Exploration of piperidine-4-yl-aminopyrimidines as HIV-1 reverse transcriptase inhibitors. N-Phenyl derivatives with broad potency against resistant mutant viruses

✍ Scribed by Guozhi Tang; Denis J. Kertesz; Minmin Yang; Xianfeng Lin; Zhanguo Wang; Wentao Li; Zongxing Qiu; Junli Chen; Jianghua Mei; Li Chen; Taraneh Mirzadegan; Seth F. Harris; Armando G. Villaseñor; Jennifer Fretland; William L. Fitch; Julie Qi Hang; Gabrielle Heilek; Klaus Klumpp

• Book ID: 104004792
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 627 KB
• Volume: 20
• Category: Article
• ISSN: 0960-894X
• DOI: 10.1016/j.bmcl.2010.08.068

✦ Synopsis

Further investigation of the recently reported piperidine-4-yl-aminopyrimidine class of non-nucleoside reverse transcriptase inhibitors (NNRTIs) has been carried out. Thus, preparation of a series of N-phenyl piperidine analogs resulted in the identification of 3-carboxamides as a particularly active series. Analogs such as 28 and 40 are very potent versus wild-type HIV-1 and a broad range of NNRTI-resistant mutant viruses. Synthesis, structure-activity relationship (SAR), clearance data, and crystallographic evidence for the binding motif are discussed.