Synthesis, characterization and biological evaluation of novel acridine derivatives for anti-inflammatory and analgesic activities

Abstract

Synthesis and investigation of anti-inflammatory and analgesic studies of novel N-(5-substituted phenyl- 1,3,4-thiadiazol-2-yl) acridin-9-amine derivatives are presented in this article. The title compounds were synthesized by the condensation reaction of 9-chloroacridine and 5-phenyl-1,3,4-thiadiazol-2-amine analogues in presence of N-methyl-2-pyrrolidine and ethyl acetate. All the compounds were screened for their anti-inflammatory and analgesic activities by carrageenan induced rat hind paw edema method and acetic acid induced writhing method respectively. Among the tested compounds, the compound N-(5-(4-chlorophenyl)-1,3,4-thiadiazol-2-yl) acridin-9-amine and N-(5-(4-flourophenyl)-1,3,4-thiadiazol- 2-yl) acridin-9-amine with chloro and flouro substituents respectively displayed potent activity when compared to the standard drugs. We also investigated the drug likeness score of the synthesized compounds, the drug likeness score was in correlation with the results obtained in biological activity. The semi planar heterocyclic structure of the acridine nucleus may be the reason for its appreciable reactivity with varied biological receptors. In addition, the drug likeness data of synthesized compounds made them promising leads for the future development of anti-inflammatory and analgesic agents.