Decomposition of N-(2-chloroethyl)-N-nitrosocarbamoyl amino acid amides

Article abstract of DOI:10.1021/jm00403a003

The chemical decomposition of N-(2-chloroethyl)-N-nitrosocarbamoyl (Q(NO)) prolinamide and valinamide were studied under physiological conditions. The volatile products were identified with GC. Q(NO)-Pro-NH₂ gave twice the amount of ethylene glycol and only one-fifth of the 2-chloroethanol produced by Q(NO)-Val-NH₂ or BCNU, pointing to different pathways of their decomposition. The carbamoylating activity was also investigated in the presence of cyclohexylamine, and it was found to lead mainly to intramolecular carbamoylation with the formation of hydantoin derivatives.