Regioselective reaction: synthesis, characterization and pharmacological activity of some new Mannich and Schiff bases containing sydnone.
A novel series of 1-substituted aminomethyl-3-[1-(4-isobutylphenyl)ethyl]-4-(3-aryl-4-sydnonylidene) amino-1,2,4-triazol-5-thiones (9), was prepared from the 3-[1-(4-isobutylphenyl)ethyl]-4-(3-aryl-4-sydnonylidene) amino 5-mercapto-1,2,4-triazoles (8) by aminomethylation with formaldehyde and secondary amine. The structures of Schiff bases (8) and Mannich bases (9) were characterized on the basis of IR, NMR, mass spectra1 data and elemental analysis. The newly synthesized compounds were screened for their anti-inflammatory and analgesic activities. Mannich bases (9) carrying piperidine and morpholine residues showed promising anti-inflammatory and analgesic activity.
Department of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India.
Nithinchandra
B
B
Kalluraya
S
S
Aamir
A R
AR
Shabaraya
D000700:Analgesics / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D005260:Female; D008297:Male; D008352:Mannich Bases / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar; D012545:Schiff Bases / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity; D013558:Sydnones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000700:Analgesics; D000893:Anti-Inflammatory Agents; D008352:Mannich Bases; D012545:Schiff Bases; D013558:Sydnones