Synthesis and Structural Characterization of Aminoalkanol Derivatives of 2,3-Dihydro-2,2-dimethyl-7-benzofuranol with an Expected β-Adrenolytic and / or Anxiolytic Activity
Abstract
A series of fifteen new N-substituted derivatives of 2,3-dihydro-2,2-dimethyl-7-benzofuranol have been prepared and studied by IR and 1H NMR spectroscopy. In addition the crystal structures of 7-[3-[4-(4-fluorophenyl)-1-piperazinyl]propoxy]-2,3-dihydro-2,2-dimethylbenzofuran (16), 7-[3-(4-phenyl-1-piperazinyl)propoxy]-2,3-dihydro-2,2-dimethylbenzofuran (18) and 7-[3-(4-benzyl-1-piperazinyl)propoxy]-2,3-dihydro-2,2-dimethylbenzofuran (20) have been solved by X-ray structure analysis of single crystals. The crystals of two of them (16 and 18) are isostructural and there are only small differences between their molecular geometries. Greater differences are observed in the crystal structure of the compound 20 due to the presence of a benzyl fragment instead of a phenyl one. The compound 10 (7-(3-t-butylamino-2-hydroxypropoxy)- 2,3-dihydro-2,2-dimethylbenzofuran hydrochloride), screened for basic parameters of rats circulatory system, displayed an effect of decreasing of arterial blood pressure and heart rate
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