Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1377961 | Bioorganic & Medicinal Chemistry Letters | 2006 | 4 Pages |
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.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Steven L. Kuklish, Ryan T. Backer, Karin Briner, Christopher W. Doecke, Saba Husain, Jeffrey T. Mullaney, Paul L. Ornstein, John M. Zgombick, Thomas P. O’Brien, Matthew J. Fisher,