TWI855308B - Ｋｈｋ抑制劑 - Google Patents

Ｋｈｋ抑制劑 Download PDF

Info

Publication number
TWI855308B
TWI855308B TW111111557A TW111111557A TWI855308B TW I855308 B TWI855308 B TW I855308B TW 111111557 A TW111111557 A TW 111111557A TW 111111557 A TW111111557 A TW 111111557A TW I855308 B TWI855308 B TW I855308B
Authority
TW
Taiwan
Prior art keywords
alkyl
aryl
cycloalkyl
membered
heteroaryl
Prior art date
Application number
TW111111557A
Other languages
English (en)
Chinese (zh)
Other versions
TW202246253A (zh
Inventor
詹姆士 Ｌ 巴克曼
丹尼爾 Ｈ 卞
克里斯多幅 Ｔ 克萊克
彼得 揚沙
約書亞 Ａ 凱佩蘭
瑞確利 Ａ 卡桑
珍妮佛 Ｒ 羅
梅根 Ｅ 纽比格
納撒尼爾 Ｈ 斯坦利
克爾柯 Ｌ 史蒂芬斯
Original Assignee
美商基利科學股份有限公司
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 美商基利科學股份有限公司 filed Critical 美商基利科學股份有限公司
Publication of TW202246253A publication Critical patent/TW202246253A/zh
Application granted granted Critical
Publication of TWI855308B publication Critical patent/TWI855308B/zh

Links

Classifications

    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • 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
    • A61P3/00—Drugs for disorders of the metabolism
    • 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
    • C07D401/14—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 three or more hetero rings
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D403/14—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 three or more hetero rings
    • 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
    • C07D405/14—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 three or more hetero rings
    • 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
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10—Spiro-condensed systems
    • C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
    • C07D491/20—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D498/20—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Diabetes (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
TW111111557A 2021-03-29 2022-03-28 Ｋｈｋ抑制劑 TWI855308B (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202163167331P 2021-03-29 2021-03-29
US63/167,331 2021-03-29

Publications (2)

Publication Number Publication Date
TW202246253A TW202246253A (zh) 2022-12-01
TWI855308B true TWI855308B (zh) 2024-09-11

Family

ID=81388962

Family Applications (2)

Application Number Title Priority Date Filing Date
TW111111557A TWI855308B (zh) 2021-03-29 2022-03-28 Ｋｈｋ抑制劑
TW113132589A TW202448875A (zh) 2021-03-29 2022-03-28 Khk抑制劑

Family Applications After (1)

Application Number Title Priority Date Filing Date
TW113132589A TW202448875A (zh) 2021-03-29 2022-03-28 Khk抑制劑

Country Status (10)

Country Link
US (1) US12410160B2 (enExample)
EP (1) EP4313967B1 (enExample)
JP (2) JP7705475B2 (enExample)
KR (1) KR20230158542A (enExample)
CN (1) CN117120429A (enExample)
AR (1) AR125238A1 (enExample)
AU (2) AU2022252182B2 (enExample)
CA (1) CA3214961A1 (enExample)
TW (2) TWI855308B (enExample)
WO (1) WO2022212194A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023121378A1 (ko) * 2021-12-24 2023-06-29 주식회사 엘지화학 (s)-2-(2-메틸아제티딘-1-일)피리미딘 유도체 및 이를 포함하는 약제학적 조성물
WO2024090919A1 (en) * 2022-10-24 2024-05-02 Yuhan Corporation Improved processes for preparing dimethyl-2,3-dihydro-1h-indene derivatives
WO2024125482A1 (zh) * 2022-12-13 2024-06-20 华领医药技术（上海）有限公司 作为己酮糖激酶抑制剂的化合物、其用途以及包含其的组合物

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0384228A1 (en) * 1989-02-21 1990-08-29 Dainippon Pharmaceutical Co., Ltd. Medicament for treating cerebral insufficiency diseases containing 2-(1-piperazinyl)-4-phenylcycloalkanopyrimidine derivatives, and process for the production thereof
WO2002055524A1 (en) * 2001-01-10 2002-07-18 Vernalis Research Limited THIENO(3,2-d)PYRIMIDINES AND FURANO(3,2-d)PYRIMIDINES AND THEIR USE AS PURINERGIC RECEPTOR ANTAGONISTS
WO2009045174A1 (en) * 2007-10-05 2009-04-09 S*Bio Pte Ltd 2-morpholinylpurines as inhibitors of pi3k
EP2860181A1 (en) * 2012-04-10 2015-04-15 Shanghai Yingli Science and Technology Co., Ltd Fused pyrimidine compound, and preparation method, intermediate, composition and uses thereof

Family Cites Families (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5137890A (en) 1990-02-14 1992-08-11 Ortho Pharmaceutical Corporation 4-phenyl tetrahydropyrido(4,3-d)pyrimidines
ES2305744T3 (es) * 2003-03-12 2008-11-01 Millennium Pharmaceuticals, Inc. Derivados de quinazolina como inhibidores e tgf-beta.
JP2007510642A (ja) 2003-11-03 2007-04-26 ワーナー−ランバート カンパニー リミテッド ライアビリティー カンパニー 中枢神経系障害の治療のための新規ノルエピネフリン再取込み阻害薬
BRPI0614397A2 (pt) 2005-08-04 2011-03-29 Janssen Pharmaceutica Nv compostos de pirimidina como moduladores de receptor de serotonina
US7851468B2 (en) * 2006-05-15 2010-12-14 Cephalon, Inc. Substituted pyrazolo[3,4-d]pyrimidines
WO2010053825A1 (en) 2008-10-29 2010-05-14 Janssen Pharmaceutica Nv 2-aminopyrimidine compounds as serotonin receptor modulators
CA2743015A1 (en) * 2008-11-11 2010-05-20 Xcovery Holding Company Llc Pi3k/mtor kinase inhibitors
TWI491606B (zh) 2009-07-13 2015-07-11 Gilead Sciences Inc 調節細胞凋亡信號之激酶的抑制劑
CN102939283B (zh) 2010-04-22 2015-06-03 詹森药业有限公司 可用作己酮糖激酶抑制剂的吲唑化合物
EP2545964A1 (en) 2011-07-13 2013-01-16 Phenex Pharmaceuticals AG Novel FXR (NR1H4) binding and activity modulating compounds
BR112014011351B1 (pt) 2011-11-11 2021-02-17 Gilead Apollo, Llc. inibidores de acc e usos dos mesmos
UY34573A (es) 2012-01-27 2013-06-28 Gilead Sciences Inc Inhibidor de la quinasa que regula la señal de la apoptosis
ES2731602T3 (es) 2014-09-24 2019-11-18 Gilead Sciences Inc Métodos para tratar la enfermedad hepática
MA41252A (fr) 2014-12-23 2017-10-31 Gilead Sciences Inc Formes solides d'un inhibiteur d'ask 1
CA3100432C (en) 2014-12-23 2023-08-08 Gilead Sciences, Inc. Processes for preparing ask1 inhibitors
JP2018501276A (ja) 2015-01-09 2018-01-18 ギリアド アポロ， エルエルシー 非アルコール性脂肪肝疾患の処置のためのａｃｃ阻害剤併用療法
WO2017027611A2 (en) * 2015-08-10 2017-02-16 The Arizona Board Of Regents On Behalf Of The University Of Arizona Biomarkers of methylglyoxal and related methods thereof
MX376072B (es) 2015-12-29 2025-03-07 Pfizer 3-azabiciclo[3.1.0]hexanos sustituidos como inhibidores de cetohexoquinasa
CN119977993A (zh) 2016-03-02 2025-05-13 吉利德阿波罗公司 噻吩并嘧啶二酮acc抑制剂的固体形式及其制备方法
KR102485620B1 (ko) 2017-03-03 2023-01-09 길리애드 사이언시즈, 인코포레이티드 Acc 억제제 및 그의 고체 형태를 제조하는 방법
US11083720B2 (en) 2017-03-17 2021-08-10 Regents Of The University Of Colorado, A Body Corporate Indazole inhibitors of fructokinase (KHK) and methods of use in treating KHK-mediated disorders or diseases
SI3600309T1 (sl) 2017-03-28 2022-10-28 Gilead Sciences, Inc. Terapevtske kombinacije za zdravljenje bolezni jeter
EP3600310A1 (en) 2017-03-28 2020-02-05 Gilead Sciences, Inc. Methods of treating liver disease
JP2020516627A (ja) 2017-04-12 2020-06-11 ギリアード サイエンシーズ， インコーポレイテッド 肝疾患を処置する方法
WO2019071216A1 (en) 2017-10-06 2019-04-11 Gilead Sciences, Inc. POLYTHERAPY COMPRISING AN ACC INHIBITOR
WO2020046481A2 (en) 2018-07-16 2020-03-05 Regents Of The University Of Colorado, A Body Corporate Methods for fructokinase mediation of alcohol craving and alcohol induced liver disease
TWI714231B (zh) 2018-09-04 2020-12-21 美商美國禮來大藥廠 2,6-二胺基吡啶化合物
KR102558308B1 (ko) 2018-09-27 2023-07-24 주식회사 엘지화학 3-아자바이사이클로[3,1,1]헵탄 유도체 및 이를 포함하는 약제학적 조성물
EP3919484B1 (en) * 2019-01-29 2023-05-24 Shandong Xuanzhu Pharma Co., Ltd. Hexone glucokinase inhibitor and use thereof
US11524005B2 (en) 2019-02-19 2022-12-13 Gilead Sciences, Inc. Solid forms of FXR agonists
EP3934615A4 (en) 2019-03-08 2023-01-25 The Regents Of The University Of California ACNE TREATMENT COMPOSITIONS AND METHODS
MX2021012679A (es) 2019-04-17 2021-11-12 Colorado Res Partners Llc Nuevos compuestos y metodos de uso para el tratamiento de enfermedades o trastornos relacionados con la fructosa.
CN111978296A (zh) 2019-05-22 2020-11-24 山东轩竹医药科技有限公司 己酮糖激酶抑制剂及其用途
TWI750685B (zh) 2019-06-17 2021-12-21 美商美國禮來大藥廠 二取代吡唑化合物
TWI764467B (zh) 2019-12-24 2022-05-11 大陸商南京明德新藥研發有限公司 具有khk抑制作用的化合物
CN114846008B (zh) 2019-12-25 2024-05-28 杭州中美华东制药有限公司 具有果糖激酶(khk)抑制作用的嘧啶类化合物
WO2021162943A1 (en) 2020-02-13 2021-08-19 Eli Lilly And Company 2-[2-methylazetidin-1-yl]-4-phenyl-6-(trifluoromethyl)-pyrimidine compounds
CN111423420A (zh) 2020-04-30 2020-07-17 广州博济医药生物技术股份有限公司 作为己酮糖激酶抑制剂的并环化合物
CN114181198B (zh) 2020-09-15 2025-07-15 山东轩竹医药科技有限公司 嘧啶衍生物类己酮糖激酶抑制剂及其用途
JP2024501507A (ja) * 2020-12-25 2024-01-12 スーチュアン ハイスーク ファーマシューティカル カンパニー リミテッド ケトヘキソキナーゼ阻害剤及びその用途
CN114805312A (zh) 2021-01-29 2022-07-29 上海拓界生物医药科技有限公司 一种己酮糖激酶抑制剂及其制备方法
CN114989143A (zh) 2021-03-02 2022-09-02 山东轩竹医药科技有限公司 并环类己酮糖激酶抑制剂及其用途
TWI833193B (zh) 2021-04-01 2024-02-21 南韓商Ｌｇ化學股份有限公司 二唑化合物及含彼的藥學組成物

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0384228A1 (en) * 1989-02-21 1990-08-29 Dainippon Pharmaceutical Co., Ltd. Medicament for treating cerebral insufficiency diseases containing 2-(1-piperazinyl)-4-phenylcycloalkanopyrimidine derivatives, and process for the production thereof
WO2002055524A1 (en) * 2001-01-10 2002-07-18 Vernalis Research Limited THIENO(3,2-d)PYRIMIDINES AND FURANO(3,2-d)PYRIMIDINES AND THEIR USE AS PURINERGIC RECEPTOR ANTAGONISTS
WO2009045174A1 (en) * 2007-10-05 2009-04-09 S*Bio Pte Ltd 2-morpholinylpurines as inhibitors of pi3k
EP2860181A1 (en) * 2012-04-10 2015-04-15 Shanghai Yingli Science and Technology Co., Ltd Fused pyrimidine compound, and preparation method, intermediate, composition and uses thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
期刊 Gillespie et al Antagonists of the human adenosine A2A receptor. Part 2:Design and synthesis of 4-arylthieno[3,2-d]pyrimidine derivatives Bioorganic & Medicinal Chemistry Letters 18 Elsevier 2008 p2920-2923 *

Also Published As

Publication number Publication date
CA3214961A1 (en) 2022-10-06
TW202246253A (zh) 2022-12-01
AU2025203602A1 (en) 2025-06-05
KR20230158542A (ko) 2023-11-20
US12410160B2 (en) 2025-09-09
EP4313967B1 (en) 2025-11-12
JP2025032196A (ja) 2025-03-11
US20230079863A1 (en) 2023-03-16
EP4313967A1 (en) 2024-02-07
AR125238A1 (es) 2023-06-28
JP2024512646A (ja) 2024-03-19
AU2022252182B2 (en) 2025-02-20
WO2022212194A1 (en) 2022-10-06
CN117120429A (zh) 2023-11-24
TW202448875A (zh) 2024-12-16
JP7778900B2 (ja) 2025-12-02
JP7705475B2 (ja) 2025-07-09
AU2022252182A1 (en) 2023-09-28

Similar Documents

Publication Publication Date Title
US11401272B2 (en) Heterocyclic compounds as LSD1 inhibitors
US10640503B2 (en) Imidazopyridines and imidazopyrazines as LSD1 inhibitors
US10556908B2 (en) Substituted imidazo[1,2-a]pyrazines as LSD1 inhibitors
JP6776446B2 (ja) Ｒｅｔキナーゼ阻害剤としての置換ピラゾロ［１，５−ａ］ピリジン化合物
TWI674257B (zh) 作為ｔｒｐｍ８拮抗劑之氮雜螺衍生物
TWI855308B (zh) Ｋｈｋ抑制劑
CN115605466B (zh) 用于治疗癌症的经取代的氧代异吲哚啉化合物
CA3075727A1 (en) Pyridazinones and methods of use thereof
KR20160012194A (ko) 이미다조피롤리디논 유도체 및 질환의 치료에서의 그의 용도
KR20150132170A (ko) 야누스 키나제 억제제로서의 비-시클릭 시아노에틸피라졸로 피리돈
US20240109900A1 (en) Azabicyclic shp2 inhibitors
WO2022184000A1 (zh) 咪唑类化合物、其药物组合物及其用途
HK40034427A (en) Novel triazolone derivatives or salts thereof and pharmaceutical compositions comprising the same