M. A. Kaldrikyan

Synthesis and antitumor activity of 5-methylbenzofuryl-substituted 1,2,4-triazoles and triazoline-5-thiones

3-(5-Methylbenzofuryl)-4-phenyl(benzyl, allyl)-5-mercapto-1,2,4-triazoles were synthesized by cyclization of the corresponding substituted thiosemicarbazides. S-alkylation, N-aminomethylation, and N-hydroxymethylation of the 5-mercaptotriazoles by ethylene chlorohydrin, chloroacetamide, and chloroacetic acid produced N-aminomethylene- and N-hydroxymethylenetriazoline-5-thiones. The antitumor activity of the synthesized compounds was studied.

Alkylation and aminomethylation of new 4,5-Substituted 4H-1,2,4-Triazole-3-thiols

We previously synthesized 5-[alkoxyphenyl(alkoxyphenethyl, benzofuryl)]-4-phenyl(allyl)-4H-1,2,4triazole-3-thiols some of which (specifically Nand S-substituted derivatives) were found to exhibit antitumor activity [1]. While continuing studies in this line, we tried to find new efficient compounds among substituted 1,2,4-triazole-3-thiols and reveal a possible relation between their chemical structure and antitumor activity. For this purpose, we have synthesized new 1,2,4-triazole-3-thiol derivatives containing a cyclohexyl substituent on C. 1,4-Substituted thiosemicarbazides IIa–IIf were synthesized by heating the corresponding 4-alkoxybenzohydrazides with cyclohexyl isothiocyanate. The cyclization of thiosemicarbazides IIa–IIf in 4.5% aqueous potassium hydroxide gave 5-alkoxyphenyl-4cyclohexyl-4H-1,2,4-triazole-3-thiols IIIa–IIIf which were subjected to S-alkylation with α-halo carboxylic

Synthesis and antitumor activity of 2-N- and 3-S-substituted 5-[2-(4-)benzyloxyphenyl]-1,2,4-triazoles and acylhydrazides

3-Thio-4-phenyl-5-[2-(4-)benzyloxyphenyl]-1,2,4-triazoles were prepared by cyclization of the corresponding thiosemicarbazides in alkaline medium. The 2-N-substituted derivatives of the aforementioned triazoles were obtained via aminomethylation, cyanethylation, and alkylation of α-epoxides. 3-S-Substituted 1,2,4-triazoles were synthesized by alkylation with various aliphatic and aromatic halides. Acylhydrazides were prepared via reaction of 2-(4-)benzyloxybenzoic acid hydrazides with dicarboxylic acid anhydrides. The antitumor activity of the synthesized compounds was studied.

Synthesis of pyrimidylhydrazones and substituted pyrimidyl-aryl- and –yclohexylthiosemicarbazides and study of their influence on DNA methylation

Reactions of 4,6-dihydrazino-5-nitro- and 2-methylthio-4-hydrazino-6-chloro-5-(p-alkoxybenzyl)pyrimidines with carbonyl compounds and aryl- and cyclohexylisothiocyanates were studied. The influence of the products on DNA methylation and their in vitro antitumor properties were studied.

Synthesis and hypoglycemic activity of benzenesulfonylurea and toluenesulfonamidopyrimidine derivatives

The compounds N-(4-propoxybenzenesulfonyl)-N′-(4-methoxybenzyl)urea and 2-p-toluenesulfonamido-4,6-dihydroxy-5-(3-carbomethoxy-4-propoxybenzyl)pyrimidine have been synthesized. It is established that these compounds possess pronounced hypoglycemic activity.

Synthesis and antitumor activity of new 5-(4-alkoxybenzyl)pyrimidines

Reactions of 2-methylthio-4,6-dichloro-5-(4-alkoxybenzyl)pyrimidines with aliphatic and aromatic primary and secondary amines and sodium methoxide were used to synthesize the corresponding 4-amino-and 4-methoxy-6-chloropyrimidines. The antitumor properties of the synthesized compounds have been studied.

Synthesis of new 2-sulfanyl- and 2-aminopyrimidines

Alkylation of 4,5,6-substituted 2-sulfanylpyrimidines with alkyl and benzyl iodides and chlorides gave the corresponding 2-alkylsulfanyl and 2-benzylsulfanyl derivatives. 2-Methylsulfanylpyrimidines reacted with morpholine, benzylamine, and 4-methoxyaniline in butanol to produce 2-amino derivatives.

Arylsulfonic acid derivatives. IX. Synthesis of 4-sulfamido-5-(p-alkoxybenzyl)pyrimidines

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