Synthesis and in Vitro Antimicrobial Activity of Some Pyrazolyl-1-carboxamide Derivatives

Abstract

A series of 3,5-disubstituted pyrazole-1-carboxamides were obtained by treatment of chalcones with semicarbazide hydrochloride in dioxane containing sodium acetate/acetic acid as a buffer solution. N-acetyl derivatives of pyrazole-1-carboxamides were isolated in good yields either by treatment of the carboxamide derivatives with acetic anhydride or refluxing chalcones with semicarbazide in ethanol containing few drops of acetic acid to give the corresponding hydrazones. Subsequent treatment of hydrazones with acetic anhydride gave the desired N-acetyl pyrazole-1-carboxamides derivatives. When chalcones were refluxed with dioxane containing few drops of acetic acid, 4,5-dihydropyrazole-1-carboxamides were isolated, which were subsequently oxidized using 5% sodium hypochlorite in dioxane to afford pyrazole-1-carboxamides. The structures of isolated compounds were confirmed by elemental analyses and spectral methods. The isolated compounds were tested for their antimicrobial activities.

Crystal structure of (E)-3-(4-tert-butyl)phenyl)-1-(3-chlorophenyl)prop-2-en-1-one, C18H17CIO

“…The title compound α,β-unsaturated was prepared according to the literature method [3][4][5]. 4-Iso-propylbenzaldehyde (1.5 g, 10 mmol), 3′-chloroacetophenone (1.56 g, 10 mmol) were dissolved in minimum amount of alcohol.…”

A Rapid Microwave Induced Synthesis of Isonicotinamide Derivatives and their Antifungal Activity

“…HE chemistry of carboxamide derivatives with various structural moieties have attracted much attention owing to their different biological properties: antimicrobial, [1][2][3][4][5][6] antifungal, [7][8][9][10] anti-inflammatory, [11] analgesic, [12,13] antitumoral, [14][15][16][17][18] antihypertensive, [19,20] anticonvulsant, [21,22] and antiviral [23] in the recent two decades. More than 255 of known drugs have a carboxamide group in its structure.…”

An efficient approach to the synthesis of some novel heterocycles related to indoline moiety using [BMIm]Cl catalysis

“…In particular, they are used as antibacterial, antifungal, antiviral, antiphrastic and insecticidal agents [17][18][19][20][21][22][23]. Upon these salient aspects, incorporation of the two pharmacophoric, pyrazole and oxindole, motiffing into a single molecule via efficient and environmentally benign synthetic methods would be beneficial [24].…”