Collect. Czech. Chem. Commun. 1979, 44, 2550-2555

The synthesis and the pharmacological properties of enantiomeric derivatives of 7-(2,3-dihydroxypropyl)theophylline

Antonín Holýa and Miroslav Vaněčekb

a Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
b Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


7-(S)-(2,3-Dihydroxypropyl)theophylline ((S)-I) and its enantiomer (R)-I were prepared by heating of the sodium salt of theophylline with 1-O-toluenesulfonyl-2,3-O-isopropylidene-D-glycerol or its L-enantiomer and subsequent acid hydrolysis. The two enantiomers I do not differ either by the inhibition of 3',5'-cAMP-phosphodiesterase, vasodilatatory activity on isolated guinea-pig aorta, or the effect on blood circulation of dogs in vivo.