Synthesis and bioactivity evaluation of new phenyl N,N′-phenylphosphorodiamidates

GRAPHICAL ABSTRACT

ABSTRACT

A series of new biologically active phenyl N,N^′-phenyl phosphorodiamidates were synthesized by reacting phenyl phenylphosphoramidochoridate with various amines. All the newly synthesized compounds 3a-j were tested for their antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydrogen peroxide (H₂O₂) and nitric oxide (NO) methods. In all the three methods the compounds 3c (phenyl N-(6-methoxy-1,3-benzothiazol-2-yl)-N′-phenyl-phosphorodiamidate) and 3e (phenyl N-(5-ethyl-1,3,4-thiadiazol-2-yl)-N′-phenylphosphorodiamidate) showed good radical scavenging activity.

KEYWORDS:

• Antioxidant activity
• phenyl phenylphosphoramidochloridate
• Benzothiazole amines
• Halogenated anilines

Acknowledgments

The authors express their grateful thanks to SAIF, IIT, Chennai and Hyderabad Central University for providing instrumentation facilities for recording the spectra and elemental analyses.