TROFOSFAMIDE

Synonyms. Trofosfamide; Trophosphamide; Ixoten; Trofosfamid; Ifosfamide mustard; Trofosfamida; Trofosfamidum; Trofosfamido; 2-(Bis(2-chloroethyl)amino)-3-(2-chloroethyl)tetrahydro-2H- 1,3,2- oxazaphosphorine 2-oxide; 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)tetrahydro-2H- 1,3,2- oxazaphosphorin 2-oxide; N,N,3-Tris(2-chloroethyl)tetrahydro-2H-1,3,2- oxazaphosphorin-2-amine 2-oxide; N,N,N'-Tris(2-chloraethyl)-N',O-propylen-phosphorsaureester- diamid; 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)perhydro-2H- 1,3,2-oxazaphosphorine 2-oxide; 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)tetrahydro-2H- 1,3,2-oxazaphosphorin 2-oxide;

TROFOSFAMIDE

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PRODUCT IDENTIFICATION

CAS RN

22089-22-1

EINECS RN

244-770-8

FORMULA

 C9H18Cl3N2O2P

MOLE WEIGHT

223.58

H.S CODE

 2934.99.9000

SMILES

 C1C[N@@](CCCl)[P@@](OC1)(N(CCCl)CCCl)=O

CLASSIFICATION

Alkylating agent, Antineoplastic agent, Immunosuppressive agent, Nitrogen Mustard

EXTRA NOTES

 3-(2-chloroethyl) derivative of cyclophosphamide

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white to off-white crystalline powder

MELTING POINT

50 ~ 52 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

 

SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

 2.27

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pK

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents.

POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 2, Flammability: 0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Trofosfamide

Google Scholar Search - Trofosfamide

Drug Information Portal (U.S. National Library of Medicine) - Trofosfamide

PubChem Compound Summary - Trofosfamide

Drug Bank -  Trofosfamide

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Trofosfamide

http://www.ebi.ac.uk/ - Trofosfamide

http://www.ncbi.nlm.nih.gov/ - Trofosfamide

http://link.springer.com/
Trofosfamide (TRO) belongs to the group of oxazaphosphorines and is a congener of cyclophosphamide (CYC) and ifosfamide (IFO). The precondition for the cytotoxic effect of all oxazaphosphorines is their metabolic activation by “ring” oxidation at the hepatic mixed-function oxidase system. In addition, an inactivating metabolic pathway (“side chain” oxidation) is known for CYC and IFO. The metabolic pattern of the substances gains special interest in the discussion of a growing incidence of side effects. Therefore, the in vitro biotransformation of TRO was studied. Liver microsomes were prepared from different species, including the rat, rabbit, and mouse as well as from one human sample. Microsomal...

 

SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

ASSAY

98.5% min

MELTING POINT

50 ~ 52 C
IMPURITY

1.0% max (total), 0.5% max (individual)

LOSS ON DRYING

1.0% max

HEAVY METALS

20ppm max

OPTICAL ROTATION

-27.5°~ -29.5°(c = 2 in CH3OH)

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

N/A

HAZARD CLASS

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

N/A

 

PACKING

Preserve in light-resistant and well-closed containers