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C0768

Sigma-Aldrich

Cyclophosphamide monohydrate

bulk package

Sinónimos:

2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide, Cytoxan

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About This Item

Fórmula empírica (notación de Hill):
C7H15Cl2N2O2P · H2O
Número de CAS:
6055-19-2
Peso molecular:
279.10
Beilstein:
4678992
Número CE:
200-015-4
Número MDL:
MFCD00149395
Código UNSPSC:
51112507
ID de la sustancia en PubChem:
57653979
NACRES:
NA.77

Análisis

97.0-103.0% (HPLC)

formulario

powder

mp

49-51 °C (lit.)

temp. de almacenamiento

2-8°C

cadena SMILES

[H]O[H].ClCCN(CCCl)P1(=O)NCCCO1

InChI

1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2

Clave InChI

PWOQRKCAHTVFLB-UHFFFAOYSA-N

Información sobre el gen

human ... ALDH1A1(216) , ALDH1B1(219)

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Descripción general

Cyclophosphamide (CYC) is a cytotoxic alkylating agent. It is activated by the cytochrome P-450 enzyme system in the liver. It has immunomodulatory functionality and inhibits humoral and cellular immunity.Cyclophosphamide exhibits anti-cancer and immunosuppressant activities. In the body, cyclophosphamide is converted by the liver to an active alkylating 4-hydroxycyclophosphamide metabolite, thereby showing its anti-neoplastic effects.

Aplicación

Cyclophosphamide monohydrate has been used:
  • to test its antitumor effect on TC-1 tumor cells
  • as a component of multidrug solution for isolation of resistant human burkitt lymphoma cell line
  • in testing antitumor immunity in mouse tumor cell lines

Acciones bioquímicas o fisiológicas

Cyclophosphamide is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. It cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity.

Características y beneficios

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Aplicación

Referencia del producto
Descripción
Precios

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Frases de peligro

H301,H340,H350,H360FD

Clasificaciones de peligro

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B - Repr. 1A

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Cyclophosphamide
Ogino MH, et al.
JAK-STAT Pathway in Disease (2020)
A tritherapy combination of inactivated allogeneic leukocytes infusion and cell vaccine with cyclophosphamide in a sequential regimen enhances antitumor immunity
Tang Y, et al.
Journal of the Chinese Medical Association : JCMA, 81(4), 316-323 (2018)
J Tammam et al.
British journal of pharmacology, 158(5), 1183-1195 (2009-09-25)
gamma-Secretase inhibitors (GSIs) block NOTCH receptor cleavage and pathway activation and have been under clinical evaluation for the treatment of malignancies such as T-cell acute lymphoblastic leukaemia (T-ALL). The ability of GSIs to decrease T-ALL cell viability in vitro is
STAT3 mediates multidrug resistance of Burkitt lymphoma cells by promoting antioxidant feedback
Zeng R, et al.
Biochemical and biophysical research communications, 488(1), 182-188 (2017)
Cyclophosphamide pharmacokinetics and dose requirements in patients with renal insufficiency
Haubitz M, et al.
Kidney International, 61(4), 1495-1501 (2002)
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Chromatograms

application for HPLC

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