V. Jaishree, N. Ramdas, J. Sachin
2012
Citations
0
Influential Citations
71
Citations
Quality indicators
Journal
Journal of Saudi Chemical Society
Abstract
Abstract A series of novel N2-[2-chloro-4(3,4,5-trimethoxy phenyl azetidin-1-yl]-N4-(substituted aryl)-1,3-thiazole-2,4-diamine ( 4a – g ) were synthesized starting from 3,4,5-trimethoxy benzaldehyde thiosemicarbazone ( 1 ). The compound ( 1 ) was obtained by condensing 3,4,5-trimethoxy benzaldehyde with thiosemicarbazide in methanol. 3,4,5-Trimethoxy benzaldehyde thiosemicarbazone ( 1 ) on treatment with chloracetyl chloride afforded 4-chloro-[2-(3,4,5-trimethoxy benzylidine) hydrazinyl]-1,3-thiazole ( 2 ). Compound ( 2 ) was reacted with chloracetyl chloride and triethylamine to obtain the corresponding 4-chloro-N-[2-chloro-4(3,4,5-trimethoxy phenyl) azetidin-1-yl]-1,3-thiazole-2-amine ( 3 ). Various substitutions on compound 3 with secondary amines yielded series of compounds ( 4a – g ). The newly synthesized compounds were characterized by IR, 1 H NMR, elemental analysis and mass spectral studies. All the compounds were screened for their in vitro antioxidant properties. The IC 50 values of compounds 3 and 4a – g revealed that some of the synthesized compounds were showing potent antioxidant activity.