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C0400

Sigma-Aldrich

Carmustine

≥98% (TLC), oily liquid to amorphous solid, DNA alkylating agent

Synonyme(s) :

1,3-Bis(2-chloroethyl)-1-nitrosourea, BCNU

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About This Item

Formule empirique (notation de Hill):
C5H9Cl2N3O2
Numéro CAS:
154-93-8
Poids moléculaire :
214.05
Numéro CE :
205-838-2
Numéro MDL:
MFCD00057706
Code UNSPSC :
12352200
ID de substance PubChem :
24278289
Nomenclature NACRES :
NA.77

product name

Carmustine, ≥98%

Niveau de qualité

200

Pureté

≥98%

Forme

(Oily liquid to amorphous solid)

Pf

30 °C (lit.)

Solubilité

ethanol: 19.60-20.40 mg/mL, clear, pale yellow to yellow

Auteur

Bristol-Myers Squibb

Température de stockage

−20°C

Chaîne SMILES 

ClCCNC(=O)N(CCCl)N=O

InChI

1S/C5H9Cl2N3O2/c6-1-3-8-5(11)10(9-12)4-2-7/h1-4H2,(H,8,11)

Clé InChI

DLGOEMSEDOSKAD-UHFFFAOYSA-N

Informations sur le gène

human ... GSR(2936)

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Description générale

Carmustine is a mustard gas related β-chloro-nitrosourea compound, which is used in chemotherapy. It inhibits DNA replication and DNA transcription.

Application

Carmustine has been used to select transduced cells expressing MGMTP140K, a foamy virus vector. It has also been used in fluorescence-activated cell sorting (FACS) assay, to test the response of cell lines to carmustine.

Actions biochimiques/physiologiques

Carmustine is a DNA alkylating agent causing DNA interstrand crosslinks. Effective against glioma and other solid tumors.

Caractéristiques et avantages

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.
This compound was developed by Bristol-Myers Squibb. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H300,H350,H360

Conseils de prudence

P201 - P301 + P310 + P330

Classification des risques

Acute Tox. 2 Oral - Carc. 1B - Repr. 1B

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Mapping the human kinome in response to DNA damage
Owusu M, et al.
Testing, 26(3), 555-563 (2019)
Foamy viral vector integration sites in SCID-repopulating cells after MGMTP140K-mediated in vivo selection
Olszko ME, et al
Gene Therapy, 22(7), 591-591 (2015)
Ching-Hsiang Fan et al.
Biomaterials, 34(8), 2142-2155 (2012-12-19)
Current chemotherapeutic agents do not only kill tumor cells but also induce systemic toxicity that significantly limits their dosage. Focused ultrasound (FUS) in the presence of microbubbles (MBs) is capable of transient and local opening of the blood-brain barrier (BBB)
John Blazeck et al.
Biotechnology journal, 5(7), 647-659 (2010-02-13)
The advent of high throughput genome-scale bioinformatics has led to an exponential increase in available cellular system data. Systems metabolic engineering attempts to use data-driven approaches--based on the data collected with high throughput technologies--to identify gene targets and optimize phenotypical
W Stahl et al.
Chemical research in toxicology, 5(1), 106-109 (1992-01-01)
S-[(2-Chloroethyl)carbamoyl]glutathione (SCCG), a compound formed during the decomposition of BCNU in the presence of GSH, induces DNA damage in a human lymphoblastoid cell line. This GSH conjugate was shown by direct fast atom bombardment mass spectrometric analysis to transfer an
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