Synthesis and pharmacological evaluation of new 4-2-(7-heterocyclemethoxynaftalen-2-ylmethoxy)ethylbenzoic acids as LTD(4)-antagonists

Eur J Med Chem. 2000 Apr;35(4):439-47. doi: 10.1016/s0223-5234(00)00142-2.

Abstract

A group of new 4-[2-(7-heterocyclemethoxynaftalen-2-ylmethoxy)ethyl]benzoic acids have been synthesized and pharmacologically evaluated as LTD(4)-antagonists. Thiazole derivatives, especially 4-[2-[7-(4-cyclobutylthiazole-2-ylmethoxyl)naphthalen- 2-ylmetho-xy]et hyl]benzoic acid, present considerable activity and improved pharmacokinetic profiles in comparison with our quinoline containing lead molecule confirming the interest of our compounds as potentially oral antiasthmatics and that the 4-alkylthiazole system can be considered as bioisosteric of the quinoline ring at least in our series of compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzoates / chemical synthesis*
  • Benzoates / chemistry
  • Benzoates / pharmacokinetics
  • Benzoates / pharmacology*
  • Drug Evaluation
  • Guinea Pigs
  • Leukotriene D4 / antagonists & inhibitors*
  • Male
  • Mice

Substances

  • Benzoates
  • Leukotriene D4