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| | ZENIPLATIN Basic information |
| Product Name: | ZENIPLATIN | | Synonyms: | (sp-4-2)-[2，2-Bis(aminc~nethyl)-1，3-propanediol-N，N，][1，1-cyclobutanedicarboxylato(2-)-O，O’]platinum;ZENIPLATIN;ZENIPLATIN USP/EP/BP;Zeniplatinum | | CAS: | 111490-36-9 | | MF: | C11H20N2O6Pt | | MW: | 471.36 | | EINECS: | | | Product Categories: | | | Mol File: | 111490-36-9.mol |  |
| | ZENIPLATIN Chemical Properties |
| | ZENIPLATIN Usage And Synthesis |
| Originator | Zeniplatin,American Cyanamid
(AHP) | | Uses | Antineoplastic. | | Manufacturing Process | The compound of 2,2-dibromomethyl-1,3-propanediol was prepared by the
method M. Saivier (et al.), Can. J. Chem; 44, 1599 (1966).
A mixture of 13.1 g of 2,2-dibromomethyl-1,3-propanediol, 6.5 g of sodium
azide and 750 ml of dimethylformamide was stirred and heated at 110°-
120°C for 20 h, then clarified and the filtrate evaporated. The residue was
extracted three times with dichloromethane. The extracts were combined and
evaporated, giving 13.65 g of 2,2-bis(azidomethyl)-1,3-propanediol,
compound with dimethylformamide.
A 13.0 g portion of the 2,2-bis(azidomethyl)-1,3-propanediol was reduced
with 0.1 g of platinum dioxide in ethanol, using 50 lb of hydrogen pressure for
20 h. The mixture was then filtered and the filtrate concentrated to dryness,
giving 9.34 g of 2,2-bis(aminomethyl)-1,3-propanediol as a pale yellow oil.
A mixture of 1.34 g of 2,2-bis(aminomethyl)-1,3-propanediol, 4.15 g of
potassium dichloroplatinate and 22 ml of water was stirred for 2 h, then
cooled, the solid collected and washed three times with cold water. This solid
was recrystallized from 60 ml of hot water, giving 890.0 mg of the desired
[2,2-bis(aminomethyl)-1,3-propanediol-N,N']dichloroplatinum as beige
crystals, melting point 223°-225°C (dec.).
A mixture of 0.8 g of [2,2-bis(aminomethyl)-1,3-propanediol-
N,N']dichloroplatinum and 0.78 g of the disilver salt of 1,1-cyclobutane
dicarboxylic acid in 50 ml of water was stirred in the dark overnight and then
filtered. The filtrate was evaporated to dryness, giving 0.72 g of the desired
[2,2-bis(aminomethyl)-1,3-propanediol-N,N'][[1,1'-
cyclobutanedicarboxylato](2-)-O1,O1]platinum as a beige powder, melting
point 202°-205°C (dec.). | | Therapeutic Function | Antineoplastic |
| | ZENIPLATIN Preparation Products And Raw materials |
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