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Synthesis and X-ray diffraction study of 5-(8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3-dimethylbarbituric acid
Authors:Krasnov  K A  Kartsev  V G  Khrustalev  V N
Institution:(1) I. I. Mechnikov St.-Petersburg State Medical Academy, 47 Piskarevsky prosp., 195067 St.-Petersburg, Russian Federation;(2) INTERBIOSCREEN Joint-Stock Company, 7a Institutskii prosp., 143432 Chernogolovka, Moscow Region, Russian Federation;(3) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation
Abstract:The reaction of cotarnine with 1,3-dimethylbarbituric acid afforded 5-(8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-1,3-dimethylbarbituric acid. Its crystal structure was established by X-ray diffraction analysis and the structure in solution was studied by 1H NMR spectroscopy. This compound has a zwitterionic structure. In the crystal, the molecules are linked in dimers by intermolecular hydrogen bonds, and in solutions, the dimers occur in equilibrium with the monomers.
Keywords:cotarnine  1  3-dimethylbarbituric acid  5-(8-methoxy-2-methyl-6  7-methylenedioxy-1  2  3  4-tetrahydroisoquinolin-1-yl)-1  3-dimethylbarbituric acid  X-ray diffraction analysis  NMR spectroscopy
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