 2025-01-15 | アケビア セラピューティクス インコーポレイテッド | 選択的phd1阻害剤としてのピコリンアミド化合物、組成物、及び使用方法 |
| JP2025500892A (ja) * | 2021-12-17 | 2025-01-15 | アケビア セラピューティクス インコーポレイテッド | 選択的phd1阻害剤化合物、組成物、及び使用方法 |
| AU2023207157A1 (en) * | 2022-01-13 | 2024-07-25 | Fibrogen, Inc. | Treatment for congestive heart failure |
| WO2024138317A1 (zh) * | 2022-12-26 | 2024-07-04 | 中国科学院广州生物医药与健康研究院 | 一种甲状腺激素受体β激动剂化合物及其制备方法和应用 |
| WO2024222893A1 (en) * | 2023-04-28 | 2024-10-31 | Insilico Medicine Ip Limited | Crystalline prolyl hydroxylase domain-containing protein (phd) inhibitor and uses thereof |
| AU2024261389A1 (en) * | 2023-04-28 | 2025-10-30 | Insilico Medicine Ip Limited | Prolyl hydroxylase domain-containing protein (phd) inhibitors, combinations and uses thereof |
| CN121127469A (zh) * | 2023-04-28 | 2025-12-12 | 英矽智能科技知识产权有限公司 | 含脯氨酰羟化酶结构域的蛋白质(phd)抑制剂结晶及其用途 |
| CN117486797A (zh) * | 2023-11-23 | 2024-02-02 | 传健生物医药(厦门)有限公司 | 一种罗沙司他关键中间体及罗沙司他的制备方法 |
| WO2025252553A1 (en) | 2024-06-04 | 2025-12-11 | Syngenta Crop Protection Ag | Pesticidally-active 2,2-dihalocyclopropyl compounds |
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| US7928120B2 (en) * | 2006-01-27 | 2011-04-19 | Fibrogen, Inc. | Cyanoisoquinoline compounds and methods of use thereof |
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| BRPI0710527B8 (pt) | 2006-04-04 | 2021-05-25 | Fibrogen Inc | compostos de pirrolo- e tiazolo-piridina e composição farmacêutica que os compreende |
| US7713986B2 (en) | 2006-06-15 | 2010-05-11 | Fibrogen, Inc. | Compounds and methods for treatment of chemotherapy-induced anemia |
| US20070293575A1 (en) | 2006-06-15 | 2007-12-20 | Fibrogen, Inc. | Compounds and methods for treatment of cancer-related anemia |
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2013
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- 2013-03-08 CA CA2866556A patent/CA2866556C/en active Active
- 2013-03-08 EP EP13712970.6A patent/EP2834220B1/en active Active
- 2013-03-08 CN CN201380023358.XA patent/CN104470899B/zh active Active
- 2013-03-08 JP JP2014561149A patent/JP6129217B2/ja active Active
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2014
- 2014-09-09 IL IL234544A patent/IL234544A/en active IP Right Grant
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Also Published As
| Publication number | Publication date |
|---|---|
| CN104470899A (zh) | 2015-03-25 |
| CA2866556A1 (en) | 2013-09-12 |
| US20150038528A1 (en) | 2015-02-05 |
| SG11201405574UA (en) | 2014-10-30 |
| US9409892B2 (en) | 2016-08-09 |
| HK1206743A1 (en) | 2016-01-15 |
| IL234544A (en) | 2017-03-30 |
| AU2013229922A1 (en) | 2014-10-23 |
| JP6129217B2 (ja) | 2017-05-17 |
| EP2834220A1 (en) | 2015-02-11 |
| AU2013229922B2 (en) | 2017-09-28 |
| WO2013134660A1 (en) | 2013-09-12 |
| JP2015509543A (ja) | 2015-03-30 |
| JP2017101089A (ja) | 2017-06-08 |
| NZ700760A (en) | 2016-08-26 |
| CA2866556C (en) | 2020-01-07 |
| EP2834220B1 (en) | 2016-11-09 |
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