SYNTHETIC UTILITY OF ETHYLIDENETHIOSEMICARBAZIDE: SYNTHESIS AND ANTICANCER ACTIVITY OF 1,3-THIAZINES AND THIAZOLES WITH IMIDAZOLE MOIETY

被引:72
作者
Gomha, Sobhi M. [1 ]
Riyadh, Sayed M. [1 ]
Abbas, Ikhlass M. [1 ]
Bauomi, Mohammed A. [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza 12613, Egypt
关键词
Ethylidenethiosemicarbazide; Hydrazonoyl Halide; 1,3-Thiazine; Thiazole; THIOSEMICARBAZONES CYTOTOXICITY; BUILDING-BLOCKS; DERIVATIVES; HETEROCYCLES; COMPLEXES; PYRAZOLES; PRODUCTS; DIMETHYL; ROUTES;
D O I
10.3987/COM-12-12625
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of ethylidenethiosemicarbazide 3 with DMAD 4 or substituted methylenemalononitriles 8 gave thiazolidin-4-one 6 or 1,3-thiazine derivatives (10, 11), respectively. Also, treatment of 3 with hydrazonoyl halides 12a-i, alpha-haloketones 15a-d, and chloroacetic acid 18 afforded the corresponding arylazothiazoles 14a-i, thiazoles 17a-d, and thiazolin-4-one derivative 20, respectively. The structures of the synthesized products were confirmed by IR, H-1 NMR, C-13 NMR and mass spectral techniques. The anticancer activity of the selected products against the colon carcinoma cell line (HCT-116) was determined and the results revealed promising activity of compound 6.
引用
收藏
页码:341 / 356
页数:16
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