Synthesis, Characterization, and Biological Activities of New 1-[(2, 5-dichloroanilinomalonyl)-3-(N-2’- cyanoethyl)-2-(N-cinnamoyl) 2, 5-dichloroanilino)]-5- phenyl Pyrazoline Derivatives
نویسندگان
چکیده
A new series of 1-[(2, 5-dichloroanilinomalonyl)-3-(N-2’-cyanoethyl)-2-(Ncinnamoyl) 2, 5-dichloroanilino)]-5phenyl pyrazoline have been synthesized in 49 to 66% yield, by the reaction of N-cinnamoyl-N-2’-cyanoethyl-2,5dichloroaniline with 2-[(Ncinnamoyl) 2,5-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, 7d, 7e, 7j, 7n, and 7s) shown significant activity and the compound (7i, 7k, 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, 7k, 7m, and 7r) shown significant activities and compound (7a, 7d, 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 37C and observed, the compound (7a, 7d, 7e, 7j, and 7n) inhibited the growth of Mycobacterium tuberculosis at 100mg/mL concentration other compounds were found to be inactive. 92 Raj Narayan Sharma et al
منابع مشابه
Synthesis, characterization, and biological activities of some new pyrazoline derivatives, derived from ethyl-2-(2, 3-dichloroanilido) acetohydrazide
A series of new 1-[(2, 3-dichloroanilinomalonyl)]-3-(N-2’-cyanoethyl-N-2, 3-dichloroanilino)-5phenyl 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 establi...
متن کاملSynthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives.
Twelve 1-phenyl-, 1-thiocarbamoyl- and 1-N-substituted thiocarbamoyl-3-(2-furyl)-5-phenyl/(2-furyl)-2-pyrazoline derivatives were synthesized. The chemical structures of the compounds were proved by IR, (1)H NMR, Mass spectrometric data and microanalyses. The antidepressant activities of the compounds were investigated by Porsolt's behavioural despair (forced swimming) test on albino mice. 1-N-...
متن کاملSynthesis of some imidazolyl-thioacetyl-pyrazolinone derivatives and their antinociceptive and anticancer activities.
In this study, some 4-(1,5-diarylimidazol-2-yl)thioacetyl-1-phenyl-2,3-dimethyl-3-pyrazoline-5-one derivatives were prepared by reacting 4-(2-chloroacetyl)-1-phenyl-2,3-dimethyl-3-pyrazoline-5-one and 2-mercapto-1, 5-diarylimidazole derivatives. The antinociceptive and anticancer activities of the compounds obtained were investigated. It was observed that some of the compounds, 2a, 2d, 2g, and ...
متن کاملSynthesis, Characterization and Antimicrobial Screening on New 1,5-Disubstituted Pyrazoline Derivatives Bearing P-Methoxy-M-Chloro Phenyl Moiety
A new series of 2-(ortho & para substituted phenoxy)1-(3-(3-chloro-4-methoxyphenyl)-5-(substituted phenyl)-4,5dihydropyrazol-1-yl)ethanone were synthesized. Ortho and para substituted phenol was refluxed with ethylchloroacetate in dry acetone in presence of anhydrous potassium carbonate to yield ethyl (ortho & para substituted phenoxy) acetate (1). The substituted ester on reaction with hydrazi...
متن کاملSynthesis and estimations of antimicrobial properties of novel pyrazoline derivatives
Chalcones are the condensation product of acetophenone in combination with aromatic aldehydes in the presence of strong base. Chalcones and their metal complexes having prominent role in modern coordination chemistry. These compounds possessing novel structural features, interesting spectral and magnetic properties, have been the subject of intensive research due to their importance in medical,...
متن کامل