82380-78-7Relevant academic research and scientific papers
Synthesis and anticancer activity of 5-(3-indolyl)-1,3,4-thiadiazoles
Kumar, Dalip,Maruthi Kumar,Chang, Kuei-Hua,Shah, Kavita
experimental part, p. 4664 - 4668 (2010/10/03)
A series of 5-(3-indolyl)-2-substituted-1,3,4-thiadiazoles 5a-m were synthesized and their cytotoxicity analyzed against six human cancer cell lines. The reaction of indole-3-carboxylic acid 3 with aryl or heteroaryl hydrazides afforded the N,N′-diacylhydrazines 4, which upon treatment with Lawesson's reagent resulted in the formation of indolyl-1,3,4-thiadiazoles 5a-m in good yields. Indolyl-1,3,4-thiadiazole 5m with 4-benzyloxy-3-methoxyphenyl and 5-bromo indolyl substituents is the most active in suppressing the growth of cancer cells (IC50 1.5 μM, PaCa2). The compounds 5b, 5e and 5h bearing C-2 substituent as benzyl, 3,4-dimethoxyphenyl and 4-benzyloxy-3- methoxyphenyl, respectively, have shown significant cytotoxicity against multiple cancer cell lines. Introduction of 4-dimethylamino (5d and 5k) and 3,4,5-trimethoxy (5l) groups in the C-2 phenyl ring induced selectivity against MCF7 and MDA-MB-231 cancer cell lines (compounds 5d, 5k and 5l).
Synthesis and properties of azoles and their derivatives. 33. Synthesis of 1,3,4-oxadiazoles that contain an indolyl group
Kelarev,Shvekhgeimer
, p. 258 - 261 (2007/10/02)
2,5-Disubstituted oxadiazoles with indole residues were synthesized by condensation of the hydrochlorides of the corresponding imido esters with hydrazines, as well as by cyclization of hydrazides by the action of POCl3. 2-Substituted oxadiazoles of the same series were obtained by condensation of the corresponding hydrazides with ethyl orthoformate.
