2. Academic Validation
  3. Synthesis and biological evaluation of C-5 methyl substituted 4-arylthio and 4-aryloxy-3-Iodopyridin-2(1H)-one type anti-HIV agents

Synthesis and biological evaluation of C-5 methyl substituted 4-arylthio and 4-aryloxy-3-Iodopyridin-2(1H)-one type anti-HIV agents

  • J Med Chem. 2009 Dec 10;52(23):7473-87. doi: 10.1021/jm900802y.
Jérôme Guillemont 1,  Abdellah Benjahad,  Said Oumouch,  Laurence Decrane,  Patrice Palandjian,  Daniel Vernier,  Laurence Queguiner,  Koen Andries,  Marie-Pierre de Béthune,  Kurt Hertogs,  David S Grierson,  Chi Hung Nguyen
Affiliations

Affiliation

  • 1 Medicinal Chemistry Department, TIBOTEC, Campus de Maigremont BP315, 27430 Val de Reuil, France. ,jguillem@its.jnj.com
PMID: 19645483 DOI: 10.1021/jm900802y
Abstract

A series of C-5 methyl substituted 4-arylthio- and 4-aryloxy-3-iodopyridin-2(1H)-ones has been synthesized as new pyridinone analogues for their evaluation as anti-HIV inhibitors. The optimization at the 5-position was developed through an efficient use of the key intermediates 5-ethoxycarbonyl- and 5-cyano-pyridin-2(1H)-ones (14 and 15). Biological studies revealed that several compounds show potent HIV-1 Reverse Transcriptase inhibitory properties, for example, compounds 93 and 99 are active at 0.6-50 nM against wild type HIV-1 and a panel of major simple/double HIV mutant strains.

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