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Merck
CN

C0400

Carmustine

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C5H9Cl2N3O2
CAS Number:
154-93-8
Molecular Weight:
214.05
NACRES:
NA.77
PubChem Substance ID:
24278289
UNSPSC Code:
12352200
EC Number:
205-838-2
MDL number:
MFCD00057706

Key Documents

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Product Name

Carmustine, ≥98%

InChI key

DLGOEMSEDOSKAD-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

≥98%

form

(Oily liquid to amorphous solid)

mp

30 °C (lit.)

solubility

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

originator

Bristol-Myers Squibb

storage temp.

−20°C

Quality Level

200

Gene Information

human ... GSR(2936)

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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.

Biochem/physiol Actions

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

Features and Benefits

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.

General description

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

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000477747
0000477747
0000415088
0000415088
0000139073

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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)
Mapping the human kinome in response to DNA damage
Owusu M, et al.
Testing, 26(3), 555-563 (2019)
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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