A series of new 1,ω-bis-(5-alkyl-2-oxide-3-tosyl-1,3,4,2-triazaphospholino)alkanes 2 and 3 were prepared in good yields by the treatment of 1,ω-bis-(1-tosylamidrazone)alkanes 1 with two molar equivalents of phosphoryl trichloride and phenylphosphonic dichloride, respectively. All the newly synthesized compounds were characterized by IR, (1) H NMR, (13) C NMR, (31) P NMR, and elemental analysis. All the new compounds were screened for their inhibitory effect on the key enzymes related to diabetes and obesity, as α-amylase and lipase. The in vitro study revealed that these alkane derivatives exert an inhibitory action against these key enzymes, especially 2b with an IC50 of 16 μg/mL against α-amylase and lipase. Overall, the findings of the current study indicate that 2d exhibits attractive properties and can therefore be considered for future application in the development of antidiabetic and hypolipidemic drugs.
L'action du réactif de Lawesson, du cyanamide et des hydrazides sur les N 1 -tosylhydrazonates conduit respectivement aux thiadiazaphospholines, C-aminotriazoles et des N-aminotriazoles tosylés avec de bons rendements. Les structures des composés obtenus ont été déterminées à partir de leurs données spectroscopiques IR et de RMN du proton et du carbone 13.
A straightforward method has been developed for the synthesis of 1,2,4‐triazol‐3‐one 3 and 1,2,4‐triazoles 6a, 6b, 6c, 6d starting from N1‐substituted‐N1‐tosylhydrazonates 2 and hydrazine monohydrate. This methodology affords a number of 1,2,4‐triazol‐3‐one 3 and 1,2,4‐triazoles 6a, 6b, 6c, 6d in reasonable yields. The structures of all new compounds were elucidated using infrared, 1H and 13C NMR, high‐resolution mass spectrometry, elemental analysis, and the X‐ray crystallography (for compounds 3 and 6a). Some of the newly synthesized compounds were screened for their antibacterial activity.
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