International Journal of ChemTech Research CODEN (USA): IJCRGG ISSN : 0974-4290 Vol.1, No.3 , pp 616-620, July-Sept 2009 Synthesis and in vitro antimicrobial activity of N'-(4-(arylamino)-6-(pyridin-2-ylamino)-1,3,5- triazin-2-yl)benzohydrazide Jignesh P. Raval* 1 , Amrita R. Rai 1 , Nilesh H. Patel 1 , Hemul V. Patel 1 , Pradip S. Patel 1 , 1 Department of Pharmaceutical Chemistry, Ashok & Rita Patel Institute of Integrated Study and Research in Biotechnology and Allied Sciences (ARIBAS), New Vallabh vidyanagar - 388121(Gujarat-India) *E-mail: drjpraval@yahoo.co.in Abstract:A variety of N'-(4-(arylamino)-6-(pyrazin-2-ylamino)-1,3,5-triazin-2-yl)isonicotinohydrazide, 7a-j were synthesized by using 2-aminopyridine, isonicotic acid hydrazide and cyanuric chloride. And the structures of these compounds were confirmed by IR, NMR ( 1 H & 13 C) spectral analysis. The newly synthesized compounds were also evaluated for antimicrobial activity against variety of bacterial strains and some of these compounds have shown significant antibacterial and antifungal activities. Keywords: 2-aminopyridine, isonicotic acid hydrazide, s-triazine, antibacterial activity. Introduction The extraordinary progress represented by the arrival of antibiotics has changed the medical prognosis of minor and major infections. 1 Any bacterial species acquired resistance to the most common classes of antibiotics. Bacterial resistance continues to develop and pose a significant threat both in hospitals and more recently in the community. 2 A relevant report on resistant antibacterial agents for human medicine is provided by World Health Organization. The panel agreed that the list of Critically Important antibacterial agents should be updated regularly as new information becomes available, including data on resistance patterns, new and emerging diseases and the development of new drugs. 3 During the last few years the potential of s- triazine derivatives in agrochemical and medicinal properties have been subjected to investigation. Literature survey reveals that amino substituted s-triazine derivatives are associated with number of pronounced antibacterial activities 4-7 against gram positive (B. subtilis, B. sphaericus, S. aureus etc) and gram negative organism (E. coli, K. aerogenes, P. aeruginosa etc). The biological activity is a function of physicochemical properties of the targeted molecule and this assessment is made of the sorts of chemicals that might fit into an active site. 8, 9 To randomly explore the novel compounds 10-14 , our idea was to combine, 2- aminopyridine, isonicotic acid hydrazide, s-triazine nucleus using cyanuric chloride and various amines. Substituted-s-triazines, derivatives remain attractive, with their significant biological activities 15-18 and further incorporation of these derivatives with commercial drug viz. isoniazid, could give access to a wide array of structures, which can be expected to show interesting antibacterial activities, thus, herein, we report the synthesis and antimicrobial activity of a variety of novel s-triazine derivatives. Experimental All the melting points were taken in open capillaries tube and are uncorrected. The purity of compounds was checked routinely by TLC (0.5 mm thickness) using silica gel – G coated Al – plates (Merck) and spots were visualized by exposing the dry plates in iodine vapours. IR spectra (n max in cm -1 ) were recorded on Shimadzu FTIR spectrophotometer using KBr or Nujol technique. 1 H & 13 C NMR spectra on a Bruker’s WM 400 FT MHz NMR instrument using CDCl 3 or DMSO-d 6 as solvent and TMS as internal reference (chemical shifts in δ ppm). The elemental analysis (C, H, N) of compounds was performed on Carlo Erba – 1108 elemental analyzer. N'-(4-(arylamino)-6-(pyridin-2-ylamino)-1,3,5-triazin- 2-yl)benzohydrazide 7a-j. The designed compounds were prepared in one pot by three steps reaction, first step consists of nucleophilic substitution 19 of one chlorine atom of cyanuric chloride, 1 in presence of acetone with 2- aminopyridine, 2 to synthesize compound 3 (0-5 o C, 0.5- 1.0 hour), second step involves further substitution 19 of