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Merck
CN

B8061

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

Key Documents

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Product Name

N-Butyl-N-(4-hydroxybutyl)nitrosamine, ISOPAC®, ≥90% (GC)

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

assay

≥90% (GC)

form

liquid

storage temp.

2-8°C

Quality Level

200

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.

Disclaimer

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

Packaging

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

Preparation Note

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

Legal Information

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

Application

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

hcodes

H302,H350

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000503918
0000503878
0000503918
0000503878
0000483414

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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
Yuji Sagara et al.
Cancer epidemiology, 34(3), 350-354 (2010-04-07)
Green tea polyphenol (GTP) suppresses malignancy in bladder cancer cell lines. However, the detail of its anti-carcinogenic effect in vivo is not fully understood. This study investigated the effect of GTP on bladder tumor size and angiogenesis in mice given
João C Fernandes et al.
Marine drugs, 10(12), 2661-2675 (2013-01-25)
Urinary bladder cancer is one of the most common cancers worldwide, with the highest incidence in industrialized countries. Patients with cancer commonly use unconventional and complementary therapy including nutraceuticals. In this study we evaluated the efficacy of chitooligosaccharides (in orange
Zhiming He et al.
Mutation research, 742(1-2), 92-95 (2011-12-14)
Bladder cancer is one of the few cancers that have been linked to carcinogens in the environment and tobacco smoke. Of the carcinogens tested in mouse chemical carcinogenesis models, N-butyl-N-(4-hydroxybutyl)nitrosamine (BBN) is one that reproducibly causes high-grade, invasive cancers in
Paul-Yann Lin et al.
Toxicology and applied pharmacology, 259(1), 27-37 (2011-12-20)
Epidemiological studies have revealed that exposure to an arsenic-contaminated environment correlates with the incidence of bladder cancer. Bladder cancer is highly recurrent after intravesical therapy, and most of the deaths from this disease are due to invasive metastasis. In our
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