Ifosfamide

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Description

A nitrogen mustard alkylating agent used in the treatment of cancer.Chemotherapeutic Agents Approved (In Vitro) :Ifosfamide is an alkylating chemotherapeutic agent with activity against a wide range of tumors. Ifosfamide is activated by the cytochrome P450 family. Ifosfamide (0-5 mM) suppresses the viability of CYP2B1-expressing C8III-1 cells, while it is cytotoxic to the non-CYP2B1-expressing CrFK cells only at high concentration (5 mM) . CYP BM3 mutants activates Ifosfamide, and Ifosfamide shows inhibitory activity against human U2OS cells. (In Vivo) :Ifosfamide (50 mg/kg, i.p.) treatment before mating increases percentage of post-implantation loss and resorbs fetuses in pregnant rats. Ifosfamide also (50 mg/kg, i.p.) decreases the progesterone in the serum of pregnant rats. However, Ifosfamide causes no obvious difference with the control rats at 25 mg/kg. Ifosfamide (25, 50 mg/kg, i.p.) induces apoptosis and histological changes in the placentas and prenatal rats, most sensitive fetal organs are the brain, liver and kidney.

CAS Number

3778-73-2

Product Name Alternative

Isophosphamide | NSC 109724

Field of Research

Pharmacology & Drug Discovery

Purity

>98% (HPLC)

Solubility

10 mM in DMSO

Smiles

ClCCNP1 (OCCCN1CCCl) =O

Molecular Formula

C7H15Cl2N2O2P

Molecular Weight

261.086

Storage Conditions

Storage temperature: -20°C. Stability: ≥ 2 years

Notes

For research use only.

Other Product Names

2H-1,3,2-Oxazaphosphorin-2-amine, N,3-bis (2-chloroethyl) tetrahydro-, 2-oxide

Chemical Information

Ifosfamide

Ifosfamide can cause developmental toxicity according to state or federal government labeling requirements.

CAS Number	3778-73-2
PubChem CID	3690
IUPAC Name	N,3-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
Molecular Formula	C7H15Cl2N2O2P
Molecular Weight	261.08
XLogP	0.9
Topological Polar Surface Area	41.6
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Heavy Atom Count	14
Formal Charge	0
Complexity	218

SMILES

C1CN(P(=O)(OC1)NCCCl)CCCl

InChI

InChI=1S/C7H15Cl2N2O2P/c8-2-4-10-14(12)11(6-3-9)5-1-7-13-14/h1-7H2,(H,10,12)

InChIKey

HOMGKSMUEGBAAB-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 3778-73-2

CID: 3690

Formula: C7H15Cl2N2O2P

MW: 261.08

Interactive 3D Structure

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Computed Properties

Property	Value
Molecular Weight	261.08
XLogP3	0.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	5
Exact Mass	260.0248201
Monoisotopic Mass	260.0248201
Topological Polar Surface Area	41.6 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	218
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
A2097-5.1	Ifosfamide

Ifosfamide

Chemical Information

Alternative Products

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