CHEBI:5864 - ifosfamide

ChEBI IDCHEBI:5864
ChEBI Nameifosfamide
Stars
DefinitionThe simplest member of the class of ifosfamides that is 1,3,2-oxazaphosphinan-2-amine 2-oxide substituted by 2-chloroethyl groups on both the nitrogen atoms respectively. It is a nitrogen mustard alkylating agent used in the treatment of advanced breast cancer.
Secondary ChEBI IDCHEBI:219640
Last Modified22 February 2017
DownloadsMolfile
FormulaC7H15Cl2N2O2P
Net Charge0
Average Mass261.089
Monoisotopic Mass260.02482
SMILESO=P1(NCCCl)OCCCN1CCCl
InChIInChI=1S/C7H15Cl2N2O2P/c8-2-4-10-14(12)11(6-3-9)5-1-7-13-14/h1-7H2,(H,10,12)
InChIKeyHOMGKSMUEGBAAB-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
environmental contaminant  Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Roles:
xenobiotic  A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
alkylating agent  Highly reactive chemical that introduces alkyl radicals into biologically active molecules and thereby prevents their proper functioning. It could be used as an antineoplastic agent, but it might be very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. It could also be used as a component of poison gases.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
ChEBI Ontology
Outgoing Relation(s)
ifosfamide (CHEBI:5864) has role alkylating agent (CHEBI:22333)
ifosfamide (CHEBI:5864) has role antineoplastic agent (CHEBI:35610)
ifosfamide (CHEBI:5864) has role environmental contaminant (CHEBI:78298)
ifosfamide (CHEBI:5864) has role immunosuppressive agent (CHEBI:35705)
ifosfamide (CHEBI:5864) has role xenobiotic (CHEBI:35703)
ifosfamide (CHEBI:5864) is a ifosfamides (CHEBI:55369)
IUPAC Name 
N,3-bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide
INNs  Source
ifosfamidaChemIDplus
ifosfamideChemIDplus
ifosfamidumChemIDplus
Synonyms  Source
3-(2-chloroethyl)-2-((2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxideChemIDplus
IphosphamideDrugBank
IsofosfamideDrugBank
IsophosphamideChemIDplus
IsophosphamideKEGG COMPOUND
isosfamideChEBI
Manual XrefsDatabases
1421DrugCentral
C07047KEGG COMPOUND
D00343KEGG DRUG
DB01181DrugBank
HMDB0015312HMDB
IfosfamideWikipedia
LSM-5118LINCS
Registry NumbersSources
Reaxys:5802893Reaxys
Beilstein:611835Beilstein
CAS:3778-73-2KEGG COMPOUND
CAS:3778-73-2ChemIDplus
Citations