Synthesis and biological properties of Enantiomers of 1-Allyl-4-Hydroxy-6,7-Dimethoxy-2-Oxo-1,2-Dihydroquinoline-3-Carboxylic Acid (1-Ethylpyrrolidin-2-Ylmethyl)-Amide Hydrochloride
Being guided by the methodological principles of "chiral switches", the synthesis of S- and R-enantiomers of 1-allyl-4-hydroxy-6,7-dimethoxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acid (1-ethylpyrrolidin-2-ylmethyl)-amide hydrochloride has been carried out. According to the results of the biological research, it has been found that the ability of the optical isomers obtained to block opioid receptors remains at the racemate level. It is important for future research conclusion – the asymmetrical carbon atom in these compounds is not the site of binding with the target receptor.
Journal
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International Journal of Pharmacy and Pharmacology Vol. 1 (1) pp. 008-011, October, 2012