N3018
(±)-Nornicotine
≥98% (TLC), Nicotinic acetylcholine receptor agonist, liquid
Synonym(s):
2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine
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About This Item
Empirical Formula (Hill Notation):
C9H12N2
CAS Number:
Molecular Weight:
148.20
UNSPSC Code:
12352210
eCl@ss:
39151701
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
81968
MDL number:
Product Name
(±)-Nornicotine, ≥98% (TLC), liquid
Quality Level
assay
≥98% (TLC)
form
liquid
color
yellow
solubility
H2O: 20 mg/mL
storage temp.
2-8°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
Gene Information
mouse ... Chrna1(11435), Chrna7(11441)
rat ... Chrna4(25590)
Application
(±)-Nornicotine has been used as a neat alkaloid standard to demonstrate the mechanistic role that oxides of nitrogen have in tobacco-specific nitrosamines formation.
Biochem/physiol Actions
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.
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Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
涉药品监管产品
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| N3018-50MG | 04061832083377 |
| N3018-25MG | 04061832083360 |