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C0400

Sigma-Aldrich

Carmustine

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C5H9Cl2N3O2
Número de CAS:
154-93-8
Peso molecular:
214.05
Número CE:
205-838-2
Número MDL:
MFCD00057706
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24278289
NACRES:
NA.77

Nombre del producto

Carmustine, ≥98%

Nivel de calidad

200

Ensayo

≥98%

Formulario

(Oily liquid to amorphous solid)

mp

30 °C (lit.)

solubilidad

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

emisor

Bristol-Myers Squibb

temp. de almacenamiento

−20°C

cadena 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)

Clave InChI

DLGOEMSEDOSKAD-UHFFFAOYSA-N

Información sobre el gen

human ... GSR(2936)

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Descripción general

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

Aplicación

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.

Acciones bioquímicas o fisiológicas

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

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

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Frases de peligro

H300,H350,H360

Consejos de prudencia

P201 - P301 + P310 + P330

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
059M4075V
13180903
128M4146V
078M4032V
018M4057V

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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
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Discover Bioactive Small Molecules for Apoptosis

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.

Discover Bioactive Small Molecules for Cell Cycle Research

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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