N3018

(±)-Nornicotine

≥98% (TLC), Nicotinic acetylcholine receptor agonist, liquid

• Synonym(s): 2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine
• Empirical Formula (Hill Notation): C₉H₁₂N₂
• CAS Number: 5746-86-1
• Molecular Weight: 148.20
• UNSPSC Code: 12352210
• eCl@ss: 39151701
• PubChem Substance ID: 24897615
• NACRES: NA.77
• Beilstein/REAXYS Number: 81968
• MDL number: MFCD00016913
• Assay: ≥98% (TLC)
• Form: liquid

Properties

• Product Name: (±)-Nornicotine, ≥98% (TLC), liquid
• Quality Segment: 200
• 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)

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• 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 (personal protective equipment): Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter