KR102097343B1 - RAL GTPases를 타겟으로 하는 항암용 화합물 및 이의 사용방법 - Google Patents

RAL GTPases를 타겟으로 하는 항암용 화합물 및 이의 사용방법 Download PDF

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KR102097343B1
KR102097343B1 KR1020147020271A KR20147020271A KR102097343B1 KR 102097343 B1 KR102097343 B1 KR 102097343B1 KR 1020147020271 A KR1020147020271 A KR 1020147020271A KR 20147020271 A KR20147020271 A KR 20147020271A KR 102097343 B1 KR102097343 B1 KR 102097343B1
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pyrazole
mmol
amino
carbonitrile
dihydropyrano
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KR20150010696A (ko
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덴 테오도레스크
마이클 피츠패트릭 웸페
데이비드 로스
새미 머루에
마틴 에이 슈와르츠
필립 레이간
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더 리전츠 오브 더 유니버시티 오브 콜로라도, 어 바디 코퍼레이트
유니버시티 오브 버지니아 페이턴트 파운데이션
인디아나 유니버시티 리서치 앤드 테크놀로지 코퍼레이션
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    • C07ORGANIC CHEMISTRY
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    • C07D491/02Heterocyclic 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
    • C07D491/04Ortho-condensed systems
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KR1020147020271A 2011-12-21 2012-12-21 RAL GTPases를 타겟으로 하는 항암용 화합물 및 이의 사용방법 Expired - Fee Related KR102097343B1 (ko)

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US201161578869P 2011-12-21 2011-12-21
US61/578,869 2011-12-21
PCT/US2012/071341 WO2013096820A1 (en) 2011-12-21 2012-12-21 Anti-cancer compounds targeting ral gtpases and methods of using the same

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KR102097343B1 true KR102097343B1 (ko) 2020-04-07

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Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2859985C (en) 2011-12-21 2020-11-03 The Regents Of The University Of Colorado Anti-cancer compounds targeting ral gtpases and methods of using the same
EP3166609B1 (en) 2014-07-10 2020-03-11 The Regents of The University of Colorado, A Body Corporate 6-amino-1,3-dimethyl-4-(4-(trifluoromethyl)phenyl)-1,4-dihydropyrano [2,3-c]pyrazole-5-carbonitrile and related compounds as ral gtpase inhibitors for treating cancer metastasis
EP3194383B1 (en) 2014-09-19 2019-11-06 Forma Therapeutics, Inc. Quinolinone pyrimidines compositions as mutant-isocitrate dehydrogenase inhibitors
MA53352A (fr) 2014-09-19 2021-09-15 Forma Therapeutics Inc Dérivés de pyridin-2-(1h)-one-quinolinone en tant qu'inhibiteurs d'isocitrate déshydrogénase
US10934291B2 (en) 2014-09-25 2021-03-02 Duke University Kinase inhibitors and related methods of use
US10646475B2 (en) 2015-03-10 2020-05-12 The Trustees Of Princeton University SHMT inhibitors
WO2016205460A1 (en) * 2015-06-16 2016-12-22 Nantbioscience, Inc. Polycyclic derivatives targeting ral gtpases and their therapeutical applications
BR112018003417B1 (pt) 2016-06-22 2023-10-24 Vanderbilt University Composto modulador alostérico positivo do receptor muscarínico de acetilcolina m4 e composição farmacêutica que o compreende
US10077273B2 (en) 2016-09-14 2018-09-18 The Trustees Of Princeton University SHMT inhibitors
US10947241B2 (en) 2016-10-28 2021-03-16 Seoul National University Hospital Phenyl phthalazine derivative, method for the preparation thereof, and pharmaceutical composition comprising the same
EP3544961B1 (en) 2016-11-07 2021-08-18 Vanderbilt University Positive allosteric modulators of the muscarinic acetylcholine receptor m4
WO2018085803A1 (en) 2016-11-07 2018-05-11 Vanderbilt University Positive allosteric modulators of the muscarinic acetylcholine receptor m4
US10961253B2 (en) 2016-11-07 2021-03-30 Vanderbilt University Positive allosteric modulators of the muscarinic acetylcholine receptor M4
CN110024421B (zh) 2016-11-23 2020-12-25 瑞典爱立信有限公司 用于自适应控制去相关滤波器的方法和装置
US11376254B2 (en) 2017-12-05 2022-07-05 Vanderbilt University Positive allosteric modulators of the muscarinic acetylcholine receptor M4
TW201930311A (zh) 2017-12-05 2019-08-01 泛德比爾特大學 蕈毒鹼型乙醯膽鹼受體m4之正向別構調節劑
EP4324329A3 (en) * 2018-01-17 2024-04-17 Migal Galilee Research Institute Ltd. New methionine metabolic pathway inhibitors
EP3740482A1 (en) 2018-01-17 2020-11-25 Migal Galilee Research Institute Ltd. New methionine metabolic pathway inhibitors
US11311527B2 (en) 2018-05-16 2022-04-26 Forma Therapeutics, Inc. Inhibiting mutant isocitrate dehydrogenase 1 (mIDH-1)
US11013733B2 (en) 2018-05-16 2021-05-25 Forma Therapeutics, Inc. Inhibiting mutant isocitrate dehydrogenase 1 (mlDH-1)
US11013734B2 (en) 2018-05-16 2021-05-25 Forma Therapeutics, Inc. Treating patients harboring an isocitrate dehydrogenase-1 (IDH-1) mutation
US20210196701A1 (en) 2018-05-16 2021-07-01 Forma Therapeutics, Inc. Inhibiting mutant idh-1
WO2019222551A1 (en) 2018-05-16 2019-11-21 Forma Therapeutics, Inc. Solid forms of ((s)-5-((1-(6-chloro-2-oxo-1,2-dihydroquinolin-3-yl)ethyl)amino)-1-methyl-6-oxo-1,6-dihydropyridine-2-carbonitrile
CN109305972B (zh) * 2018-09-27 2021-07-09 广州医科大学 一种二氢吡喃并吡唑类化合物及其制备方法和应用
CN109734676B (zh) * 2019-01-16 2021-01-29 四川大学 苯并二氮杂卓类衍生物及其制备方法和应用
US20230032020A1 (en) * 2019-12-19 2023-02-02 The Trustees Of Indiana University Small-molecule covalent inhibition of ral gtpases
CN111406752B (zh) * 2020-04-23 2021-07-23 中国农业科学院植物保护研究所 二氢吡咯并吡唑酮类衍生物作为几丁质酶抑制剂或杀线虫剂的应用
US20230293490A1 (en) * 2020-08-17 2023-09-21 University Of Pittsburgh - Of The Commonwealth System Of Higher Education Profilin1:actin inhibitor as an anti-angiogenic compound
BR112023009420A2 (pt) * 2020-11-18 2023-10-03 Univ Texas Tech System Terapias para o câncer usando moléculas pequenas que se ligam e inibem proteínas de interação ral
US20240325374A1 (en) * 2021-07-23 2024-10-03 The Research Institute At Nationwide Children's Hospital Inhibiting intracellular pathogens
US20250134888A1 (en) * 2022-02-07 2025-05-01 Cornell University Inhibitors of malic enzyme 1
CN120168481B (zh) * 2025-05-14 2025-08-19 天津医科大学 一种抑制REXO4消解R-loop酶活性的小分子及其在制备肿瘤药物中的应用

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US362503A (en) * 1887-05-10 Sectional boat
US361185A (en) * 1887-04-12 Poueths to john h
US4555396A (en) 1982-12-22 1985-11-26 Eastman Kodak Company Use of pyrylium and thiapyrylium compounds as biological stains
US5750550A (en) * 1995-09-15 1998-05-12 Sanofi 2-(pyrazol-5-yl-oxymethyl)-1,2-benzisothiazol-3 (2H)-One 1, 1-dioxides and compositions and method of use thereof
JPH10279480A (ja) * 1997-04-07 1998-10-20 Mitsubishi Chem Corp 皮膚組織障害の予防・治療剤
US6143471A (en) * 1998-03-10 2000-11-07 Mitsubishi Paper Mills Limited Positive type photosensitive composition
CA2702148C (en) 1999-01-06 2014-03-04 Genenews Inc. Method of profiling gene expression in a human subject having an infectious disease
WO2005020784A2 (en) 2003-05-23 2005-03-10 Mount Sinai School Of Medicine Of New York University Surrogate cell gene expression signatures for evaluating the physical state of a subject
WO2005012875A2 (en) 2003-07-29 2005-02-10 Bristol-Myers Squibb Company Biomarkers of cyclin-dependent kinase modulation
KR20080015123A (ko) * 2005-05-25 2008-02-18 다나베 미츠비시 세이야꾸 가부시키가이샤 피라졸론 유도체를 포함하는 의약
US7826982B2 (en) 2005-07-29 2010-11-02 Children's Hospital Medical Center Method of identifying inhibitors using a 3-D structure of RAC-1 GTPASE
TW200800225A (en) * 2005-09-02 2008-01-01 Tibotec Pharm Ltd Benzodiazepines as HCV inhibitors
WO2007056188A1 (en) 2005-11-04 2007-05-18 President And Fellows Of Harvard College Synthesis of inhibitors of ftsz
WO2007081966A2 (en) 2006-01-09 2007-07-19 University Of Southern California Small molecules for treating cancer and abnormal cell proliferation disorders
WO2008143894A2 (en) * 2007-05-14 2008-11-27 Dana-Farber Cancer Institute, Inc. Phosphorylated rala
WO2009086303A2 (en) * 2007-12-21 2009-07-09 University Of Rochester Method for altering the lifespan of eukaryotic organisms
WO2011010715A1 (ja) 2009-07-24 2011-01-27 国立大学法人 東京大学 Pr-Set7阻害剤
WO2011035143A2 (en) 2009-09-17 2011-03-24 The Regents Of The University Of Michigan Methods and compositions for inhibiting rho-mediated diseases and conditions
US8673913B2 (en) 2009-11-13 2014-03-18 Case Western Reserve University SHP-2 phosphatase inhibitor
WO2012078902A2 (en) 2010-12-08 2012-06-14 Proteostasis Therapeutics, Inc. Proteostasis regulators
WO2013096852A1 (en) 2011-12-21 2013-06-27 The Regents Of The University Of Colorado Biomarkers of cancer
CA2859985C (en) 2011-12-21 2020-11-03 The Regents Of The University Of Colorado Anti-cancer compounds targeting ral gtpases and methods of using the same
WO2013152313A1 (en) 2012-04-05 2013-10-10 The Regents Of The University Of California Compositions and methods for treating cancer and diseases and conditions responsive to growth factor inhibition
EP2858981A1 (en) 2012-06-06 2015-04-15 Basf Se Pyrazolopyrans having herbicidal and pharmaceutical properties
CN103910737B (zh) 2014-03-25 2016-08-17 浙江师范大学 手性的1,4-二氢吡喃(2,3-c)吡唑衍生物及其合成方法和应用

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
Arabian Journal of Chemistry 4(2):159-162 (2010. 06. 25.) 1부.*
EMBO reports 4(8):800-806 (2003)*
J. Med. Chem. 51(23):7396-7404 (2008)*
Synthetic communications 35(19):2509-2513 (2006. 08. 18.) 1부.*
Synthetic communications 40(19):2930-2934 (2010. 08. 25.)*
Synthetic communications 41(9):1320-1325 (2011. 03. 30.) 1부.*

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US20160280715A1 (en) 2016-09-29
WO2013096820A1 (en) 2013-06-27
AU2012358317B2 (en) 2017-12-14
EP2793881B1 (en) 2018-10-31
EP2793881A4 (en) 2015-05-20
US20200270263A1 (en) 2020-08-27
JP2015503507A (ja) 2015-02-02
CN104271132B (zh) 2018-01-12
CA2859985C (en) 2020-11-03
AU2012358317A1 (en) 2014-07-17
CN104271132A (zh) 2015-01-07
US10689392B2 (en) 2020-06-23
CA2859985A1 (en) 2013-06-27
KR20150010696A (ko) 2015-01-28
US20140315894A1 (en) 2014-10-23
EP2793881A1 (en) 2014-10-29
US9353121B2 (en) 2016-05-31
JP6473330B2 (ja) 2019-02-20

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