N1019

(−)-Nicotine hemisulfate salt

≥95% (TLC), ~35 % (w/v) in H₂O (based on free base)

• Synonym(s): (−)-1-Methyl-2-(3-pyridyl)pyrrolidine
• Linear Formula: (C₁₀H₁₄N₂)₂ · H₂SO₄
• CAS Number: 65-30-5
• Molecular Weight: 422.54
• MDL number: MFCD00148918
• UNSPSC Code: 12352210
• PubChem Substance ID: 24897454
• NACRES: NA.77

Properties

• Assay: ≥95% (TLC)
• form: liquid
• concentration: ~35 % (w/v) in H₂O (based on free base)
• color: dark brown
• SMILES string: OS(O)(=O)=O.CN1CCC[C@H]1c2cccnc2.CN3CCC[C@H]3c4cccnc4
• InChI: 1S/2C10H14N2.H2O4S/c2*1-12-7-3-5-10(12)9-4-2-6-11-8-9;1-5(2,3)4/h2*2,4,6,8,10H,3,5,7H2,1H3;(H2,1,2,3,4)/t2*10-;/m00./s1
• InChI key: IECQULMJVNSKDB-RCWTXCDDSA-N
• Gene Information: human ... CHRNA4(1137) , CHRNB2(1141)

Description

General description

Nicotine is found in the leaves of Nicotiana species. It binds to nicotinic acetylcholine receptors and inhibits endogenous neurotransmitters. Nicotine is associated with lung cancer development and reduces the efficiency of chemotherapeutic agents. It is used to treat Alzheimer′s and Parkinson′s disease.

Application

(−)-Nicotine hemisulfate salt has been used to study the influence of nicotine on the severity of choroidal neovascularization (CNV). It also has been used as a natural nectar alkaloid to study the effect of self-medication in bumblebees.

Biochem/physiol Actions

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

Quality

Mixture of nicotine base and nicotine sulfate.

Caution

Shelf-life of the solution as supplied is at least six years when stored at room temperature.

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Statements: H301,H310 + H330,H411
• Precautionary Statements: P260 - P262 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Hazard Classifications: Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3