JP6258918B2 - ヒストンデアセチラーゼ（ｈｄａｃｓ）阻害剤 - Google Patents

ヒストンデアセチラーゼ（ｈｄａｃｓ）阻害剤 Download PDF

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Publication number
JP6258918B2
JP6258918B2 JP2015505789A JP2015505789A JP6258918B2 JP 6258918 B2 JP6258918 B2 JP 6258918B2 JP 2015505789 A JP2015505789 A JP 2015505789A JP 2015505789 A JP2015505789 A JP 2015505789A JP 6258918 B2 JP6258918 B2 JP 6258918B2
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oxo
dihydro
hydroxyacrylamide
ethyl
hydroxyamino
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JP2015512939A5 (enExample
JP2015512939A (ja
Inventor
ジーワン チャーン，
ジーワン チャーン，
ユー，チャオウー
チャン，ペイテー
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Annji Pharmaceutical Co Ltd
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Annji Pharmaceutical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • 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
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • 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
    • 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
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • 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
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/88—Oxygen atoms
    • C07D239/91—Oxygen atoms with aryl or aralkyl radicals attached in position 2 or 3
    • 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
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/517—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with carbocyclic ring systems, e.g. quinazoline, perimidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72—Quinazolines; Hydrogenated quinazolines
    • C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/88—Oxygen atoms
    • C07D239/90—Oxygen atoms with acyclic radicals attached in position 2 or 3

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Epidemiology (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Urology & Nephrology (AREA)
  • Psychiatry (AREA)
  • Hematology (AREA)
  • Pulmonology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Oncology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Dermatology (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
JP2015505789A 2012-04-10 2013-04-02 ヒストンデアセチラーゼ（ｈｄａｃｓ）阻害剤 Active JP6258918B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201261622127P 2012-04-10 2012-04-10
US61/622,127 2012-04-10
PCT/US2013/035004 WO2013154870A1 (en) 2012-04-10 2013-04-02 Histone deacetylases (hdacs) inhibitors

Publications (3)

Publication Number Publication Date
JP2015512939A JP2015512939A (ja) 2015-04-30
JP2015512939A5 JP2015512939A5 (enExample) 2016-06-02
JP6258918B2 true JP6258918B2 (ja) 2018-01-10

Family

ID=49292802

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2015505789A Active JP6258918B2 (ja) 2012-04-10 2013-04-02 ヒストンデアセチラーゼ（ｈｄａｃｓ）阻害剤

Country Status (13)

Country Link
US (2) US9387209B2 (enExample)
EP (1) EP2836484B1 (enExample)
JP (1) JP6258918B2 (enExample)
KR (1) KR101781922B1 (enExample)
CN (1) CN104364237B (enExample)
AU (1) AU2013246278B2 (enExample)
BR (1) BR112014025122B1 (enExample)
ES (1) ES2630062T3 (enExample)
IL (1) IL235053A (enExample)
IN (1) IN2014MN02104A (enExample)
RU (1) RU2629947C2 (enExample)
TW (1) TWI481597B (enExample)
WO (1) WO2013154870A1 (enExample)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103889656B (zh) 2011-09-12 2017-03-15 应用材料公司 具有复合塑胶部分的载体头部
US8940742B2 (en) 2012-04-10 2015-01-27 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
MX389256B (es) 2013-10-04 2025-03-20 Infinity Pharmaceuticals Inc Compuestos heterociclicos y usos de los mismos.
US9751888B2 (en) 2013-10-04 2017-09-05 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
AU2015226881A1 (en) * 2014-03-07 2016-09-29 Intonation Research Laboratories Inhibitors of histone lysine specific demethylase (LSD1) and histone deacetylases (HDACs)
EA201691872A1 (ru) 2014-03-19 2017-04-28 Инфинити Фармасьютикалз, Инк. Гетероциклические соединения для применения в лечении pi3k-гамма-опосредованных расстройств
WO2015153516A1 (en) 2014-04-04 2015-10-08 University Of Florida Research Foundation Hdac inhibitor compounds and methods of treatment
WO2016054491A1 (en) 2014-10-03 2016-04-07 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
CN108349985A (zh) 2015-09-14 2018-07-31 无限药品股份有限公司 异喹啉酮的固体形式、其制备方法、包含其的组合物及其使用方法
WO2017161116A1 (en) 2016-03-17 2017-09-21 Infinity Pharmaceuticals, Inc. Isotopologues of isoquinolinone and quinazolinone compounds and uses thereof as pi3k kinase inhibitors
WO2017214269A1 (en) 2016-06-08 2017-12-14 Infinity Pharmaceuticals, Inc. Heterocyclic compounds and uses thereof
KR102576274B1 (ko) * 2017-05-16 2023-09-07 안지 파마슈티컬 코퍼레이션 리미티드 히스톤 데아세틸라제(hdac) 저해제
GB201820450D0 (en) 2018-12-14 2019-01-30 Z Factor Ltd Compound and its use for the treatment of alpha1-antitryspin deficiency
GB201918404D0 (en) * 2019-12-13 2020-01-29 Z Factor Ltd Compounds and their use for the treatment of aplha1-antitrypsin deficiency
KR20210116830A (ko) * 2020-03-17 2021-09-28 충북대학교 산학협력단 신규한 4-옥소퀴나졸린-기반 n-하이드록시프로펜아미드 및 이의 용도
CN111517977B (zh) * 2020-05-28 2023-05-23 爱斯特（成都）生物制药股份有限公司 一种合成2,4-二氟-3-三甲基乙酰胺基苯甲酸的方法
JP2023530788A (ja) * 2020-06-08 2023-07-19 アンジー ファーマシューティカル カンパニー リミテッド 選択的ｈｄａｃ６阻害剤として有用なキナゾリン誘導体
WO2023159155A1 (en) * 2022-02-18 2023-08-24 Pivalent Therapeutics, Inc. Inhibitors of phosphoinositide 3-kinase (pi3k) and uses thereof
WO2025029683A1 (en) * 2023-07-28 2025-02-06 Cogent Biosciences, Inc. Pi3k inhibitors
WO2025085669A1 (en) * 2023-10-18 2025-04-24 Gilva Therapeutics Co., Ltd. Quinazolinone derivatives for hdac inhibition

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE666424A (enExample) * 1965-05-12 1966-01-05
FR6001M (enExample) * 1966-12-02 1968-04-29
ZA705270B (en) * 1969-08-02 1971-04-28 Sumitomo Chemical Co Novel quinazolinone derivatives and a process for production thereof
US4054658A (en) 1974-02-06 1977-10-18 William H. Rorer, Inc. Therapeutic compositions containing methaqualone
NZ192392A (en) 1978-12-19 1983-02-15 M Ishikawa 3-(substituted (phenyl or pyridyl)) -3,4-dihydroquinazolin-4-ones
JP3488890B2 (ja) * 1993-11-09 2004-01-19 アグロカネショウ株式会社 ３−ｎ−置換キナゾリノン誘導体、その製造法および該化合物を含有する除草剤
EP1524262A1 (en) * 2000-03-24 2005-04-20 Methylgene, Inc. Inhibitors of histone deacetylase
ATE489360T1 (de) * 2000-03-24 2010-12-15 Methylgene Inc Inhibitoren der histon-deacetylase
AU2003291761A1 (en) * 2002-11-04 2004-06-07 Nps Pharmaceuticals, Inc. Quinazolinone compounds as calcilytics
ITMI20041869A1 (it) 2004-10-01 2005-01-01 Dac Srl Nuovi inibitori delle istone deacetilasi
CN101263125A (zh) * 2005-07-15 2008-09-10 先灵公司 用于癌症治疗的喹唑啉衍生物
CN101287706A (zh) 2005-09-21 2008-10-15 尼科梅德有限责任公司 作为组蛋白脱乙酰基酶抑制剂的磺酰基吡咯盐酸盐
GB0525068D0 (en) 2005-12-08 2006-01-18 Novartis Ag Organic compounds
GB0619753D0 (en) 2006-10-06 2006-11-15 Chroma Therapeutics Ltd Enzyme inhibitors
GB0624187D0 (en) 2006-12-04 2007-01-10 Jackson William P HDAC inhibitors
WO2008087514A2 (en) 2007-01-17 2008-07-24 Orchid Research Laboratories Limited Hdac inhibitors
US20100261710A1 (en) 2007-08-21 2010-10-14 Arqule, Inc. HDAC Inhibitors
AU2008307541B2 (en) 2007-10-01 2015-02-12 Lixte Biotechnology, Inc. HDAC inhibitors
WO2011011186A2 (en) 2009-07-22 2011-01-27 The Board Of Trustees Of The University Of Illinois Hdac inhibitors and therapeutic methods using the same

Also Published As

Publication number Publication date
US20150196563A1 (en) 2015-07-16
EP2836484B1 (en) 2017-06-14
BR112014025122A2 (pt) 2021-07-06
TWI481597B (zh) 2015-04-21
US20130267542A1 (en) 2013-10-10
US9387209B2 (en) 2016-07-12
RU2014144142A (ru) 2016-06-10
CN104364237B (zh) 2016-08-24
RU2629947C2 (ru) 2017-09-05
ES2630062T3 (es) 2017-08-17
EP2836484A4 (en) 2015-09-02
IN2014MN02104A (enExample) 2015-09-04
US9155739B2 (en) 2015-10-13
BR112014025122B1 (pt) 2022-08-16
KR20150000901A (ko) 2015-01-05
CN104364237A (zh) 2015-02-18
JP2015512939A (ja) 2015-04-30
IL235053A (en) 2017-09-28
KR101781922B1 (ko) 2017-09-26
AU2013246278B2 (en) 2016-11-03
TW201345898A (zh) 2013-11-16
EP2836484A1 (en) 2015-02-18
WO2013154870A1 (en) 2013-10-17
AU2013246278A1 (en) 2014-11-13

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