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Synthesis and anticancer evaluation of novel acenaphtho [1,2-e]-1,2,4- triazine derivatives

Journal: Iranian Chemical Communication (Vol.8, No. 1)

Publication Date:

Authors : ; ; ; ;

Page : 521-528

Keywords : Synthesis; triazines; benzyl thio; imino hydrazine; aldehydes; anticancer;

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Abstract

In this paper we present the convenient syntheses of seven new phenyl hydrazin derivatives 8 (a-h). For this purpose, acenaphtho [1,2-e]-1,2,4-triazine-9(8H)-thione (3) was prepared, starting from acenaphthylene-1, 2-dione (1) and thiosemicabazide in good yield. The reaction of (3) with benzyl chloride resulted to synthesis of 9-(benzylthio)-acenaphtho[1,2-e]-1,2,4-triazines (5) that reacted with hydrazine to synthesis of 9-(hydrazino)-acenaphtho [1, 2-e]-1, 2, 4-triazines (6). This compound reacted with different aromatic aldehyde derivatives (7 a-h) that resulted to synthesis of final product, 9-(phenyl imino hydrazine)-acenaphtho [1, 2-e]-1, 2, 4-triazine derivatives (8 a-h) in good yield. The cytotoxicity of the synthesized compounds were also studied against human cancer cell lines including breast (MCF-7), ovarian (SKOV3) and lung (A549) cell lines.

Last modified: 2019-06-26 14:32:32