The Synthesis and Antimicrobial Screening of Some Novel AZA-Imidoxy Compounds as Potential Chemotherapeutic Agents

Some novel azaimidoxy compounds viz. 2-{[(4-chlorophenyl)diazenyl]oxy}-1H-isoindole-1,3-(2H)-dione (Va), and 1-{[1-naphthyldiazenyl]oxy}pyrrolidine-2,5-dione (IVc), etc. have been synthesized by a simple diazotization reaction followed by a coupling with 2-hydroxy-1H-isoindole-1,3(2H)-dione (III)/1-hydroxypyrrolidine-2,5-dione (II) of corresponding aromatic primary amine derivatives at a suitable pH. A similar reaction with a [1,3]thiazolo[4,5-b]pyridin-2-amine (VIII) lead us to some interesting results variable with a pH. The structure of all synthesized compounds has been established by IR, ¹H NMR, and mass studies. These compounds have been screened for antimicrobial activities in order to evaluate the possibility of the derivatives to be used as potential chemotherapeutic agents.

Keywords:

• Antimicrobial activities
• azaimidoxy
• coupling
• diazotization
• pH
• spectral studies

The authors are thankful to Head, Department of Chemistry, M. L. Sukahdia University, Udaipur, India, for providing the necessary laboratory facilities and the Microbial Laboratory, Department of Botany, M. L. Sukahdia University, Udaipur, India, for the antimicrobial evaluation; and Director, CDRI, Lucknow, for spectral measurements and elemental analysis. Dr. Nagda is thankful to CSIR, New Delhi, for necessary financial assistance.

Notes

^#(Activity index)-Inhibition zone of the sample/Inhibition zone of the standard.