ISSN 2326-7267
International Journal of Pharmacy and Pharmacology Vol. 1 (1) pp. 008-011, October, 2012. © International Scholars Journals
Full Length Research Paper
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
Igor V. Ukrainets1,*, Olga V. Gorokhova1, Nidal Amin Jaradat2, Ludmila V. Sidorenko1
1Department of Pharmaceutical Chemistry, National University of Pharmacy, Kharkiv 61002, Ukraine.
2Department of Pharmacy, An-Najah National University, Nablus, Palestine.
*Corresponding author. E-mail: [email protected]
Received 03 August, 2012; Accepted 14 October, 2012
Abstract
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.
Key words: amidation, 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxamides, opioid receptors antagonists, "chiral switch"