2. Academic Validation
  3. Conformationally constrained analogues of N'-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

Conformationally constrained analogues of N'-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

  • Eur J Med Chem. 2009 Jan;44(1):322-31. doi: 10.1016/j.ejmech.2008.02.026.
Ju-Ok Lim 1,  Mi-Kyoung Jin,  HyungChul Ryu,  Dong Wook Kang,  Jeewoo Lee,  Larry V Pearce,  Richard Tran,  Attila Toth,  Peter M Blumberg
Affiliations

Affiliation

  • 1 Laboratory of Medicinal Chemistry, Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Shinlim-Dong, Kwanak-Ku, Seoul 151-742, Republic of Korea.
PMID: 18406014 DOI: 10.1016/j.ejmech.2008.02.026
Abstract

A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor.

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