[Synthesis and anti-histamine release activity of phenyl tetrazole compounds]

Yao Xue Xue Bao. 2009 Oct;44(10):1112-7.
[Article in Chinese]

Abstract

Ongoing effort to find novel antiasthmatic drugs led to the design and synthesis of a series of compounds bearing phenyl tetrazole group based on the SAR study. The important intermediate 3-(1H-tetrazol-5-yl) benzenamine was synthesized from m-nitroaniline via cyclization and hydrogenation. Followed by amidation, eight new target compounds were obtained. The structures of these compounds were confirmed with 1H NMR, ESI-MS and elemental analysis. Their non-specific and specific anti-histamine effects in the mast cell were determined. Compound NP03 could inhibit non-specific histamine release induced by compound 48/80 in mast cell of SD rats.

Publication types

  • English Abstract

MeSH terms

  • Animals
  • Anti-Asthmatic Agents / chemical synthesis*
  • Anti-Asthmatic Agents / chemistry
  • Anti-Asthmatic Agents / pharmacology
  • Histamine Release / drug effects*
  • Mast Cells / drug effects
  • Mast Cells / metabolism*
  • Molecular Structure
  • Rats
  • Rats, Sprague-Dawley
  • Structure-Activity Relationship
  • Tetrazoles / chemical synthesis*
  • Tetrazoles / chemistry
  • Tetrazoles / pharmacology
  • p-Methoxy-N-methylphenethylamine / pharmacology

Substances

  • Anti-Asthmatic Agents
  • N-(3-(5-(1H-tetrazol))pheny)-2-(4-isobutylphenyl)propionamide
  • Tetrazoles
  • p-Methoxy-N-methylphenethylamine