P. Feit, N. Rastrup-Andersen
Jun 1, 1973
Citations
0
Influential Citations
21
Citations
Journal
Journal of pharmaceutical sciences
Abstract
Abstract: The hydrolysis of busulfan (1,4-dimethanesulfonyloxybutane) was investigated by means of NMR spectroscopy. The final hydrolysis product was found to be tetrahydrofuran. The rather unstable intermediate, 4-methanesulfonyloxybutanol, was synthesized and proved to undergo cyclization to tetrahydrofuran by intramolecular alkylation. The half-life of this first-order reaction in aqueous solution at 37° was determined to be approximately 12 min. at pH 3 as well as at pH 7.4. From the present data, it is concluded that 4-methanesulfonyloxybutanol is unlikely to be responsible for the biological action of busulfan.