Synthesis of 1-aldofosfamide-perhydrothiazines.
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.
Zimmermann
J
J
Johann Wolfgang Goethe-Universität, Universitätsklinikum, Frankfurt/Main, Germany.
Bauer
H H
HH
Hohorst
H J
HJ
Voelcker
G
G
D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D010752:Phosphoramide Mustards / Q000138:chemical synthesis*; D011355:Prodrugs / Q000138:chemical synthesis*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013843:Thiazines / Q000138:chemical synthesis*
D000970:Antineoplastic Agents; D010752:Phosphoramide Mustards; D011355:Prodrugs; D013843:Thiazines