Synthesis of Novel Substituted 7-(Benzylideneamino)-4-Methyl-2H-Chromen-2-one Derivatives as Anti-inflammatory and Analgesic Agents

• Published in: Archiv der Pharmazie (Weinheim) 2008-11, Vol.341 (11), p.696-700
• Main Authors: Ronad, Pradeepkumar, Dharbamalla, Satyanarayana, Hunshal, Rajesh, Maddi, Veeresh
• Format: Article
• Language: English
• Subjects: 2H-Chromen-2-ones; 7-Amino-4-methylcoumarin; Analgesic activity; Analgesics - chemical synthesis; Analgesics - toxicity; Animals; Anti-inflammatory activity; Anti-Inflammatory Agents - chemical synthesis; Anti-Inflammatory Agents - toxicity; Benzopyrans - chemical synthesis; Benzopyrans - pharmacology; Benzopyrans - toxicity; Coumarins - chemistry; Drug Evaluation, Preclinical; Edema - drug therapy; Edema - prevention & control; Mice; Rats; Schiff base; Schiff Bases; Spectrum Analysis; Structure-Activity Relationship
• ISSN: 0365-6233; 1521-4184
• DOI: 10.1002/ardp.200800057

A series of novel Schiff' base‐containing a 7‐amino‐4‐methylcoumarin moiety have been synthesized III a–l, characterized by spectroscopic data and studied for their anti‐inflammatory and analgesic activity. The results of the anti‐inflammatory and analgesic activity evaluation of 7‐(substituted benzylideneamino)‐4‐methyl‐2H‐chromen‐2‐one derivatives III a–l proved to be comparable or more potent with respect to the reference drugs. In particular, compounds 7‐(4‐chlorobenzylideneamino)‐4‐methyl‐2H‐chromen‐2‐one III f, 7‐(2,4‐dichlorobenzylideneamino)‐4‐methyl‐2H‐chromen‐2‐one III g and 7‐(4‐bromobenzylideneamino)‐4‐methyl‐2H‐chromen‐2‐one III h exhibited potent anti‐inflammatory and analgesic activity.