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N3018

Sigma-Aldrich

(±)-Nornicotine

≥98% (TLC), liquid

Sinonimo/i:

2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine

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About This Item

Formula empirica (notazione di Hill):
C9H12N2
Numero CAS:
5746-86-1
Peso molecolare:
148.20
Beilstein:
81968
Numero MDL:
MFCD00016913
Codice UNSPSC:
12352210
eCl@ss:
39151701
ID PubChem:
24897615
NACRES:
NA.77

Livello qualitativo

200

Saggio

≥98% (TLC)

Forma fisica

liquid

Colore

yellow

Solubilità

H2O: 20 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

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
MYKUKUCHPMASKF-UHFFFAOYSA-N

Informazioni sul gene

mouse ... Chrna1(11435) , Chrna7(11441)
rat ... Chrna4(25590)

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Applicazioni

(±)-Nornicotine has been used as a neat alkaloid standard to demonstrate the mechanistic role that oxides of nitrogen have in tobacco-specific nitrosamines formation.

Azioni biochim/fisiol

Nornicotine, an active metabolite of nicotine, is a nicotinic acetylcholine receptor agonist. Nornicotine is a minor alkaloid of tobacco leaves that serves as a precursor of a carcinogen, N-nitrosonornicotine. N-Demethylation of nicotine gives nornicotine, which occurs especially during tobacco leaf senescence and curing.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302 + H312 + H332,H315,H319,H335

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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(±)-Nicotine ≥99% (TLC), liquid

Sigma-Aldrich

N0267

(±)-Nicotine

(−)-Cotinine analytical standard

Supelco

74003

(−)-Cotinine

Supelco

Supelco

CRM47345

Butyraldehyde-DNPH solution

(−)-Nicotine PESTANAL®, analytical standard

Supelco

36733

(−)-Nicotine

Nicotinic acid N-oxide 99%

Sigma-Aldrich

106194

Nicotinic acid N-oxide

M T Bardo et al.
Psychopharmacology, 146(3), 290-296 (1999-12-14)
Nicotine is a tobacco alkaloid known to be important in the acquisition and maintenance of tobacco smoking. However, other constituents in tobacco may contribute to the dependence liability. The present report sought to determine whether nornicotine, a tobacco alkaloid and
L Teng et al.
The Journal of pharmacology and experimental therapeutics, 283(2), 778-787 (1997-11-14)
Previous results from our laboratory demonstrated that S(-)nornicotine, a major tobacco alkaloid and an active nicotine metabolite present in the CNS, increases dopamine release from rat striatal slices in a concentration-dependent and calcium-dependent manner. The present study determined if S(-)nornicotine-evoked
Delphine Calas-List et al.
Neuroscience letters, 518(1), 64-68 (2012-05-15)
The goal of the present study is to examine the agonist action of nornicotine on insect nicotinic acetylcholine receptors. Using patch-clamp techniques on cockroach dorsal unpaired median neurons, we demonstrated that nornicotine induced two distinct ionic currents named types 1
Jennifer B Treweek et al.
Accounts of chemical research, 42(5), 659-669 (2009-03-12)
Nicotine and methamphetamine are frequently abused in modern society, despite the increasing evidence of their addictive, neuropharmacological, and toxic effects. Tobacco, the most widely abused substance, is the leading cause of preventable death in the United States, killing nearly half
Stephanie J Marin et al.
Therapeutic drug monitoring, 33(1), 80-85 (2010-12-31)
Umbilical cord tissue was studied as a means of detecting prenatal exposure to nicotine. This was accomplished by comparing the presence and concentration of nicotine as well as nicotine metabolites in both umbilical cord tissue and paired meconium samples with
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