SYNTHESIS AND EVALUATION OF ANTHELMINTIC AND INSECTICIDAL ACTIVITIES OF 4-AMINO-ANTIPYRINE DERIVATIVES OF AMINO ACIDS AND PEPTIDES

Abstract

Author(s): Himaja M, Kailash Rai, Anish K.V, Ramana M.V, Karigar A.A.

Antipyrine has been drawn as promising structural units in the field of medicinal and agricultural chemistry. The enzymatic synthesis of Z-L-aminoacylantipyrine amides from Z-protected amino acid esters and 4-aminoantipyrine (AAP) was accomplished by papain in aqueous-organic and biphasic media as well as in suspension. Hence, an attempt is made towards the synthesis of 4-Aminoantipyrine derivatives of amino acid and peptides i.e. 3-(4- antipyryl)benzoyl-amino acids/peptides) using solution phase technique of peptide synthesis. 4-Amino antipyrine is diazotized and then reacted with benzoic acid in presence of CuCl2 giving 3-(4-antipyryl)benzoic acid which is the precursor for the synthesis of desired compounds. The structures of the new compounds synthesized by the above method were confirmed by FTIR, 1H NMR and mass spectral analysis and were tested for their biological activities against various micro-organisms. All the compounds showed potent insecticidal and anthelmintic activities.