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N-071

Supelco

(±)-Nornicotine solution

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

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Empirical Formula (Hill Notation):
C9H12N2
CAS Number:
5746-86-1
Molecular Weight:
148.20
EC Number:
200-659-6
NACRES:
NA.24

grade

certified reference material

Quality Level

300

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

C1CNC(C1)c2cccnc2

InChI

1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2

InChI key

MYKUKUCHPMASKF-UHFFFAOYSA-N

Related Categories

General description

Nornicotine is a tobacco alkaloid and nicotine metabolite. Since virtually all tobacco products contain nornicotine, smoking or chewing tobacco exposes the user to this nicotine alkaloid. In urine testing by GC/MS or LC/MS, nornicotine is used as an indicator of smoking or use of chewing tobacco or nicotine replacement products.

Legal Information

CERILLIANT 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

Regulatory Information

危险化学品

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Bin Cai et al.
The Journal of biological chemistry, 287(51), 42804-42811 (2012-10-27)
Nicotine and its N-demethylation product nornicotine are two important alkaloids in Nicotiana tabacum L. (tobacco). Both nicotine and nornicotine have two stereoisomers that differ from each other at 2'-C position on the pyrrolidine ring. (S)-Nicotine is the predominant form in
Phattharaporn Pakdeechanuan et al.
Plant & cell physiology, 53(12), 2038-2046 (2012-10-05)
Nornicotine is formed from nicotine by nicotine N-demethylase, a CYP82E family monooxygenase, and accumulates to high levels in some tobacco (Nicotiana tabacum) cultivars and many wild Nicotiana species. Nicotiana langsdorffii does not form nornicotine, whereas the closely related species N.
Eleanor I Miller et al.
Journal of analytical toxicology, 35(6), 321-332 (2011-07-12)
The aim of this exploratory study was to develop and validate a liquid chromatography-tandem mass spectrometry (LC-MS-MS) method for the quantification of nicotine, eight nicotine metabolites, and two minor tobacco alkaloids in fortified analyte-free hair and subsequently apply this method
Saud Bawazeer et al.
Talanta, 88, 408-411 (2012-01-24)
There has been no previous assessment of the level of nicotine exposure in companion animals as a result of passive smoking. A method was developed for the determination of nicotine in dog hair where extraction was carried out by sonication
Chiu-Yueh Hung et al.
Plant physiology, 161(2), 1049-1060 (2012-12-12)
Methylenetetrahydrofolate reductase (MTHFR) is a key enzyme of the tetrahydrofolate (THF)-mediated one-carbon (C1) metabolic network. This enzyme catalyzes the reduction of 5,10-methylene-THF to 5-methyl-THF. The latter donates its methyl group to homocysteine, forming methionine, which is then used for the
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