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N-077

Supelco

(S)-N-Nitrosoanabasine (NAB) solution

1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

Synonym(s):

NAB, NAB solution

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About This Item

Empirical Formula (Hill Notation):
C10H13N3O
CAS Number:
1133-64-8
Molecular Weight:
191.23
EC Number:
200-659-6
MDL number:
MFCD01669936
UNSPSC Code:
41116107
PubChem Substance ID:
329818460
NACRES:
NA.24

grade

certified reference material

form

liquid

feature

Snap-N-Spike®/Snap-N-Shoot®

packaging

ampule of 1 mL

manufacturer/tradename

Cerilliant®

concentration

1.0 mg/mL in methanol

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

forensics and toxicology

format

single component solution

storage temp.

−20°C

SMILES string

O=NN1CCCC[C@H]1c2cccnc2

InChI

1S/C10H13N3O/c14-12-13-7-2-1-5-10(13)9-4-3-6-11-8-9/h3-4,6,8,10H,1-2,5,7H2/t10-/m0/s1

InChI key

BXYPVKMROLGXJI-JTQLQIEISA-N

General description

N-Nitrosoanabasine or NAB is a potent carcinogen and biomarker of exposure to cigarette smoke. It′s found in a variety of tobacco products including chewing tobacco and snuff. This Certified Spiking Solution® is suitable for use in LC-MS/MS or GC/MS methods for nicotine testing, environmental monitoring, or clinical and diagnostic testing of nicotine biomarkers.

Application

  • Inhibitory effects in toxicological studies: (S)-N-Nitrosoanabasine (NAB) has been used in research to investigate its inhibitory effects on the metabolism of the tobacco-specific nitrosamine, NNK, by cytochrome P450 2A13, highlighting its utility in carcinogenicity studies and its role as a research chemical in understanding biochemical pathways involved in cancer (Liu et al., 2016).

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany
CERTIFIED SPIKING SOLUTIONS is a registered trademark of Merck KGaA, Darmstadt, Germany
Snap-N-Shoot is a registered trademark of Cerilliant Corporation
Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

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Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Irina Stepanov et al.
Journal of agricultural and food chemistry, 50(10), 2793-2797 (2002-05-02)
Tobacco-specific nitrosamines (TSNA) are among the most important and abundant strongly carcinogenic agents in unburned tobacco. It has been established that 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) induces lung tumors in rodents independent of the route of administration. N'-Nitrosonornicotine (NNN) causes tumors of the
A M Idris et al.
Carcinogenesis, 13(6), 1001-1005 (1992-06-01)
Exposure to tobacco-specific nitrosamines (TSNA) has been measured in the saliva of 12 users of Sudanese oral snuff (toombak). Using GC coupled to thermal energy analysis, levels of N'-nitrosonornicotine (NNN), N'-nitrosoanatabine (NAT), N'-nitrosoanabasine (NAB) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) were measured before
J E Harris
Public health reports (Washington, D.C. : 1974), 116(4), 336-343 (2002-05-31)
This research assessed the relationship between the deliveries of carcinogenic tobacco-specific nitrosamines (TSNAs) and the Federal Trade Commission (FTC) "tar" ratings of US commercial cigarettes. Analysis of covariance (ANCOVA) was used to assess the explanatory power of FTC tar, the
S S Hecht et al.
Carcinogenesis, 3(10), 1195-1199 (1982-01-01)
We compared the metabolism in the F-344 rat of the moderately potent esophageal carcinogen N'-nitrosonornicotine (NNN, 2'-(3-pyridyl)-N-nitrosopyrrolidine) and its weakly active homologue N'-nitrosoanabasine (NAB, 2'-(3-pyridyl)-N-nitrosopiperidine). Urine was the major pathway of excretion for both nitrosamines. The major urinary metabolites of
N'-Nitrosoanabasine (NAB).
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 37, 225-231 (1985-09-01)
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