Synthesis and chemical properties of N- and O-phosphorylated derivatives of creatinol.

N-Methyl-N-(beta-hydroxyethyl)-guanidine O-phosphate (creatinol O-phosphate) was synthesized from creatinol by phosphorylation with partially hydrolyzed phosphoryl chloride or by dehydration of its phosphate salt. Creatinol N-phosphate was obtained by addition of N-methylamino ethanol to bis-p-nitrobenzylphosphocyanamide, followed by hydrogenolysis. The chemical properties of both compounds were investigated; creatinol N-phosphate was rearranged to creatinol O-phosphate by heating.