Discovery of a piperidine-4-carboxamide CCR5 antagonist (TAK-220) with highly potent Anti-HIV-1 activity
…, Y Nishikawa, N Kanzaki, K Takashima…
Index: Imamura, Shinichi; Ichikawa, Takashi; Nishikawa, Youichi; Kanzaki, Naoyuki; Takashima, Katsunori; Niwa, Shinichi; Iizawa, Yuji; Baba, Masanori; Sugihara, Yoshihiro Journal of Medicinal Chemistry, 2006 , vol. 49, # 9 p. 2784 - 2793
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Citation Number: 59
Abstract
We incorporated various polar groups into previously described piperidine-4-carboxamide CCR5 antagonists to improve their metabolic stability in human hepatic microsomes. Introducing a carbamoyl group into the phenyl ring of the 4-benzylpiperidine moiety afforded the less lipophilic compound 5f, which possessed both high metabolic stability and good inhibitory activity of HIV-1 envelope-mediated membrane fusion (IC50= 5.8 nM). Further ...
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