Bis basic substituted diaminobenzobisthiazoles as potential antiarthritic agents

J Med Chem. 1992 Jan 24;35(2):350-61. doi: 10.1021/jm00080a022.

Abstract

A series of benzobisthiazoles were screened for antiinflammatory activity in the carrageenan paw edema and adjuvant arthritis tests. Compound 26, 2,6-bis(N,N-diethylamino)benzo[1,2-d:5,4-d']bisthiazole, was found to inhibit the swelling of the uninjected paw in the prophylactic adjuvant arthritis model with an ED50 of 2.3 mg/kg orally. As with most compounds of this series, 26 was inactive in acute model of inflammation, such as paw edema; like steroids, it showed activity in the granuloma pouch assay but did not inhibit cyclooxygenase, indicating a mode of action different from the classical nonsteroidal antiinflammatory drugs (NSAID's). At doses higher than those producing antiinflammatory activity, 26 had some immunoregulating properties.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Arthritis, Experimental / drug therapy
  • Edema / drug therapy
  • Hemolytic Plaque Technique
  • Male
  • Mice
  • Mice, Inbred AKR
  • Molecular Structure
  • Rats
  • Rats, Inbred Strains
  • Structure-Activity Relationship
  • Thiazoles / chemical synthesis*
  • Thiazoles / chemistry
  • Thiazoles / pharmacology

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Thiazoles