59773
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol
analytical standard
Synonym(s):
NNAL
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About This Item
Empirical Formula (Hill Notation):
C10H15N3O2
CAS Number:
Molecular Weight:
209.25
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
analytical standard
Quality Level
Assay
≥92.0% (TLC)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
solid phase extraction (SPE): suitable
application(s)
cleaning products
cosmetics
food and beverages
personal care
format
neat
storage temp.
2-8°C
SMILES string
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
InChI key
OGRXKBUCZFFSTL-UHFFFAOYSA-N
General description
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.
Standard for Supelco MIP SPE cartridges. For more information request Supelco Literature T407075, T706031
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Customers Also Viewed
Steven G Carmella et al.
Chemical research in toxicology, 15(4), 545-550 (2002-04-16)
4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) is a tobacco-specific lung carcinogen which may play an important role as a cause of lung cancer in smokers. NNK is extensively metabolized to 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL), which like NNK is a potent pulmonary carcinogen. NNAL in turn is
Sung Hoon Jeong et al.
Scientific reports, 11(1), 4536-4536 (2021-02-27)
Children are at risk of exposure to secondhand smoke. We aimed to evaluate the extent of their exposure to it in relation to their parents' smoking status by using biomarkers relevant to smoking. We evaluated 847 school-age children (6-12 years) who
Yi Wang et al.
Cancer prevention research (Philadelphia, Pa.), 13(5), 483-492 (2020-02-28)
Tobacco smoking is the primary risk factor for lung cancer, driven by the addictive nature of nicotine and the indisputable carcinogenicity of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) as well as other compounds. The integration of lung cancer chemoprevention with smoking cessation is one
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.
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.
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