| Abstract: | Two new products of hydrolysis of cyclophosphamide in water at 100°, N-(2-chloroethyl)-N' -(3-phosphatopropy l)ethylenediamine and N-(2-hydroxyethyl)-N -(3-phosphatopropyl)ethylene-diamine, have been isolated after 30 minutes, and 6 hours of reaction times, respectively. These products have been shown to be intermediates leading to the formation of N-(2-hydroxyethyl)-N'-(3-hydroxypropyl)ethylenediamine, the principal ultimate product of cyclophosphamide hydrolysis. The nature of these new products supports the previously postulated mechanism involving an intramolecular alkylation as the initial step in the hydrolytic process although the pathway appears to be an unlikely model for the metabolic transformations of cyclophosphamide in vivo. |
