Defosfamide
Defosfamide Basic information
- Product Name:
- Defosfamide
- Synonyms:
-
- Defosfamide
- B 612
- B-612
- Desmofosfamide
- Desmophosphamidum
- Mitarson
- 3-[[bis(2-chloroethyl)amino-(2-chloroethoxy)phosphoryl]amino]propan-1-ol
- Phosphorodiamidic acid, N,N-bis(2-chloroethyl)-N'-(3-hydroxypropyl)-, 2-chloroethyl ester
- CAS:
- 3733-81-1
- MF:
- C9H20Cl3N2O3P
- MW:
- 341.6
- Mol File:
- 3733-81-1.mol
Defosfamide Chemical Properties
- Boiling point:
- 442.8±55.0 °C(Predicted)
- Density
- 1.337±0.06 g/cm3(Predicted)
- pka
- 14.92±0.10(Predicted)
Defosfamide Usage And Synthesis
Originator
Mitarson,Asta-Werke,W. Germany,1961
Manufacturing Process
A solution of 8 g of ethylene chlorohydrin and 10.2 g of triethylamine in 50 cc of absolute dioxane is slowly added dropwise to a solution of 25.9 g of N,Nbis-(β-chloroethyl)-phosphoric acid amide dichloride in 100 cc of absolute dioxane. The mixture is then heated for 2 hours at 60°C. After cooling, a solution of 7.5 g of 1,3-propanolamine and 10.2 g of triethylamine in 50 cc of absolute dioxane is added dropwise while stirring well and at a temperature up to 30°C. The mixture is left to stand for another 12 hours. The liquid is filtered off with suction from the precipitated triethyamine hydrochloride. The filtrate is filtered through carbon and concentrated by evaporation in water-jet vacuum at 40°C. The residue is dissolved in a little alcohol. Copious amounts of ether are added and the solution is left overnight in a refrigerator. It is then again filtered through carbon, the ether is evaporated and the residual volatile fractions are removed under high vacuum at 55°C. The result is a yellowish, fairly viscous oil, which is insoluble in water.
Therapeutic Function
Antineoplastic