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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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signalword

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

3 - Flammable liquids

wgk_germany

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
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
B Hasséus et al.
European journal of oral sciences, 105(1), 45-51 (1997-02-01)
Smokeless tobacco (ST) is known to adversely effect the oral mucosa, but knowledge about the influence on immune defence is limited. Few studies have investigated the effect of ST on the local immune response. In the present study, we have
B G Osterdahl
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 28(9), 619-622 (1990-09-01)
In many countries nicotine-containing chewing gum (Nicorette) is used to help to break the habit of smoking. Saliva was collected every 5 min from chewers of nicotine chewing gum and analysed for tobacco-specific nitrosamines. Detectable levels of tobacco-specific nitrosamines were
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