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Details

Stereochemistry RACEMIC
Molecular Formula C9H19Cl2N2O5PS2
Molecular Weight 401.267
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MAFOSFAMIDE

SMILES

OS(=O)(=O)CCS[C@H]1CCO[P@@](=O)(N1)N(CCCl)CCCl

InChI

InChIKey=PBUUPFTVAPUWDE-UGZDLDLSSA-N
InChI=1S/C9H19Cl2N2O5PS2/c10-2-4-13(5-3-11)19(14)12-9(1-6-18-19)20-7-8-21(15,16)17/h9H,1-8H2,(H,12,14)(H,15,16,17)/t9-,19-/m0/s1

HIDE SMILES / InChI
Mafosfamide is a synthetic oxazaphosphorine derivative with antineoplastic properties. Mafosfamide alkylates DNA, forming DNA cross-links and inhibiting DNA synthesis. The effects of mafosfamide on various types of cancer cells were determined during preclinical investigations and clinical trials. Its development has been discontinued.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2311221
PubMed

PubMed

TitleDatePubMed
De novo expression of transfected human class 1 aldehyde dehydrogenase (ALDH) causes resistance to oxazaphosphorine anti-cancer alkylating agents in hamster V79 cell lines. Elevated class 1 ALDH activity is closely correlated with reduction in DNA interstrand cross-linking and lethality.
1996 May 17
Cyclophosphamide induces caspase 9-dependent apoptosis in 9L tumor cells.
2001 Dec
Patents
Name Type Language
MAFOSFAMIDE
INN   MART.   WHO-DD  
INN  
Official Name English
MAFOSFAMIDE [MART.]
Common Name English
(±)-2-((2-(BIS(2-CHLOROETHYL)AMINO)TETRAHYDRO-2H-1,3,2-OXAZAPHOSPHORIN-4-YL)THIO)ETHANESULFONIC ACID P-CIS-OXIDE
Common Name English
mafosfamide [INN]
Common Name English
Mafosfamide [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C697
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
FDA ORPHAN DRUG 162202
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
Code System Code Type Description
PUBCHEM
76968809
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
NCI_THESAURUS
C1150
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
SMS_ID
100000081738
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
INN
5518
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL59990
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
WIKIPEDIA
MAFOSFAMIDE
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
DRUG BANK
DB12083
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
EPA CompTox
DTXSID90905075
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
EVMPD
SUB08635MIG
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
CAS
88859-04-5
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
FDA UNII
5970HH9923
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY
MESH
C048341
Created by admin on Fri Dec 15 15:31:34 GMT 2023 , Edited by admin on Fri Dec 15 15:31:34 GMT 2023
PRIMARY