3319-27-5Relevant academic research and scientific papers
Solid phase synthesis of benzimidazole ketones and benzimidazole chalcones under solvent-free conditions
Dubey,Kumar, C. Ravi,Babu, Balaji
, p. 3128 - 3130 (2007/10/03)
Oxidation of 1-alkyl/aralkyl-2-(α-hydroxyalkyl/aryl)benzimidazoles 1 with KMnO4 on neutral alumina under solid phase conditions gives the corresponding ketones, 1-alkyl/aralkyl-2-acyl-benzimidazoles 2. Compound 2a (R2 = CH3) on condensation with aromatic aldehydes in the presence of solid NaOH under solvent-free conditions, yields the corresponding chalcones, 1-alkyl/aralkyl-2-benzimidazole aryl vinyl ketone 3.
Investigation of alkylating, antineoplastic and anti-HIV potentials of the chalcones: 2-(3-arylpropenoyl)benzimidazole and their corresponding N1-methyl derivatives
Aboul-Fadl,El-Shorbagi,Hozien,Sarhan
, p. 228 - 234 (2007/10/03)
A series of 2-(3-Arylpropenoyl)benzimidazole, 3a-d, and their corresponding N1-methyl analogues, 3e-h, were synthesized from p-substituted benzaldehyde and 2-acetylbenzimidazole or 2-acetyl-1-methylbenzimidazole, respectively. The in vitro alkylating activities of these α-β-unsaturated ketones were investigated using L-cysteine as a model of cellular thioles at pH 7.4 and 37°C. No significant difference between the alkylating activities of 3a-d and 3e-h as expressed from the pseudo first-order rate constants of the reactions of these derivatives with L-cysteine monitored by HPLC. However, significant variations in the rates of alkylation among these derivatives relative to the p-substituted group on the aryl moiety were observed, which is attributable to the electronic parameters of the substituted groups. The in vitro cytotoxic activity provided that the p-nitro derivative; 3d has some selectivity for cell lines of leukemia, renal cancer and breast cancer. The compounds were completely inactive as anti-HIV agents. Molecular modeling for all derivatives was undertaken.
