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Details

Stereochemistry RACEMIC
Molecular Formula C9H18Cl3N2O2P
Molecular Weight 323.584
Optical Activity ( + / - )
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROFOSFAMIDE

SMILES

ClCCN(CCCl)P1(=O)OCCCN1CCCl

InChI

InChIKey=UMKFEPPTGMDVMI-UHFFFAOYSA-N
InChI=1S/C9H18Cl3N2O2P/c10-2-6-13-5-1-9-16-17(13,15)14(7-3-11)8-4-12/h1-9H2

HIDE SMILES / InChI

Molecular Formula C9H18Cl3N2O2P
Molecular Weight 323.584
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Trofosfamide is an orally bioavailable antineoplastic agent. Upon administration, it is predominantly metabolized to the cyclophosphamide analog ifosfamide, which is then metabolized by liver cytochrome P450s to the active isophosphoramide mustard (IPM). IPM alkylates DNA to form DNA-DNA cross-links, which may result in inhibition of DNA, RNA and protein synthesis, and tumor cell apoptosis. Trofosfamide is marketed in Germany by Baxter under tradename Ixoten. It is indicated for the treatment of non-Hodgkin's lymphoma after failure of the standard therapy. The drug was investigated in the clinical trials against soft tissue sarcoma and melanoma.

Approval Year

PubMed

Patents

Substance Class Chemical
Record UNII
H64JRU6GJ0
Record Status Validated (UNII)
Record Version