2. Academic Validation
  3. Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 3: 8-Thiocarboxamido and 8-thioformamido derivatives of cyclazocine

Redefining the structure-activity relationships of 2,6-methano-3-benzazocines. Part 3: 8-Thiocarboxamido and 8-thioformamido derivatives of cyclazocine

  • Bioorg Med Chem Lett. 2005 May 16;15(10):2547-51. doi: 10.1016/j.bmcl.2005.03.056.
Mark P Wentland 1,  Xufeng Sun,  Yigong Bu,  Rongliang Lou,  Dana J Cohen,  Jean M Bidlack
Affiliations

Affiliation

  • 1 Department of Chemistry and Chemical Biology, Rensselaer Polytechnic Institute, Troy, NY 12180, USA. [email protected]
PMID: 15863314 DOI: 10.1016/j.bmcl.2005.03.056
Abstract

8-Position variants of cyclazocine have been made where the phenolic 8-OH was replaced by thioamide, amidine, guanidine, urea and thiourea groups. High affinity for opioid receptors was observed for the 8-CSNH2 and 8-NHCHS analogues indicating that these groups are isosteric with not only the 8-OH but with the previously synthesized 8-CONH2 and 8-NHCHO cyclazocine derivatives.

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