CA2842730C - Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof - Google Patents

Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof Download PDF

Info

Publication number
CA2842730C
CA2842730C CA2842730A CA2842730A CA2842730C CA 2842730 C CA2842730 C CA 2842730C CA 2842730 A CA2842730 A CA 2842730A CA 2842730 A CA2842730 A CA 2842730A CA 2842730 C CA2842730 C CA 2842730C
Authority
CA
Canada
Prior art keywords
crystalline polymorph
compound
formula
ray powder
diffraction pattern
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
Application number
CA2842730A
Other languages
English (en)
French (fr)
Other versions
CA2842730A1 (en
Inventor
Xinshan Kang
Wei LONG
Jianxi ZHANG
Yunyan Hu
Yinxiang Wang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Beijing Betta Pharmaceuticals Co Ltd
Original Assignee
Beijing Betta Pharmaceuticals Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Beijing Betta Pharmaceuticals Co Ltd filed Critical Beijing Betta Pharmaceuticals Co Ltd
Publication of CA2842730A1 publication Critical patent/CA2842730A1/en
Application granted granted Critical
Publication of CA2842730C publication Critical patent/CA2842730C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • A61K31/472—Non-condensed isoquinolines, e.g. papaverine
    • 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
    • A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
    • 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
    • A61P5/00—Drugs for disorders of the endocrine system
    • 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
    • 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
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Diabetes (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Endocrinology (AREA)
  • Cardiology (AREA)
  • Hematology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Emergency Medicine (AREA)
  • Obesity (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Dermatology (AREA)
  • Transplantation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2842730A 2011-07-22 2012-07-23 Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof Active CA2842730C (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
CN201110207175 2011-07-22
CN201110207175.6 2011-07-22
CN201110209657 2011-07-25
CN201110209657.5 2011-07-25
CN201110211297.2 2011-07-26
CN201110211297 2011-07-26
PCT/CN2012/079058 WO2013013609A1 (en) 2011-07-22 2012-07-23 Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof

Publications (2)

Publication Number Publication Date
CA2842730A1 CA2842730A1 (en) 2013-01-31
CA2842730C true CA2842730C (en) 2018-08-21

Family

ID=47600518

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2842730A Active CA2842730C (en) 2011-07-22 2012-07-23 Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof

Country Status (11)

Country Link
US (1) US9206134B2 (enExample)
EP (1) EP2734504B1 (enExample)
JP (1) JP6099644B2 (enExample)
KR (1) KR102029951B1 (enExample)
CN (1) CN104024227B8 (enExample)
AU (1) AU2012289429B2 (enExample)
CA (1) CA2842730C (enExample)
ES (1) ES2606631T3 (enExample)
IL (1) IL230580B (enExample)
WO (1) WO2013013609A1 (enExample)
ZA (1) ZA201401310B (enExample)

Families Citing this family (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102718708A (zh) 2003-06-06 2012-10-10 菲布罗根有限公司 含氮杂芳基化合物及其在增加内源性促红细胞生成素中的用途
NO2686520T3 (enExample) 2011-06-06 2018-03-17
US8883823B2 (en) 2012-07-16 2014-11-11 Fibrogen, Inc. Crystalline forms of a prolyl hydroxylase inhibitor
BR112015001106B1 (pt) * 2012-07-16 2021-11-09 Fibrogen, Inc Métodos para a produção de compostos de isoquinolina
CN107540607A (zh) * 2012-07-16 2018-01-05 菲布罗根有限公司 脯氨酰羟化酶抑制剂的晶体形态
PT3003284T (pt) 2013-06-06 2020-08-10 Fibrogen Inc Formulações farmacêuticas de um inibidor da hidroxilase do fih
CA3151685A1 (en) 2013-06-13 2014-12-18 Akebia Therapeutics, Inc. Compositions and methods for treating anemia
EP3068394A4 (en) 2013-11-15 2017-04-26 Akebia Therapeutics Inc. Solid forms of {[5-(3-chlorophenyl)-3-hydroxypyridine-2-carbonyl]amino}acetic acid, compositions, and uses thereof
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
CA2974691A1 (en) * 2015-01-23 2016-07-28 Akebia Therapeutics, Inc. Solid forms of 2-(5-(3-fluorophenyl)-3-hydroxypicolinamido)acetic acid, compositions, and uses thereof
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
US11324734B2 (en) 2015-04-01 2022-05-10 Akebia Therapeutics, Inc. Compositions and methods for treating anemia
CN104910113B (zh) * 2015-05-21 2017-05-10 中国科学院宁波材料技术与工程研究所 一种羟基苯酐的制备方法
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
CN113694077A (zh) * 2015-08-13 2021-11-26 索马根尼科斯公司 用于伤口愈合的短小发夹rna与微rna的组合物以及方法
CN105130888A (zh) 2015-10-09 2015-12-09 中国药科大学 炔基吡啶类脯氨酰羟化酶抑制剂、其制备方法和医药用途
CN106916105A (zh) * 2015-12-28 2017-07-04 徐州万邦金桥制药有限公司 一种纯化可博美的方法
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
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
CN108017583B (zh) * 2016-11-01 2021-04-06 徐州万邦金桥制药有限公司 一种可博美的制备方法
BR112020002939A2 (pt) * 2017-08-11 2020-08-04 Dr. Reddy¿S Laboratories Limited polimorfos e cocristais de roxadustat
EP3679017B1 (en) * 2017-09-04 2021-08-25 Sandoz AG Co-crystal of an orally available hif prolyl hydroxylase inhibitor
US20200299242A1 (en) * 2017-12-01 2020-09-24 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
CN108059679B (zh) * 2017-12-27 2020-03-24 吉林大学 一种人源单链抗体及其应用
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
CN110272386B (zh) * 2018-03-16 2022-09-09 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
CN108424388B (zh) * 2018-04-19 2020-08-21 杭州科巢生物科技有限公司 一种慢性贫血药物的制备方法
JP7440989B2 (ja) 2018-05-09 2024-02-29 アケビア セラピューティクス インコーポレイテッド ２－［５－（３－クロロフェニル）－３－ヒドロキシピリジン－２－カルボニル］アミノ］酢酸を調製するための方法
CN110903242B (zh) * 2018-09-14 2023-05-12 四川科伦药物研究院有限公司 罗沙司他中间体的制备方法
CN109369525A (zh) * 2018-12-29 2019-02-22 安礼特（上海）医药科技有限公司 罗沙司它的新晶型及其制备方法
WO2020178847A1 (en) 2019-03-01 2020-09-10 Mylan Laboratories Limited Cocrystal of roxadustat and d-proline
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
CN113874350B (zh) * 2019-04-18 2024-08-06 尼坎治疗公司 作为缺氧可诱导因子-2(α)抑制剂的四氢-1H-环戊二烯并[CD]茚衍生物
CN109956901B (zh) * 2019-04-25 2022-09-06 南京正大天晴制药有限公司 异喹啉酮类化合物的制备方法
US20220340532A1 (en) 2019-08-07 2022-10-27 Teva Pharmaceuticals International Gmbh Processes for the preparation of roxadustat and intermediates thereof
CN112679428A (zh) * 2019-10-17 2021-04-20 罗欣药业(上海)有限公司 罗沙司他新晶型及其制备方法
CN112679429B (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
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
US20230112619A1 (en) * 2019-10-18 2023-04-13 Shanghai Desano Chemical Pharmaceutical Co., Ltd. Method for preparing isoquinolinone compounds
WO2021077994A1 (zh) * 2019-10-22 2021-04-29 苏州科睿思制药有限公司 一种低氧诱导因子脯氨酰羟化酶抑制剂晶型
US11524939B2 (en) 2019-11-13 2022-12-13 Akebia Therapeutics, Inc. Solid forms of {[5-(3-chlorophenyl)-3-hydroxypyridine-2-carbonyl]amino} acetic acid
CN111205224B (zh) * 2020-04-22 2020-08-25 南京佰麦生物技术有限公司 一种罗沙司他水合物的晶型及其制备方法和应用
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
CN113816904B (zh) 2020-06-19 2022-08-12 济川(上海)医学科技有限公司 一种罗沙司他及其中间体的合成方法和其中间体
CN112194624A (zh) * 2020-11-18 2021-01-08 江苏豪森药业集团有限公司 一种异喹啉类化合物的晶型及其制备方法
CN112500344B (zh) * 2020-11-18 2022-07-01 江苏豪森药业集团有限公司 罗沙司他晶型及其制备方法
CN115144480B (zh) * 2021-03-31 2023-11-28 成都倍特药业股份有限公司 一种从罗沙司他中间体中检测吗啉和/或四甲基甲烷二胺的方法
CN115724796A (zh) * 2021-08-26 2023-03-03 成都苑东生物制药股份有限公司 一种罗沙司他新晶型及其制备方法
WO2023095162A1 (en) 2021-11-26 2023-06-01 Mylan Laboratories Limited Cocrystal of roxadustat and nicotinamide

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5470285A (en) * 1977-11-14 1979-06-05 Tanabe Seiyaku Co Ltd Production of 4-hydroxyisocarbostyryl-3-carboxylic analog
DE19746287A1 (de) * 1997-10-20 1999-04-22 Hoechst Marion Roussel De Gmbh Substituierte Isochinolin-2-Carbonsäureamide, ihre Herstellung und ihre Verwendung als Arzneimittel
CN1518447A (zh) * 2001-04-23 2004-08-04 �������Ǵ�ѧר������� 作为抗血管生成剂的新的苯邻二甲酰亚胺模拟物的合成和评估
CN102718708A (zh) * 2003-06-06 2012-10-10 菲布罗根有限公司 含氮杂芳基化合物及其在增加内源性促红细胞生成素中的用途
US7189697B2 (en) 2004-04-13 2007-03-13 Trustees Of Tufts College Compositions and uses of a galectin for treatment of dry eye syndrome
JP5390184B2 (ja) * 2005-06-06 2014-01-15 ファイブローゲン、インコーポレーテッド 貧血の改良された治療方法
CA2634168C (en) 2005-12-09 2013-04-23 Amgen Inc. Quinolone based compounds exhibiting prolyl hydroxylase inhibitory activity, and compositions, and uses thereof
KR101446499B1 (ko) * 2006-01-27 2014-10-06 피브로겐, 인크. 저산소증 유발가능 인자(ｈｉｆ)를 안정시키는 시아노이소퀴놀린 화합물
US20070293575A1 (en) * 2006-06-15 2007-12-20 Fibrogen, Inc. Compounds and methods for treatment of cancer-related anemia
JP4311416B2 (ja) 2006-06-30 2009-08-12 株式会社日立製作所 渦電流探傷法による表面欠陥長さ評価方法
IN2012DN00549A (enExample) 2009-07-15 2015-06-12 Zhejiang Beta Pharma Inc

Also Published As

Publication number Publication date
AU2012289429B2 (en) 2016-07-28
US9206134B2 (en) 2015-12-08
CA2842730A1 (en) 2013-01-31
WO2013013609A1 (en) 2013-01-31
JP2014524920A (ja) 2014-09-25
EP2734504A4 (en) 2014-12-31
EP2734504B1 (en) 2016-09-14
JP6099644B2 (ja) 2017-03-22
ES2606631T3 (es) 2017-03-24
CN104024227B (zh) 2015-12-02
EP2734504A1 (en) 2014-05-28
ZA201401310B (en) 2015-04-29
KR20140049004A (ko) 2014-04-24
AU2012289429A1 (en) 2014-03-20
US20150031721A1 (en) 2015-01-29
CN104024227B8 (zh) 2025-07-29
KR102029951B1 (ko) 2019-11-08
CN104024227A (zh) 2014-09-03
IL230580A0 (en) 2014-03-31
IL230580B (en) 2019-07-31

Similar Documents

Publication Publication Date Title
CA2842730C (en) Polymorphic forms of compounds as prolyl hydroxylase inhibitor, and uses thereof
EP3572401B1 (en) Ask1 inhibitor and preparation method and use thereof
WO2022138988A1 (ja) ウイルス増殖阻害作用を有するトリアジン誘導体およびそれらを含有する医薬組成物
CA2767911C (en) Compounds as hypoxia mimetics, and compositions, and uses thereof
US9238637B2 (en) Stable polymorphic forms of compound as hypoxia mimetics, and uses thereof
RU2753335C9 (ru) Кристалл ингибитора DPP-IV длительного действия и его соли
TWI582078B (zh) 抑制脯氨酸羥化酶活性的化合物的晶型及其應用
CN115677668B (zh) 鹅肌肽衍生物及其制备方法和应用
EP0050385B1 (en) Piridoxine derivatives, a process for their preparation and related pharmaceutical compositions
TW201321361A (zh) 抑制脯氨酸羥化酶活性的化合物的穩定晶型及其應用
KR820000495B1 (ko) 퀴나졸린 유도체의 제조방법
KR20040022382A (ko) 2,2-디메틸-3-에스테르-4-알콕시-6-알킬 아미노 벤조피란유도체와 고체상 평형합성법에 의한 이의 합성방법
KR820000493B1 (ko) 퀴나졸린 유도체의 제조방법
JP5975122B2 (ja) ［（４−ヒドロキシ−２−オキソ−１，２，５，６−テトラヒドロ−３−ピリジニル）カルボニル］グリシン化合物の結晶形及びそれらの製造方法
CN110172052A (zh) 一种苯并吡喃酮衍生物的制备工艺与应用
KR820000096B1 (ko) 피리도[2.1-b]퀴나졸린 유도체의 제조방법
CN119431243A (zh) 一种氘代石杉碱甲化合物或其药学上可接受的盐及其制备方法和应用
HK40002160B (zh) Dpp-iv长效抑制剂的结晶及其盐

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20140728