KR102346508B1 - 키나제 억제제로서 유용한 치환된 테트라히드로카르바졸 및 카르바졸 카르복스아미드 화합물 - Google Patents

키나제 억제제로서 유용한 치환된 테트라히드로카르바졸 및 카르바졸 카르복스아미드 화합물 Download PDF

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KR102346508B1
KR102346508B1 KR1020167001632A KR20167001632A KR102346508B1 KR 102346508 B1 KR102346508 B1 KR 102346508B1 KR 1020167001632 A KR1020167001632 A KR 1020167001632A KR 20167001632 A KR20167001632 A KR 20167001632A KR 102346508 B1 KR102346508 B1 KR 102346508B1
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carbazole
fluoro
methylphenyl
formula
mmol
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KR20160022889A (ko
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조셉 에이. 티노
아누라그 에스. 스리바스타바
수 성 고
마이클 에이. 갤러라
찰스 엠. 랜저빈
조지 브이. 델루카
칭제 류
더글러스 쥐. 배트
스콧 헌터 와터슨
칭 스
마이라 보두인 버트런드
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브리스톨-마이어스 스큅 컴퍼니
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    • 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
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    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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    • A—HUMAN NECESSITIES
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    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/88—Carbazoles; Hydrogenated carbazoles 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 ring system
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    • C07D239/72—Quinazolines; Hydrogenated quinazolines
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    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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KR1020167001632A 2013-06-25 2014-06-25 키나제 억제제로서 유용한 치환된 테트라히드로카르바졸 및 카르바졸 카르복스아미드 화합물 Expired - Fee Related KR102346508B1 (ko)

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US201361839141P 2013-06-25 2013-06-25
US61/839,141 2013-06-25
PCT/US2014/043978 WO2014210085A1 (en) 2013-06-25 2014-06-25 Substituted tetrahydrocarbazole and carbazole carboxamide compounds useful as kinase inhibitors

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KR102346508B1 true KR102346508B1 (ko) 2022-01-03

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US (6) US9334290B2 (https=)
EP (1) EP3013814B1 (https=)
JP (1) JP6353529B2 (https=)
KR (1) KR102346508B1 (https=)
CN (1) CN105358546B (https=)
AR (1) AR096721A1 (https=)
AU (1) AU2014302548B2 (https=)
BR (1) BR112015030723A8 (https=)
CA (1) CA2916500A1 (https=)
CL (1) CL2015003635A1 (https=)
CY (1) CY1119371T1 (https=)
DK (1) DK3013814T3 (https=)
EA (1) EA026729B1 (https=)
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SM (1) SMT201700422T1 (https=)
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Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2014302550A1 (en) 2013-06-25 2016-02-11 Bristol-Myers Squibb Company Carbazole carboxamide compounds useful as kinase inhibitors
MX2017005060A (es) 2014-10-24 2017-07-05 Bristol Myers Squibb Co Compuestos atropisomeros triciclicos.
PE20190710A1 (es) 2014-10-24 2019-05-17 Bristol Myers Squibb Co Compuestos de indol carboxamida utiles como inhibidores de cinasas
RS59707B1 (sr) * 2014-10-24 2020-01-31 Bristol Myers Squibb Co Derivati karbazola
MX2018015793A (es) 2016-07-01 2019-03-21 Brio Device Llc Estilete de intubación con alimentación de video.
CN108101905A (zh) * 2016-11-24 2018-06-01 中国科学院上海药物研究所 嘧啶并[5,4-b]吲嗪或嘧啶并[5,4-b]吡呤化合物、其制备方法及用途
CA3045339A1 (en) 2016-12-03 2018-06-07 Juno Therapeutics, Inc. Methods and compositions for use of therapeutic t cells in combination with kinase inhibitors
WO2018118830A1 (en) 2016-12-20 2018-06-28 Bristol-Myers Squibb Company Process for preparing tetrahydrocarbazole carboxamide compound
WO2019208805A1 (ja) 2018-04-27 2019-10-31 小野薬品工業株式会社 Ｂｔｋ阻害活性を有する化合物を有効成分として含む自己免疫疾患の予防および／または治療剤
CN117285467A (zh) 2018-07-31 2023-12-26 罗索肿瘤学公司 喷雾干燥的分散体和制剂
US20240100172A1 (en) 2020-12-21 2024-03-28 Hangzhou Jijing Pharmaceutical Technology Limited Methods and compounds for targeted autophagy
EP4313023A1 (en) 2021-04-02 2024-02-07 Biogen MA Inc. Combination treatment methods of multiple sclerosis
AR128498A1 (es) * 2022-02-15 2024-05-15 Hoffmann La Roche Procesos novedosos

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011159857A1 (en) 2010-06-16 2011-12-22 Bristol-Myers Squibb Company Carboline carboxamide compounds useful as kinase inhibitors

Family Cites Families (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4200750A (en) 1977-01-07 1980-04-29 Westwood Pharmaceuticals Inc. 4-Substituted imidazo [1,2-a]quinoxalines
CA2140722A1 (en) 1994-01-24 1995-07-25 Joseph A. Jakubowski Beta-carboline thromboxane synthase inhibitors
US7405295B2 (en) 2003-06-04 2008-07-29 Cgi Pharmaceuticals, Inc. Certain imidazo[1,2-a]pyrazin-8-ylamines and method of inhibition of Bruton's tyrosine kinase by such compounds
WO2005005429A1 (en) 2003-06-30 2005-01-20 Cellular Genomics, Inc. Certain heterocyclic substituted imidazo[1,2-a]pyrazin-8-ylamines and methods of inhibition of bruton’s tyrosine kinase by such compounds
WO2005047290A2 (en) 2003-11-11 2005-05-26 Cellular Genomics Inc. Imidazo[1,2-a] pyrazin-8-ylamines as kinase inhibitors
EP1812439B2 (en) 2004-10-15 2017-12-06 Takeda Pharmaceutical Company Limited Kinase inhibitors
AU2005304473A1 (en) 2004-11-10 2006-05-18 Cgi Pharmaceuticals, Inc. Imidazo[1 , 2-a] pyrazin-8-ylamines useful as modulators of kinase activity
BRPI0517211B8 (pt) 2004-12-17 2021-05-25 Glenmark Pharmaceuticals Sa composto, composição farmacêutica e seu uso.
MX2007011041A (es) 2005-03-10 2008-02-22 Cgi Pharmaceuticals Inc Ciertas amidas sustituidas, metodo de elaboracion y metodo de uso de las mismas.
US20070185184A1 (en) * 2005-09-16 2007-08-09 Serenex, Inc. Carbazole derivatives
US7723336B2 (en) 2005-09-22 2010-05-25 Bristol-Myers Squibb Company Fused heterocyclic compounds useful as kinase modulators
US20070078136A1 (en) 2005-09-22 2007-04-05 Bristol-Myers Squibb Company Fused heterocyclic compounds useful as kinase modulators
JP5249772B2 (ja) 2005-11-22 2013-07-31 メルク・シャープ・アンド・ドーム・コーポレーション キナーゼの阻害剤として有用な三環式化合物
WO2008033858A2 (en) 2006-09-11 2008-03-20 Cgi Pharmaceuticals, Inc. Kinase inhibitors, and methods of using and identifying kinase inhibitors
CA2663178C (en) 2006-09-11 2016-01-12 Matrix Laboratories Ltd. Dibenzofuran derivatives as inhibitors of pde-4 and pde-10
US20090062251A1 (en) 2007-08-17 2009-03-05 Astrazeneca Ab Novel Compounds 002
AU2008335761B2 (en) 2007-12-13 2014-04-24 Merck Sharp & Dohme Corp. Inhibitors of janus kinases
EP2247558B2 (en) 2008-02-14 2024-07-03 Eli Lilly and Company Novel imaging agents for detecting neurological dysfunction
GB0809360D0 (en) 2008-05-22 2008-07-02 Isis Innovation Calcium modulation
EP2151441A1 (en) 2008-08-06 2010-02-10 Julius-Maximilians-Universität Würzburg Beta-carbolin-derivates as substrates for an enzyme
US8084620B2 (en) * 2008-12-19 2011-12-27 Bristol-Myers Squibb Company Carbazole carboxamide compounds useful as kinase inhibitors
CN101475571B (zh) 2009-01-21 2011-06-22 中国药科大学 β-咔啉类细胞周期蛋白依赖性激酶2抑制剂及其用途
US8242260B2 (en) 2009-08-28 2012-08-14 Novartis Ag Compounds and compositions as protein kinase inhibitors
AU2011232058B2 (en) 2010-03-26 2016-09-08 Merck Patent Gmbh Benzonaphthyridinamines as autotaxin inhibitors
EP2455378A1 (en) 2010-11-03 2012-05-23 Philip Morris Products S.A. Carbazole and carboline derivatives, and preparation and therapeutic applications thereof
EP2640729B1 (en) 2010-11-15 2016-12-21 VIIV Healthcare UK Limited Inhibitors of hiv replication
AU2012257802A1 (en) 2011-05-17 2013-10-31 F. Hoffmann-La Roche Ag Inhibitors of Bruton's tyrosine kinase
WO2013054185A1 (en) 2011-10-13 2013-04-18 Pfizer, Inc. Pyrimidine and pyridine derivatives useful in therapy

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011159857A1 (en) 2010-06-16 2011-12-22 Bristol-Myers Squibb Company Carboline carboxamide compounds useful as kinase inhibitors

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US20160194338A1 (en) 2016-07-07
EP3013814B1 (en) 2017-06-14
BR112015030723A8 (pt) 2020-01-07
US20190382416A1 (en) 2019-12-19
CL2015003635A1 (es) 2016-07-29
WO2014210085A9 (en) 2015-12-23
RS56371B1 (sr) 2017-12-29
KR20160022889A (ko) 2016-03-02
TN2015000529A1 (en) 2017-04-06
EA026729B1 (ru) 2017-05-31
SI3013814T1 (sl) 2017-08-31
PL3013814T3 (pl) 2017-11-30
JP6353529B2 (ja) 2018-07-04
MA38648A1 (fr) 2017-09-29
US20170283438A1 (en) 2017-10-05
PT3013814T (pt) 2017-08-10
TWI648272B (zh) 2019-01-21
BR112015030723A2 (pt) 2017-07-25
PE20160519A1 (es) 2016-05-21
CN105358546B (zh) 2017-10-31
AU2014302548B2 (en) 2018-05-10
CA2916500A1 (en) 2014-12-31
DK3013814T3 (en) 2017-09-25
UY35625A (es) 2014-12-31
AU2014302548A1 (en) 2016-02-11
SMT201700422T1 (it) 2017-11-15
CN105358546A (zh) 2016-02-24
TW201536774A (zh) 2015-10-01
WO2014210085A1 (en) 2014-12-31
LT3013814T (lt) 2017-08-10
US10435415B2 (en) 2019-10-08
HRP20171031T1 (hr) 2017-10-06
MA38648B1 (fr) 2018-06-29
PH12015502630A1 (en) 2016-03-07
US9334290B2 (en) 2016-05-10
HK1223359A1 (en) 2017-07-28
ES2636652T3 (es) 2017-10-06
US20190023719A1 (en) 2019-01-24
HUE034460T2 (en) 2018-02-28
US9850258B2 (en) 2017-12-26
MY176631A (en) 2020-08-19
US20140378475A1 (en) 2014-12-25
CY1119371T1 (el) 2018-02-14
US20180079758A1 (en) 2018-03-22
EP3013814A1 (en) 2016-05-04
AR096721A1 (es) 2016-01-27
IL243296B (en) 2018-05-31
EA201592287A1 (ru) 2016-06-30
JP2016523907A (ja) 2016-08-12
US10106559B2 (en) 2018-10-23

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