Cyclophosphamide

CAT: 0804-HY-17420-02Size: 200 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-17420-02Size:200 mg

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Description

Cyclophosphamide is a synthetic alkylating agent chemically related to the nitrogen mustards with antineoplastic activity, a immunosuppressant.

CAS Number

50-18-0

UNSPSC

12352005

Hazard Statement

H301, H340, H350, H360

Target

DNA Alkylator/Crosslinker

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/Cyclophosphamide.html

Purity

99.90

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 33.33 mg/mL (ultrasonic)

Smiles

ClCCN(CCCl)P1(OCCCN1)=O

Molecular Formula

C7H15Cl2N2O2P

Molecular Weight

261.09

Precautions

H301, H340, H350, H360

References & Citations

[1]Schwartz PS, et al. Cyclophosphamide induces caspase 9-dependent apoptosis in 9L tumor cells. Mol Pharmacol. 2001 Dec;60 (6) :1268-1279.|[2]al-Jafari AA, et al. Inhibition of human acetylcholinesterase by cyclophosphamide. Toxicology. 1995 Jan 19;96 (1) :1-6.|[3]Harris RN, et al. Carbon tetrachloride-induced increase in the antitumor activity of cyclophosphamide in mice: a pharmacokineticstudy. Cancer Chemother Pharmacol. 1984;12 (3) :167-72.|[4]Liu P, et al. Administration of cyclophosphamide changes the immune profile of tumor-bearing mice. J Immunother. 2010 Jan;33 (1) :53-9.|[5]Dominique A Ramirez, et al. Kinetics of Cyclophosphamide Metabolism in Humans, Dogs, Cats, and Mice and Relationship to Cytotoxic Activity and Pharmacokinetics. Drug Metab Dispos. 2019, 47, 3.|[6]H. Roness, et al. Pharmacological administration of recombinant human AMH rescues ovarian reserve and preserves fertility in a mouse model of chemotherapy, without interfering with anti-tumoural effects. J Assist Reprod Genet. 2019, 36, 9.|[7]Susana Salva, et al. Probiotic Lactobacillus strains protect against myelosuppression and immunosuppression in cyclophosphamide-treated mice. Int Immunopharmacol. 2014, 22, 1.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, protect from light)

Scientific Category

Reference compound1

Clinical Information

Launched

Citation 01

Chemical Information

Cyclophosphamide

Cyclophosphamide (Hydrated) can cause cancer according to California Labor Code. It can cause developmental toxicity according to an independent committee of scientific and health experts. It can cause female reproductive toxicity and male reproductive toxicity according to state or federal government labeling requirements.

CAS Number	50-18-0
PubChem CID	2907
IUPAC Name	N,N-bis(2-chloroethyl)-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
Molecular Formula	C7H15Cl2N2O2P
Molecular Weight	261.08
XLogP	0.6
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	212

SMILES

C1CNP(=O)(OC1)N(CCCl)CCCl

InChI

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

InChIKey

CMSMOCZEIVJLDB-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 50-18-0

CID: 2907

Formula: C7H15Cl2N2O2P

MW: 261.08

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	261.08
XLogP3	0.6
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	212
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
A2343-5.1	Cyclophosphamide
A4232-50	Cyclophosphamide monohydrate
007350	Cyclophosphamide-d4

Cyclophosphamide

Chemical Information

Alternative Products

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