Synthesis and Antitumor Activity of Some Novel Pyrazole and Thienopyrimidine Derivatives

The novel thiosemicarbazide derivative was prepared by hydrazinolysis of isothiocyanatosulfonamide with hydrazine hydrate. It was used as a starting material for the synthesis of some novel pyrazolosulphaphenazole, phthalazine, thiourea, and 1,2,4-triazolbenzenesulfonamide derivatives. Isothiocyanat...

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Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2010-01, Vol.185 (1), p.211-221
Main Author: Aly, Hala M.
Format: Article
Language:English
Subjects:
2-thioxothiazolidine
Acetic acid
Antitumor activity
Cancer
Derivatives
dimethyl thiophenecarboxylate
Hydrazine
Internet
isothiocyanate
methylthiophene carboxylate
Phosphorus
pyrazoles
Silicon
Sulfonamides
Sulfur
thienopyrimidine
thiosemicarbazide
thiourea
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Summary:The novel thiosemicarbazide derivative was prepared by hydrazinolysis of isothiocyanatosulfonamide with hydrazine hydrate. It was used as a starting material for the synthesis of some novel pyrazolosulphaphenazole, phthalazine, thiourea, and 1,2,4-triazolbenzenesulfonamide derivatives. Isothiocyanato sulfonamide was cyclized with sulfanyl acetic acid to furnish the novel 2-thioxothiazolidine derivative. Treatment of p-substituted sulfamoylphenyl isothiocyanate derivatives with various O-aminoesters of thiophene derivatives yielded dimethyl thiophene-carboxylate, methylthiophene carboxylate, and thienopyrimidine derivatives. Some of synthesized compounds were evaluated for one cell line. Compounds 3, 9, 15a, 15b, and 18 exhibited remarkable antitumor activity against MCF7 (breast) human cells. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500902758410