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Synthesis, Characterization and Biological Activities of New 1-[(2, 3-Dichloroanilinomalonyl)-3-(N-2'-cyanoethyl)-2-(N-benzoyl) 2, 3-dichloroanilino)]-5-phenyl Pyrazoline Derivatives

Raj Narayan Sharma, K. P. Sharma and S. N. Dixit

A series of new 1-[(2, 3-dichloroanilinomalonyl)-3-(N-2’-cyanoethyl)-2-(N-benzoyl) 2, 3- dichloroanilino)]-5- phenyl pyrazoline have been synthesized in 42 to 68 % yield, by the reaction of Ncinnamoyl- N-2’-cyanoethyl-2,3-dichloroaniline with ethyl-2-[(N-benzoyl) 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 (7a-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 (7a, 7b, 7c, 7f, 7g, 7j, 7m and 7r) show significant activity and the compound (7i, 7k, 7l, 7p and 7t) 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 (7c, 7j, 7m and 7r) show significant activities and compound (7a, 7b, 7f and 7g) 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 (7a, 7b, 7c, 7f, 7g, 7j and 7m) inhibited the growth of Mycobacterium tuberculosis at 100mg/mL concentration while other compounds were found to be inactive.