Discovery of 3-piperidinyl-1-cyclopentanecarboxamide as a novel scaffold for highly potent CC chemokine receptor 2 antagonists

L Yang, G Butora, RX Jiao, A Pasternak…

文献索引：Yang, Lihu; Butora, Gabor; Jiao, Richard X.; Pasternak, Alex; Zhou, Changyou; Parsons, William H.; Mills, Sander G.; Vicario, Pasquale P.; Ayala, Julia M.; Cascieri, Margaret A.; MacCoss, Malcolm Journal of Medicinal Chemistry, 2007 , vol. 50, # 11 p. 2609 - 2611

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被引用次数: 30

摘要

Introduction of ring restrictions to a linear aminobutyramide CC chemokine receptor 2 (CCR2) antagonist lead (2) led to the discovery of a 1, 3-disubstituted cyclopentane scaffold with enhanced hCCR2 receptor binding and antagonist activity.(1 S, 3 R)-N-[3, 5-Bis (trifluoromethyl) benzyl]-1-methyl-3-[(1 R, 3'R)-methyl-1'H-spiro [indene-1, 4'-piperidin]-1'-yl] cyclopentanecarboxamide (16) had IC50 of 1.3 nM (binding) and 0.45 nM (functional ...