Synthesis, Characterization, and Biological Activities of Some New Pyrazoline Derivatives, Derived from Ethyl-2-(2, 3-Dichloroanilido) Acetohydrazide

Raj Narayan Sharma¹, K. P. Sharma² and S. N. Dixit³

¹Department of Chemistry, NRI College of Engineering and Management, Gwalior - 474 002 (India). ^2,3Department of Chemistry, SMS Government Model Science College, Gwalior - 474 002 (India).

A series of new 1-[(2, 3-dichloroanilinomalonyl)]-3-(N-2’-cyanoethyl-N-2, 3-dichloroanilino)-5- phenyl pyrazoline have been synthesized in 48 to 77% yield, by the reaction of N-cinnamoyl-N-2’-cyanoethyl-2, 3-dichloroaniline with Ethyl-2-(2,3-dichloroanilido) acetohydrazide. Pyrazolines are yellow, cream and brown color solids, having high melting points. Identity of these products has been established by elemental analysis and spectral data. Newly synthesized compounds (6a-t) have been tested for their antibacterial activity against gram positive bacteria S. albus , S. aureus and gram negative bacteria E. coli and Pseudomonas poisonous .The compound (6a, 6b, 6c, 6f, 6g, 6j, 6m, and 6r ) shown significant activity and the compound (6i, 6k, 6l, 6p, 6t, ) have shown moderate activity. The same compounds were tested for their antifungal activity against Candida albicans, Aspergillus Niger and Alternaria alternata at concentration of 30 mg/mL using sabouraud dextrose agar media. The compound (6c, 6j, 6m, and 6r) shown significant activities and compound (6a, 6b, 6f, and 6g) were found to be moderately active against Candida albicans and Aspergillus niger. All the other compounds did not show significant activity against the fungi at the concentration used. Some new compounds have been tested for antitubercular activity in-vitro using Mycobacterium tuberculosis. The compounds were incorporated into Lowenstein Jensen egg medium having concentrations of 10 and 100 mg/mL and were inoculated with Mycobacterium tuberculosis, H27, Rv strains, incubated at 370C and observed, the compound (6a, 6b, 6c, 6f, 6g, 6j, and 6m) inhibited the growth of Mycobacterium tuberculosis at 100mg/mL concentration other compounds were found to be inactive.

5-phenyl Pyrazoline; Synthesis; Characterization and Biological activities