Potent CCR4 antagonists: synthesis, evaluation, and docking study of 2, 4-diaminoquinazolines

K Yokoyama, N Ishikawa, S Igarashi, N Kawano…

Index: Yokoyama, Kazuhiro; Ishikawa, Noriko; Igarashi, Susumu; Kawano, Noriyuki; Masuda, Naoyuki; Hattori, Kazuyuki; Miyazaki, Takahiro; Ogino, Shin-ichi; Orita, Masaya; Matsumoto, Yuzo; Takeuchi, Makoto; Ohta, Mitsuaki Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 17 p. 7968 - 7974

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Citation Number: 22

Abstract

A series of CC chemokine receptor-4 (CCR4) antagonists were examined in a previous report in an attempt to improve metabolic stability in human liver microsomes. In this study, the cycloheptylamine moiety of N-cycloheptyl-6, 7-dimethoxy-2-(4-pyrrolidin-1-ylpiperidin-1- yl) quinazolin-4-amine 1 was replaced with the p-chloroaniline moiety, and the resulting compound, N-(4-chlorophenyl)-6, 7-dimethoxy-2-(4-pyrrolidin-1-ylpiperidin-1-yl) ...