ISSN Print: 2394-7500, ISSN Online: 2394-5869, CODEN: IJARPF
A series of compounds, 3-(5-(2-oxido-2-(4-substitutedphenyl)-ureido-benzo[d][1,3,2]dioxaphosphol)-5-yl-1H-tetrazol-1-yl)thiophene-2-carboxamides (9a-f), were synthesized through the condensation of 3-(5-(3,4-dihydroxyphenyl)-1H-tetrazol-1-yl)thiophene-2-carboxamide (7) with 4-substituted phenyl-carbamido-phosphoric acid dichlorides (8a-f). Similarly, carbamoyl thiophene-1H-tetrazolyl-dioxaphosphol morpholine/piperidine/4-methylpiperazine-carboxamides (9g-i) were obtained by condensing compound (7) with morpholinyl-, piperidinyl-, or N-methylpiperazinyl-carbamido-phosphoric acid dichlorides (8g-i).
Hydrolysis of 3-(5-(3,4-dimethoxyphenyl)-1H-tetrazol-1-yl) thiophene-2-carboxamide (6) produced the key intermediate (7). Compound (6) was synthesized via the reaction of 3-((3, 4-dimethoxybenzylidene) amino) thiophene-2-carboxamide (5) with sodium azide in tetrahydrofuran. Intermediate (5), in turn, was prepared by condensing 3-aminothiophene-2-carboxamide (3) with 3, 4-dimethoxybenzaldehyde (4) in the presence of a few drops of acetic acid. The starting compound (3) was obtained from the condensation of 2-cyanoacetamide (1) and 1,4-dithiane-2,5-diol (2) using trace amounts of triethylamine in ethanol.
The structures of the synthesized compounds (9a-i) were confirmed through IR, ¹H NMR, ¹³C NMR, mass spectrometry, and elemental analysis. The synthesized molecules were further subjected to biological evaluation and molecular docking studies, and the findings are presented in this article.
International Journal of Applied Research
Research Journals