Computer prediction and synthesis of new azoles based on N-benzoyl-N'-(9,10-dioxo-9,10-dihydroanthracen-1-yl)thioureas

Abstract

New thiazole and 1,2,4-triazole derivatives of 9,10-anthraquinone were obtained by the reaction of N-benzoyl-N'-(9,10dioxo-9,10-dihydroanthracene-1-yl)-thioureas with bromoacetone in the presence of triethylamine and hydrazine hydrate in chloroform, respectively. The PASS computer program was used to predict the biological activity spectra and to determine the most promising biological activities for experimental testing. Thus, it has been shown that the synthesized compounds are a promising class for the creation of substances with a wide range of biological activity.

Dyeing of polyester fibers with sulfur- and nitrogen-containing anthraquinone derivatives

“…Continuing our research on the search for new substances with practically valuable properties among the functionalized derivatives of 9,10-anthraquinone [19][20][21][22][23], in this work presented herein we report a series of 9,10-anthraquinone derivatives containing dithiocarbamate, thiourea and triazole fragments applied as dyes for the polyester fibers. The sulfur-and nitrogen-containing derivatives 8-18 were prepared via consecutive refunctionalization of aminoanthraquinones 1-7 using methods published in the previous works [15][16][17][18]. The spectral curves of the dyed and the undyed PES fabric samples were shown in Figure 2.…”

“…Figure 3 Since % on mass of fiber of each dye is the same in this study, the difference of K/S values among fabrics dyed with dyes (8-18) can be explained by structures of dye, effect of the substituent and the auxochrome groups. The K/S values of the synthesized dyes (8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18) were found in the range of 0.949-10.158. (Figure 3 and Table 4) The K/S values of dyes 8, 11, 12 and 13 were in the range of 1.463-4.688.…”

“…Dye series of 1,8dihydroxy-4,5-dinitroanthracene-9,10-dione and 1,4-dihydroxyanthracene-9,10-dione analogs were synthesized using supercritical carbon dioxide dying conditions [14] In this study, the dyeing properties of a series of derivatives of 9,10-anthraquinone containing dithiocarbamate, thiourea and triazole fragments 8-18, which were prepared via effective consecutive refunctionalization of 1(2)-aminoanthraquinones 1-7, have been investigated for their potential as novel dyes for polyester fiber (Figure 1). The synthesis and the spectral properties of these compounds were reported in our previous studies [15][16][17][18].…”

Novel anthraquinone-based derivatives as potent inhibitors for receptor tyrosine kinases

“…We have obtained a new compounds based on aminoderivatives of 9,10-anthraquinone ( fig. 1 ) in particular N-benzoyl-N’-(9,10-dioxo-9,10-dihydro-1-anthracenyl)thioureas (1)[ 12 ], 2-[(N-benzoylimino)-9,10-dioxo-9,10-dihydroanthracen-1-yl]thiazoles (2)[ 13 ], 1-((5-phenyl-4 H -1,2,4-triazol-3-yl)amino)anthracen-9,10-diones (3)[ 14 ], amino acid derivatives of 2-chloro-N-(9,10-dioxide-9,10-dihydroanthracen-1-yl)acetamide (4)[ 15 ] and studied their effect on the activity of membrane-associated tyrosine kinases.…”