Palladium-catalyzed N-arylation of 2-aminobenzothiazole-4-carboxylates/carboxamides: facile synthesis of PARP14 inhibitors

doi:10.1016/j.tet.2014.06.064

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	Palladium-catalyzed N-arylation of 2-aminobenzothiazole-4-carboxylates/carboxamides: facile synthesis of PARP14 inhibitors
	Wang, Pingyuan 1; Li, Jian 2,3; Jiang, Xue 4; Liu, Zhiqing 2,3; Ye, Na 2,3; Xu, Youjun 4; Yang, Guangfu 1; Xu, Yechun2,3 ; Zhang, Ao2,3
刊名	TETRAHEDRON
	2014-09-02
卷号	70 期号:35 页码:5666-5673
关键词	2-Arylaminobenzothiazoles PARP14 N-arylation C-N coupling Pd-2(dba)(3)
ISSN号	0040-4020
DOI	10.1016/j.tet.2014.06.064
文献子类	Article
英文摘要	We have developed a palladium-catalyzed N-arylation of the biologically interesting, but synthetically rather challenging 2-arylaminobenzothiazoles bearing multiple functionalities. This protocol was successfully used to readily synthesize our initial PARP14 inhibitor followed by a limited structural optimization. A more potent PARP14 inhibitor with an IC50 value of 1.69 mu M was identified, and the interaction was ascertained by the X-ray co-crystal structure of the catalytic domain of PARP14 in complex with compound 8. (C) 2014 Elsevier Ltd. All rights reserved.
资助项目	Chinese National Sciences Foundation[81125021] ; Chinese National Sciences Foundation[81373277] ; National Science & Technology Major Project on 'Key New Drug Creation and Manufacturing Program', China[2012ZX09103-101-035] ; National Science & Technology Major Project on 'Key New Drug Creation and Manufacturing Program', China[2012ZX09301001-001] ; 'Interdisciplinary Cooperation Team' Program for Science and Technology Innovation (CAS)[00000000] ; State Key Laboratory of Drug Research[SIMM1302KF-08] ; State Key Laboratory of Drug Research[SIMM1302KF-02]
WOS关键词	S BOND FORMATION ; TRANS-RETINOIC ACID ; ONE-POT SYNTHESIS ; TANDEM REACTION ; ARYL HALIDES ; INTRAMOLECULAR CYCLIZATION ; COUPLING REACTIONS ; SOLVENT-FREE ; 2-AMINOBENZOTHIAZOLES ; AMINATION
WOS研究方向	Chemistry
语种	英语
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS记录号	WOS:000340336000037
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/276911]
专题	药物发现与设计中心中科院受体结构与功能重点实验室新药研究国家重点实验室药物化学研究室
通讯作者	Yang, Guangfu
作者单位	1.Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China; 2.Chinese Acad Sci, SIMM, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China; 3.Chinese Acad Sci, SIMM, State Key Lab Drug Res, Shanghai 201203, Peoples R China; 4.Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Shenyang 110000, Peoples R China
推荐引用方式 GB/T 7714	Wang, Pingyuan,Li, Jian,Jiang, Xue,et al. Palladium-catalyzed N-arylation of 2-aminobenzothiazole-4-carboxylates/carboxamides: facile synthesis of PARP14 inhibitors[J]. TETRAHEDRON,2014,70(35):5666-5673.
APA	Wang, Pingyuan.,Li, Jian.,Jiang, Xue.,Liu, Zhiqing.,Ye, Na.,...&Zhang, Ao.(2014).Palladium-catalyzed N-arylation of 2-aminobenzothiazole-4-carboxylates/carboxamides: facile synthesis of PARP14 inhibitors.TETRAHEDRON,70(35),5666-5673.
MLA	Wang, Pingyuan,et al."Palladium-catalyzed N-arylation of 2-aminobenzothiazole-4-carboxylates/carboxamides: facile synthesis of PARP14 inhibitors".TETRAHEDRON 70.35(2014):5666-5673.