S. L. Kuklish, R. Backer, K. Briner
Jul 15, 2006
Citations
0
Influential Citations
7
Citations
Journal
Bioorganic & medicinal chemistry letters
Abstract
Homologation and cyclization back to the chiral methine of compound 3 yields achiral 4,4-disubstituted piperidine privileged structures (e.g., 8a) useful in the construction of melanocortin 4 receptor (MC4R) ligands. The piperidine nitrogen was replaced with carbon, oxygen, sulfur, and sulfone with minor erosion of binding. The methyl cyclohexane substituent was the most potent while significant affinity was still seen for smaller lipophilic groups such as ethyl.