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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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A-097

(+)-Anabasine hydrochloride solution, 1.0 mg/mL in methanol (as free base), ampule of 1 mL, certified reference material, Cerilliant®

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N-008

S(−)-Nicotine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

N-048

(±)-Nicotine-d4 solution, 100 μg/mL in acetonitrile, ampule of 1 mL, certified reference material, Cerilliant®

N-071

(±)-Nornicotine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

N-072

(±)-Nornicotine-d4, 100 μg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

N-075

(±)-N′-Nitrosonornicotine (NNN) solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

N-076

4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material, Cerilliant®

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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A M Idris et al.
Carcinogenesis, 12(6), 1115-1118 (1991-06-01)
The aim of these studies was to determine the levels of carcinogenic tobacco specific nitrosamines (TSNA) in Sudanese oral snuff (toombak) as recent retrospective epidemiological studies suggested an association between the use of toombak and subsequent development of oral cancer.
G Andersson et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 23(4), 161-167 (1994-04-01)
The purpose of this study was to investigate the uptake and metabolism of nicotine by smokeless (oral) tobacco users and to find out if the less pronounced clinical changes in the oral mucosa in users of portion-bag packed oral moist
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
N'-Nitrosoanabasine (NAB).
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 37, 225-231 (1985-09-01)
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
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LC/MS Analysis of Nicotine and Metabolites on Kromasil® Eternity™ C18 (Analyte Set 1)

Separation of (+)-Anabasine hydrochloride solution, 1.0 mg/mL in methanol (as free base), ampule of 1 mL, certified reference material; S(−)-Nicotine solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material; (S)-N-Nitrosoanabasine (NAB) solution, 1.0 mg/mL in methanol, ampule of 1 mL, certified reference material

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