Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents

J Med Chem. 1992 Mar 6;35(5):958-65. doi: 10.1021/jm00083a023.

Abstract

The synthesis and antiallergic activity of a series of novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles are described. A number of the compounds inhibit the release of histamine from anti-IgE stimulated basophils obtained from allergic donors. Optimal inhibition is exhibited in benzothiophenes with a 3-alkoxy substituent in combination with a 5-methoxy, 6-methoxy, or a 5,6-dimethoxy group. Compound 13c (CI-959) also inhibited respiratory burst of human neutrophils and the release of mediators from anti-IgE-stimulated human chopped lung.

MeSH terms

  • Antibodies, Anti-Idiotypic / immunology
  • Basophils / drug effects
  • Basophils / immunology
  • Basophils / physiology
  • Benzofurans / chemical synthesis*
  • Benzofurans / pharmacology
  • Eosinophils / drug effects
  • Eosinophils / physiology
  • Histamine Antagonists / chemical synthesis*
  • Histamine Antagonists / pharmacology
  • Histamine Release / drug effects
  • Humans
  • Hypersensitivity / blood
  • Immunoglobulin E / immunology
  • Lung / drug effects
  • Lung / metabolism
  • Molecular Structure
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / pharmacology
  • Neutrophils / drug effects
  • Neutrophils / physiology
  • Respiratory Burst / drug effects
  • Structure-Activity Relationship
  • Tetrazoles / chemical synthesis*
  • Tetrazoles / pharmacology
  • Thiophenes / chemical synthesis*
  • Thiophenes / pharmacology

Substances

  • Antibodies, Anti-Idiotypic
  • Benzofurans
  • Histamine Antagonists
  • Naphthalenes
  • Tetrazoles
  • Thiophenes
  • CI 959
  • Immunoglobulin E