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Key Documents

B8061

Sigma-Aldrich

N-Butyl-N-(4-hydroxybutyl)nitrosamine

ISOPAC®, ≥90% (GC)

Synonym(s):

BBN, N-Butyl-N-butan-4-ol-nitrosamine, N-Butyl-N-nitroso-4-aminobutanol, OH-BBN

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About This Item

Empirical Formula (Hill Notation):
C8H18N2O2
CAS Number:
3817-11-6
Molecular Weight:
174.24
MDL number:
MFCD00059008
UNSPSC Code:
12352116
NACRES:
NA.25

Quality Level

200

Assay

≥90% (GC)

form

liquid

storage temp.

2-8°C

SMILES string

N(N=O)(CCCCO)CCCC

InChI

1S/C8H18N2O2/c1-2-3-6-10(9-12)7-4-5-8-11/h11H,2-8H2,1H3

InChI key

DIKPQFXYECAYPC-UHFFFAOYSA-N

Application

N-Butyl-N-(4-hydroxybutyl)nitrosamine (BBN), a carcinogen, is used to induce histiologically relevant aggressive urinary bladder cancer in animal models.

Biochem/physiol Actions

Carcinogen used to induce urinary bladder cancer in animal models. The result of exposure is histologically comparable to human urinary bladder tumorigenesis. Used in chemopreventative studies.

Packaging

Packaged in a 100 mL serum bottle with butyl rubber stopper and aluminum tear seal.

Caution

Injecting any compatible solvent permits preparation of any desired strength solution without exposure.

Reconstitution

Dissolving the contents in 100 mL of solvent yields a 1% solution.

Legal Information

Isopac is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

296.6 °F

Flash Point(C)

147 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000398364
0000396680
0000388595
0000386758
0000385374

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Japanese journal of clinical oncology, 42(7), 569-577 (2012-05-18)
Men are at a higher risk of developing bladder cancer than women. Since bladder cancer cell lines and tissues were found to express the androgen receptor, efforts have been made to inspect whether androgen-mediated androgen receptor signals are implicated in
Nelci Antunes de Moura et al.
Archives of toxicology, 84(2), 165-173 (2009-11-11)
The potential promoting effect of Diuron was investigated in a mouse model of mammary and urinary bladder carcinogenesis induced by 7,12-dimethylbenz(a)anthracene (DMBA) and N-butyl-N-(4-hydroxybutyl)nitrosamine (BBN). Four-week old female Swiss mice were allocated to five groups: Groups G1-G3 received DMBA (5
Ting-Tsz Ou et al.
Journal of ethnopharmacology, 135(1), 162-172 (2011-03-15)
Extracts of Paeonia lactiflora Pall (RPA), a traditional Chinese medicines has been shown to treat cancers. The purpose of this study is to evaluate the anticancer effect of RPA in urinary bladder carcinoma in vitro and in vivo. The cell
Koji Nishizawa et al.
International journal of cancer, 127(5), 1180-1187 (2009-12-30)
We previously reported that the expression of CXC chemokine receptor-4 (CXCR4) was upregulated in invasive bladder cancers and that the small peptide T140 was a highly sensitive antagonist for CXCR4. In this study, we identified that CXCR4 expression was induced
Vernon E Steele et al.
Cancer prevention research (Philadelphia, Pa.), 2(11), 951-956 (2009-11-07)
Nonsteroidal anti-inflammatory drugs (NSAID) have been highly effective in preventing colon, urinary bladder, and skin cancer preclinically, and also in clinical trials of colon adenoma formation. However, certain NSAIDs cause gastrointestinal ulceration and may increase cardiovascular events. Naproxen seems to
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