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

Helga Süli-Vargha, Jozsef Bodi, Miomir Mėszåros, Kålmån Medzihradszky

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Abstract

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.

Original languageEnglish
Pages (from-to)1492-1495
Number of pages4
JournalJournal of Medicinal Chemistry
Volume31
Issue number8
DOIs
Publication statusPublished - Jul 1 1988

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ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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