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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
Assay:
≥98%
Form:
(Oily liquid to amorphous solid)
Quality level:
200

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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Show Differences

1 of 4

This Item
1096724Y0002128239785
Carmustine ≥98%

Sigma-Aldrich

C0400

Carmustine

Carmustine United States Pharmacopeia (USP) Reference Standard

USP

1096724

Carmustine

Carmustine European Pharmacopoeia (EP) Reference Standard

Y0002128

Carmustine

Cyclophosphamide Monohydrate A widely used anti-neoplastic agent that also displays immunosuppressant properties.

Sigma-Aldrich

239785

Cyclophosphamide Monohydrate

form

(Oily liquid to amorphous solid)

form

(Oily liquid to amorphous solid)

form

(Oily liquid to amorphous solid)

form

solid

assay

≥98%

assay

-

assay

-

assay

≥98% (HPLC)

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

solubility

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

solubility

-

solubility

-

solubility

water: 30 mg/mL

originator

Bristol-Myers Squibb

originator

-

originator

-

originator

-

Application

Carmustine has been used to select transduced cells expressing MGMTP140K, a foamy virus vector.[1] It has also been used in fluorescence-activated cell sorting (FACS) assay, to test the response of cell lines to carmustine.[2]

Biochem/physiol Actions

Carmustine is a DNA alkylating agent causing DNA interstrand crosslinks.[3] 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.[4]

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)
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
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
16th Int?l. Sympos. High Voltage Eng (2016)
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