Several 4-cyano-1,5-diphenylpyrazoles attached to different heterocyclic ring systems at position 3 were synthesized starting from ethyl 4-cyano-1,5-diphenyl-1H-pyrazole-3-carboxylate 1. The newly synthesized compounds were tested in vivo for their anti-estrogenic effects and evaluated in vitro for their cytotoxic properties against estrogen-dependent tumors. 3-(5-Mercapto-1,3,4-oxadiazole-2-yl)-1,5-diphenyl-1H-pyrazole-4-carbonitrile 13 revealed the highest cytotoxic activity with a GI(50) value equal to 40 nM against the IGROVI ovarian tumor cell line. It also showed an anti-estrogen activity 1.6 more effective than the reference drug, in addition to a high tolerable dose. 3-(5-(Methylthio)-4-phenyl-4H-1,2,4-triazol-3-yl)-1,5-diphenyl-1H-pyrazole-4-carbonitrile 7 was found to have the highest anti-estrogenic activity, while 1,5-diphenyl-3-[5-(phenylamino)-1,3,4-thiadiazol-2-yl]-1H-pyrazole-4-carbonitrile 11 showed the lowest activity. The oral LD(50) values revealed that most of the tested compounds are relatively nontoxic.
Complexes of VO 2+ , Co 2+ , Ni 2+ , Cu 2+ , and Zn 2+ ethyl-6-ethyl-2-((2hydroxybenzylidene)amino)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate were synthesized and characterized via different spectroscopic techniques.The whole results declared that the complexes assembled in 1:1 mole ratio furthermore, the spectroscopic data analysis proved the present ligand adhered to the different metal ions in neutral or monobasic tridentate ligand via azomethine nitrogen, carbonyl oxygen atoms and protonated/deprotonated phenolic hydroxyl group. The UV-Vis. and ESR spectroscopic data analysis proposed a distorted octahedral or octahedral structure for all complexes. The ESR spectra for Cu 2+ complexes (5-6) revealed an axial symmetry with g‖ > g ┴ > g e , denoting to distorted octahedral Cu 2+ complex and the free electrons in the M shell exist in a d (x2-y2) orbital with a remarkable covalent bond aspect. The synthesized complexes showed moderate to superb fungicide activity. All complexes are more active than both standard drug and ligand against C. albicans where complexes (5-7) are more active against A. flavus and compounds (1), (4-5), (7) against S. cerevisiae whereas only complex (6) is more active against A niger.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.