Synthesis, anti-bacterial, anti-asthmatic and anti-diabetic activities of novel N-substituted 2-(4-styrylphenyl)-1H-benzimidazole and N- substituted-3[4-(1H-benzimidazole-2-yl)-phenyl]-acrylic acid tert-butyl ester

Abstract

Synthesis of a series of novel substituted benzimidazole derivatives by the condensation of ophenylenediamine (OPDA, 1) with 4-bromobenzoic acid (2) and subsequent reactions of the benzimidazole with different electrophilic reagents is reported. The latter compounds were reacted with styrene and tert-butyl acrylate following Heck Coupling. All the compounds synthesized were screened for their potential anti-bacterial, anti-asthmatic and anti-diabetic properties, which exibibited some promising results towards testing organism in vivo.

Design, Synthesis and <i>in Vitro</i> Antibacterial Activity of 2-thiomethyl-benzimidazole Derivatives

“…or 1 H (400 MHz), 13 C (101 MHz) or 1 H (600 MHz), 13 C (400 MHz), respectively, in CDCl 3 , DMSO-d6 and Acetone-d6 solutions. For 1 H NMR assignments, the chemical shifts are reported in ppm on the δ scale.…”

“…Products characterizations 2-((methylthio)methyl)-1H-benzimidazole 5a Yellow crystals, yield = 96%, m.p = 148˚C -150˚C. 1 H NMR (600 MHz, Acetone-d 6 ) δ 7.55 (dd, J = 6.0, 3.2 Hz, 2H, H-Ar), 7.18 (dd, J = 6.0, 3.…”

“…The benzimidazole scaffold is a significant pharmacophore with great interest due to its broad spectrum of biological activities [1] [2]. Its presence in a vast list of drugs such as etomidate, cimetidine, omeprazole, lansoprazole, azomycin, DOI: 10.4236/abc.2021.…”

Synthesis, Anti Bacterial, and Anti Fungal Activities of Some Novel N Substituted 2-(4-Styrylphenyl)-1h-Benzimidazoles

“…The alkylation of 3 with various electrophilic reagents yielded the Nalkylated/acylated derivatives (Step-2). Having obtained Compound 4a-4g, we have carried out reaction with styrene in presence triethylamine, tri-o-tolylphosphine, and palladium acetate as catalyst and DMF as a solvent under Heck coupling conditions 18 to obtain 5a-5g (Step 3).…”

Proton-Transfer-Based Azides with Fluorescence Off–On Response for Detection of Hydrogen Sulfide: An Experimental, Theoretical, and Bioimaging Study

“…The benzazole precursors 4 , 5 , 9 , and 10 were obtained by a condensation reaction between the ortho-substituted anilines 1 and 2 and the 5- or 4- aminosalicylic acids ( 3 and 8 ), respectively, in polyphosphoric acid (PPA) at 170 °C for 5 h (Scheme S1). , The progress of the chemical reaction was monitored by TLC. The solution was neutralized with NaHCO 3 (10%), and the precipitate was filtered and dried at 60 °C.…”