KR102145272B1 - 이소퀴놀린 화합물의 제조 방법 - Google Patents
이소퀴놀린 화합물의 제조 방법 Download PDFInfo
- Publication number
- KR102145272B1 KR102145272B1 KR1020157003197A KR20157003197A KR102145272B1 KR 102145272 B1 KR102145272 B1 KR 102145272B1 KR 1020157003197 A KR1020157003197 A KR 1020157003197A KR 20157003197 A KR20157003197 A KR 20157003197A KR 102145272 B1 KR102145272 B1 KR 102145272B1
- Authority
- KR
- South Korea
- Prior art keywords
- substituted
- aryl
- alkyl
- heteroaryl
- hydrogen
- 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.)
- Active
Links
- 0 CC1C(C)[C@](CCN[C@@]2[C@](CCC(C)(C)C*)*C2)C1 Chemical compound CC1C(C)[C@](CCN[C@@]2[C@](CCC(C)(C)C*)*C2)C1 0.000 description 11
- WINYLDYXBSCYCB-UHFFFAOYSA-N CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O)=O Chemical compound CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O)=O WINYLDYXBSCYCB-UHFFFAOYSA-N 0.000 description 2
- WJGPMRFWBJZJOQ-UHFFFAOYSA-N Cc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O Chemical compound Cc(nc1C(OC)=O)c(cc(cc2)Oc3ccccc3)c2c1O WJGPMRFWBJZJOQ-UHFFFAOYSA-N 0.000 description 2
- SRWXSYISQQIUOC-UHFFFAOYSA-N CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O)=O Chemical compound CC(OCc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O)=O SRWXSYISQQIUOC-UHFFFAOYSA-N 0.000 description 1
- YTWDBRIDKWWANA-UHFFFAOYSA-N COC(c1ncc(cc(cc2)Oc3ccccc3)c2c1O)=O Chemical compound COC(c1ncc(cc(cc2)Oc3ccccc3)c2c1O)=O YTWDBRIDKWWANA-UHFFFAOYSA-N 0.000 description 1
- ZLDYCVXVGXUSBB-UHFFFAOYSA-N Cc(c(c1c2)ccc2Oc2ccccc2)nc(C(NCC(O)=O)=O)c1O Chemical compound Cc(c(c1c2)ccc2Oc2ccccc2)nc(C(NCC(O)=O)=O)c1O ZLDYCVXVGXUSBB-UHFFFAOYSA-N 0.000 description 1
- ZCXHCWNBQLCJPB-UHFFFAOYSA-N Cc(c(cc1)c2cc1Oc1ccccc1)nc(C(OC)=O)c2O Chemical compound Cc(c(cc1)c2cc1Oc1ccccc1)nc(C(OC)=O)c2O ZCXHCWNBQLCJPB-UHFFFAOYSA-N 0.000 description 1
- YOZBGTLTNGAVFU-UHFFFAOYSA-N Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC(O)=O)=O)c2O Chemical compound Cc(c1c2ccc(Oc3ccccc3)c1)nc(C(NCC(O)=O)=O)c2O YOZBGTLTNGAVFU-UHFFFAOYSA-N 0.000 description 1
- WVZRNNOUTHUCBY-UHFFFAOYSA-N Cc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O Chemical compound Cc(nc1C(OC)=O)c(cc(cc2)Oc(cc3)ccc3OC)c2c1O WVZRNNOUTHUCBY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/06—Antianaemics
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Epidemiology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261672191P | 2012-07-16 | 2012-07-16 | |
| US61/672,191 | 2012-07-16 | ||
| PCT/US2013/050538 WO2014014834A1 (en) | 2012-07-16 | 2013-07-15 | Process for making isoquinoline compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20150058147A KR20150058147A (ko) | 2015-05-28 |
| KR102145272B1 true KR102145272B1 (ko) | 2020-08-18 |
Family
ID=48857024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020157003197A Active KR102145272B1 (ko) | 2012-07-16 | 2013-07-15 | 이소퀴놀린 화합물의 제조 방법 |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US9340511B2 (https=) |
| EP (2) | EP2872487B1 (https=) |
| JP (1) | JP6196671B2 (https=) |
| KR (1) | KR102145272B1 (https=) |
| CN (2) | CN106083719B (https=) |
| AU (1) | AU2013290437B2 (https=) |
| BR (1) | BR112015001106B1 (https=) |
| CA (1) | CA2879238C (https=) |
| CY (1) | CY2022018I1 (https=) |
| DK (1) | DK2872487T3 (https=) |
| ES (1) | ES2631655T3 (https=) |
| HU (2) | HUE034409T2 (https=) |
| IL (1) | IL236625B (https=) |
| IN (1) | IN2015KN00265A (https=) |
| MX (1) | MX350922B (https=) |
| MY (1) | MY171483A (https=) |
| NZ (1) | NZ704660A (https=) |
| PL (1) | PL2872487T3 (https=) |
| PT (1) | PT2872487T (https=) |
| SG (1) | SG11201500234YA (https=) |
| WO (1) | WO2014014834A1 (https=) |
| ZA (1) | ZA201500664B (https=) |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2528232C (en) | 2003-06-06 | 2010-05-25 | Fibrogen, Inc. | Novel nitrogen-containing heteroaryl compounds and their use in increasing endogenous erythropoietin |
| WO2010056767A1 (en) | 2008-11-14 | 2010-05-20 | Fibrogen, Inc. | Thiochromene derivatives as hip hydroxylase inhibitors |
| KR20210130849A (ko) * | 2012-07-16 | 2021-11-01 | 피브로겐, 인크. | 프롤릴 하이드록실라제 억제제 [(4-하이드록시-1-메틸-7-페녹시-아이소퀴놀린-3-카보닐)-아미노]-아세트산의 결정형 |
| US8883823B2 (en) | 2012-07-16 | 2014-11-11 | Fibrogen, Inc. | Crystalline forms of a prolyl hydroxylase inhibitor |
| EP2872487B1 (en) | 2012-07-16 | 2017-04-26 | Fibrogen, Inc. | Process for making isoquinoline compounds |
| KR20210104173A (ko) | 2013-06-06 | 2021-08-24 | 피브로겐, 인크. | Hif 하이드록실라제 억제자의 약학적 제형 |
| CN103694172A (zh) * | 2013-12-26 | 2014-04-02 | 辽宁亿灵科创生物医药科技有限公司 | 含氮杂芳基化合物的衍生物 |
| JP6506390B2 (ja) | 2014-09-02 | 2019-04-24 | サンシャイン・レイク・ファーマ・カンパニー・リミテッドSunshine Lake Pharma Co.,Ltd. | キノリノン系化合物及びその薬物への使用 |
| WO2016045125A1 (en) * | 2014-09-28 | 2016-03-31 | Merck Sharp & Dohme Corp. | Inhibitors of hif prolyl hydroxylase |
| CN104447547B (zh) * | 2014-11-10 | 2017-04-19 | 苏州康润医药有限公司 | 4‑氨基异喹啉‑8‑甲酸甲酯的合成方法 |
| 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 |
| CN104892509B (zh) * | 2015-06-04 | 2018-03-09 | 苏州明锐医药科技有限公司 | 诺得司他的制备方法 |
| CN106187888A (zh) * | 2016-07-18 | 2016-12-07 | 江苏德源药业股份有限公司 | Fg‑4592单晶及其制备方法 |
| 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 |
| CZ2016627A3 (cs) | 2016-10-07 | 2018-04-18 | Zentiva, K.S. | Způsob přípravy (7-fenoxy-4-hydroxy-1-methylisochinolin-3-karbonyl)glycinu (roxadustatu) a jeho intermediátů založený na souběžném otevírání oxazolového kruhu, štěpení etheru a tvorbě iminu |
| 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 |
| CN110225753B (zh) * | 2017-01-28 | 2022-12-09 | 金凯(辽宁)生命科技股份有限公司 | 用于制备5-苯氧基-1(3h)异苯并呋喃酮的方法 |
| CA3083672A1 (en) * | 2017-12-01 | 2019-06-06 | Dr. Reddy's Laboratories Limited | Process for the preparation of roxadustat and its intermediates |
| CN109956870A (zh) * | 2017-12-14 | 2019-07-02 | 南京卡文迪许生物工程技术有限公司 | 一种罗沙司他的合成方法及其中间体化合物 |
| CN110218184B (zh) * | 2018-03-01 | 2022-09-27 | 广东东阳光药业有限公司 | 诺德司他共晶及其制备方法 |
| CN115246789B (zh) * | 2018-03-16 | 2023-10-17 | 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 |
| CN110526813B (zh) * | 2018-05-24 | 2022-06-28 | 杭州科巢生物科技有限公司 | 异喹啉化合物的制备方法及其中间体 |
| WO2019233321A1 (zh) | 2018-06-05 | 2019-12-12 | 沈阳化工大学 | 一种三氟乙基硫醚(亚砜)取代苯类化合物及其用途 |
| CA3118752A1 (en) | 2018-11-09 | 2020-05-14 | Vivace Therapeutics, Inc. | Bicyclic compounds |
| CN109776415B (zh) * | 2019-03-07 | 2020-11-17 | 福建南方制药股份有限公司 | 一种Roxadustat中间体的制备方法 |
| HUE070525T2 (hu) | 2019-04-16 | 2025-06-28 | Vivace Therapeutics Inc | Biciklusos vegyületek |
| RU2709493C1 (ru) * | 2019-08-01 | 2019-12-18 | Марат Феликсович Фазылов | Способ получения роксадустата |
| US20220340532A1 (en) | 2019-08-07 | 2022-10-27 | Teva Pharmaceuticals International Gmbh | Processes for the preparation of roxadustat and intermediates thereof |
| CN112441975B (zh) * | 2019-09-03 | 2023-10-31 | 西藏嘉信景天药业有限公司 | 一种罗沙司他重要中间体的制备方法 |
| 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 |
| WO2021073623A1 (zh) * | 2019-10-18 | 2021-04-22 | 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 |
| CN113444042A (zh) * | 2020-03-27 | 2021-09-28 | 南京海润医药有限公司 | 一种罗沙司他的制备方法 |
| CN115867537A (zh) * | 2020-04-21 | 2023-03-28 | 迈兰实验室有限公司 | 改进的罗沙司他的制备方法 |
| CN111533691A (zh) * | 2020-06-08 | 2020-08-14 | 重庆三圣实业股份有限公司 | 一种罗沙司他的制备方法 |
| CN113801060B (zh) * | 2020-06-13 | 2025-06-27 | 苏州鹏旭医药科技有限公司 | 一种多取代异喹啉化合物的制备方法 |
| EP4169906B1 (en) * | 2020-06-19 | 2024-09-04 | Jumpcan (Shanghai) Medical Technology Co., Ltd | Method for synthesis of roxadustat and intermediate thereof, and intermediate thereof |
| CN112409258B (zh) * | 2020-11-20 | 2025-11-25 | 杭州科巢生物科技有限公司 | 一种罗沙司他的制备方法 |
| CN114644589A (zh) * | 2020-12-17 | 2022-06-21 | 鲁南制药集团股份有限公司 | 一种化合物n-[(4-羟基--1-甲基-3-异喹啉基)羰基]-甘氨酸的制备方法 |
| CN114671807B (zh) * | 2020-12-24 | 2026-03-24 | 联化科技(德州)有限公司 | 一种1-取代异喹啉类化合物的制备方法 |
| US20230101768A1 (en) * | 2021-08-13 | 2023-03-30 | The Board Of Regents Of The University Of Texas System | Method to treat manganese toxicity and manganese-induced parkinsonism in humans |
| CN116178260A (zh) * | 2021-11-26 | 2023-05-30 | 四川国康药业有限公司 | 一种治疗肾性贫血的化合物及其制备方法 |
| CN115124467A (zh) * | 2022-07-11 | 2022-09-30 | 天津力生制药股份有限公司 | 一种罗沙司他关键中间体的制备方法 |
| CN117105862B (zh) * | 2023-07-26 | 2025-12-30 | 北京福元医药股份有限公司 | 一种罗沙司他及其中间体的制备方法 |
| 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 |
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