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Design, selective alkylation and X-ray crystal structure determination of dihydro-indolyl-1,2,4-triazole-3-thione and its 3-benzylsulfanyl analogue as potent anticancer agents

Boraei, Ahmed T.A., Gomaa, Mohamed S., El Ashry, El Sayed H. and Duerkop, Axel (2017) Design, selective alkylation and X-ray crystal structure determination of dihydro-indolyl-1,2,4-triazole-3-thione and its 3-benzylsulfanyl analogue as potent anticancer agents. European Journal of Medicinal Chemistry 125, pp. 360-371.

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Other URL: http://doi.org/10.1016/j.ejmech.2016.09.046


Abstract

Three sets of substituted indolyl-triazoles were synthesized by the alkylation of 1,2-dihydro-5-(1H-indol-2-yl)-1,2,4-triazole-3-thione with different alkyl halides. The use of pyridine restricted the alkylation to sulfur. Whereas, upon using K2CO3, the alkylation exceeded sulfur to one of the remaining triazole nitrogens. The assignment of which nitrogen is alkylated besides sulfur is made for ...

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Item type:Article
Date:2017
Institutions:Chemistry and Pharmacy > Institut für Analytische Chemie, Chemo- und Biosensorik
Identification Number:
ValueType
10.1016/j.ejmech.2016.09.046DOI
Keywords:BREAST-CANCER CELLS; DRUG LEADS; INDOLE; REGIOSELECTIVITY; BENGACARBOLINE; CYTOTOXICITY; Anticancer activity; HEPG-2; MCF-7; 1,2,4-Triazolethiones; Selectivity; Alkylation
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Item ID:38819
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