in Wiley Online Library (wileyonlinelibrary.com).Reduction of nimesulide followed by treating the N-acyl derivative of resulting arylamine with Vilsmeier-Haack reagent provided novel 2-chloro-3-formylquinoline derivatives. The construction of quinoline ring using Vilsmeier-Haack reagent afforded an unexpected compound, N-(2-chloro-3-formyl-7phenoxy quinolin-6-yl)formamide, in addition to the expected product. The structure of this unexpected quinoline derivative was established via single-crystal X-ray analysis and its formation could be explained by an unprecedented N-S bond cleavage under Vilsmeier-Haack reaction conditions. The 2chloro-3-formylquinoline derivatives obtained were converted to a number of corresponding Schiff bases with potential pharmacological importance.
in Wiley Online Library (wileyonlinelibrary.com).Functionalization of quinoline aldehydes, derived from nimesulide framework was carried out using Morita-Baylis-Hillman (MBH) chemistry. A number of novel quinoline-based diverse MBH adducts was prepared via the reaction of derivatives of 2-chloroquinoline-3-carbaldehyde and various activated alkenes in good yields. Many of these compounds were found to be potent when tested against human prostate cancer (Pc-3) cell line in vitro. Among all the compounds tested N-(2-chloro-3-(2-cyano-1hydroxyallyl)-7-phenoxyquinolin-6-yl)formamide (IC 50 ¼ 1.2 lg mL À1 ) was identified as the most potent compound in this series.
The title compound, 2-(6-methoxynaphthalen-2-yl)propionic acid (1,3-dimethylbutylidene)hydrazide was synthesized in high yield by the reaction of 2-(6-methoxynaphthalen-2-yl)propionic acid hydrazide and 4-methylpentan-2-one in PEG 400. This compound was fully characterized by IR, 1 H NMR, mass spectra and elemental analysis. The in vitro antibacterial activity of this compound was evaluated against gram positive and gram negative bacteria.
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