Table of Contents
ISRN Organic Chemistry
Volume 2014, Article ID 639392, 7 pages
http://dx.doi.org/10.1155/2014/639392
Research Article

Synthesis and Biological Activities of 4-Aminoantipyrine Derivatives Derived from Betti-Type Reaction

1Department of Chemistry, Rashtrasant Tukadoji Maharaj Nagpur University, Nagpur 440033, India
2Department of Organic Chemistry, School of Chemical Sciences, North Maharashtra University, Jalgaon 425001, India

Received 25 December 2013; Accepted 23 January 2014; Published 4 March 2014

Academic Editors: H. G. Bonacorso, N. Farfan, L. Forti, and Y. Génisson

Copyright © 2014 Ipsita Mohanram and Jyotsna Meshram. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

The present work deals with the synthesis and evaluation of biological activities of 4-aminoantipyrine derivatives derived from a three-component Betti reaction. The synthesis was initiated by the condensation of aromatic aldehyde, 4-aminoantipyrine, and 8-hydroxyquinoline in presence of fluorite as catalyst in a simple one-step protocol. The reactions were stirred at room temperature for 10–15 min achieving 92–95% yield. The structures of synthesized derivatives were established on the basis of spectroscopic and elemental analysis. All derivatives 4(a–h) were screened in vivo and in vitro for anti-inflammatory and anthelmintic activity against a reference drug, Diclofenac and Albendazole, respectively. The screening results show that compounds 4c, 4d, 4f, and 4h were found to possess potential anti-inflammatory activity while compounds 4a, 4b, 4e, and 4g are potent anthelmintic agents when compared with reference drugs, respectively. The bioactivity of these derivatives has also been evaluated with respect to Lipinski’s rule of five using molinspiration cheminformatics software.