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Merck

59773

Supelco

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol

analytical standard

Sinónimos:

NNAL

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About This Item

Fórmula empírica (notación de Hill):
C10H15N3O2
Número de CAS:
Peso molecular:
209.25
Número MDL:
Código UNSPSC:
41116107
ID de la sustancia en PubChem:
NACRES:
NA.24
En este momento no podemos mostrarle ni los precios ni la disponibilidad

grado

analytical standard

Nivel de calidad

Ensayo

≥92.0% (TLC)

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable
solid phase extraction (SPE): suitable

aplicaciones

cleaning products
cosmetics
food and beverages
personal care

Formato

neat

temp. de almacenamiento

2-8°C

cadena SMILES

CN(N=O)CCCC(O)C1=CN=CC=C1

InChI

1S/C10H15N3O2/c1-13(12-15)7-3-5-10(14)9-4-2-6-11-8-9/h2,4,6,8,10,14H,3,5,7H2,1H3

Clave InChI

OGRXKBUCZFFSTL-UHFFFAOYSA-N

Descripción general

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol is one of the major metabolite of nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, which is a carcinogen responsible in inducing lung cancer in smokers.[1]
Standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706031

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Código de clase de almacenamiento

11 - Combustible Solids

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, Gloves, type N95 (US)


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E M Leslie et al.
The Journal of biological chemistry, 276(30), 27846-27854 (2001-05-29)
Nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and its metabolite 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) play a crucial role in the induction of lung cancer, and NNAL-O-glucuronide formation and elimination are important steps in detoxification of these compounds. In the present study, we investigated the ATP-binding cassette
P Upadhyaya et al.
Chemical research in toxicology, 14(5), 555-561 (2001-05-23)
Nicotine and cotinine are metabolized to pyridine-N-glucuronides in humans. This suggests that the analogous metabolites of the carcinogenic nicotine-related nitrosamines N'-nitrosonornicotine (NNN), 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) should also be formed in people exposed to these compounds via tobacco products.
Yuya Kawasaki et al.
Genes and environment : the official journal of the Japanese Environmental Mutagen Society, 42, 26-26 (2020-09-19)
Urinary nicotine and cotinine levels are often measured as biomarkers for tobacco smoke exposure. However, these biomarkers are not appropriate to evaluate the effects of quitting smoking for several days, because of their short half-lives. In this study, we focused
S S Hecht et al.
Carcinogenesis, 18(9), 1851-1854 (1997-11-05)
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) is an important metabolite of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). Using the chiral derivatizing agent, (R)-(+)-alpha-methylbenzyl isocyanate [(R)-(+)-MBIC], previous work has shown that the enantiomeric ratio of metabolically formed NNAL and its glucuronide derivative may be species dependent.
S S Hecht et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 4(8), 877-884 (1995-12-01)
Epidemiological studies indicate that vegetable consumption protects against lung cancer in humans, but the protective constituents have not been identified. Phenethyl isothiocyanate (PEITC), which is release upon chewing of watercress (nasturtium officinale), is a chemopreventive agent against lung cancer induced

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