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Key Documents

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:
Poids moléculaire :
214.05
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Carmustine, ≥98%

Niveau de qualité

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

Mention d'avertissement

Danger

Mentions de danger

Conseils de prudence

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

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)
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
16th Int?l. Sympos. High Voltage Eng (2016)
Shuqiang Yuan et al.
Stem cells (Dayton, Ohio), 31(1), 23-34 (2012-11-08)
Development of effective therapeutic strategies to eliminate cancer stem cells, which play a major role in drug resistance and disease recurrence, is critical to improve cancer treatment outcomes. Our study showed that glioblastoma stem cells (GSCs) exhibited low mitochondrial respiration
Inês F Antunes et al.
Molecular pharmaceutics, 9(11), 3277-3285 (2012-09-27)
Extracellular β-glucuronidase (β-GUS) in tumors has been investigated as a target enzyme for prodrug therapy. However, despite encouraging preclinical results, animal studies also indicate that the success of prodrug therapy might be limited by the insufficient prodrug-converting enzyme activity, especially

Articles

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Contenu apparenté

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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