Synthesis of 1-aldofosfamide-perhydrothiazines

Arzneimittelforschung. 2000 Sep;50(9):843-7. doi: 10.1055/s-0031-1300299.

Abstract

Aldofosfamide-perhydrothiazine derivatives are a new class of prodrugs which spontaneously, with half-life times of 2 to > 12 h hydrolyse to the corresponding aldophosphamide in aquous solution. Synthesis of 1-aldofosfamide-perhydrothiazine (N,N'-(2-chloroethyl)-phosphorodiamide-2-(2'-[4'-carboxy-1',3'- perhydrothiazinyl])-ethylester) and a derivative, in which one 2-chlorethyl group of the alkylating function is substituted by a mesyl-ethyl-group (N-(2-Chloroethyl)-N'-(methanesulphonylethyl)- phosphorodiamide-2-(2'-[4'-carboxy-1',3'-perhydro-thiazinyl] )-ethylester), is described.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Magnetic Resonance Spectroscopy
  • Phosphoramide Mustards / chemical synthesis*
  • Prodrugs / chemical synthesis*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Thiazines / chemical synthesis*

Substances

  • Antineoplastic Agents
  • Phosphoramide Mustards
  • Prodrugs
  • Thiazines