Synthesis of novel 4-alkyl-6-(5-aryl-1,2,3-thiadiazol-4-yl) benzene-1,3-diols as potential Hsp90 inhibitors

  • Paulina Kaziukonytė
  • Tomas Venslauskas
  • Kamilė Venskūnaitė
  • Ieva Žutautė
  • Algirdas Brukštus
Keywords: potential Hsp90 inhibitors, thiadiazoles, heterocycles, HurdMori cyclisation

Abstract

The efficient synthesis of 4-alkyl-6-(5-aryl-1,2,3-thiadiazol-4-yl)benzene-1,3-diols as potential isoform-specific Hsp90 inhibitors was developed. The synthetic pathway starts from the commercially available 1,3-benzenediol and employs well-known reactions. The Friedel–Crafts acylation and carbonyl group reduction to the methylene group gave 1-(5-alkyl-2,4-dihydroxyphenyl)-2-arylethan-1-ones. The subsequently carried out condensation with ethyl carbazate and Hurd–Mori cyclisation gave title compounds.

Published
2023-12-07
Section
Organic Chemistry