Discovery of N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea as a potent TRPV1 antagonistic template

Jihyae Ann, Wei Sun, Xing Zhou, Aeran Jung, Jisoo Baek, Sunho Lee, Changhoon Kim, Suyoung Yoon, Sunhye Hong, Sun Choi, Noe A. Turcios, Brienna K.A. Herold, Timothy E. Esch, Nancy E. Lewin, Adelle Abramovitz, Larry V. Pearce, Peter M. Blumberg, Jeewoo Lee

Research output: Contribution to journalArticlepeer-review

10 Scopus citations


A series of homologous analogues of prototype antagonist 1 and its urea surrogate were investigated as hTRPV1 ligands. Through one-carbon elongation in the respective pharmacophoric regions, N-(3-fluoro-4-methylsulfonamidomethylphenyl)urea was identified as a novel and potent TRPV1 antagonistic template. Its representative compound 27 showed a potency comparable to that of lead compound 1. Docking analysis of compound 27 in our hTRPV1 homology model indicated that its binding mode was similar with that of 1S.

Original languageEnglish
Pages (from-to)3603-3607
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Issue number15
StatePublished - 2016

Bibliographical note

Funding Information:
This work was supported by the Korea Science and Engineering Foundation (KOSEF) grant funded by the Korea government (MOST) (NRF-2014M3A9B5073755), National Leading Research Lab (NLRL) program (2011-0028885), National Natural Science Foundation of China (81502927), Liaoning S&T Project (2014226032, 2015020733 and 2015001002), Hainan S&T Project (KYYS-2014-66), and in part by the Intramural Research Program of the NIH, Center for Cancer Research, NCI (Project Z1A BC 005270) in the USA.

Publisher Copyright:
© 2016 Elsevier Ltd


  • Analgesic
  • TRPV1 antagonists
  • Vanilloid receptor 1


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