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(±)-Nicotine

SIGMA/N0267 - ≥99% (TLC), liquid

CAS Number: 22083-74-5
Empirical Formula (Hill Notation): C10H14N2
Molecular Weight: 162.23
MDL Number: MFCD00065370
Linear Formula: C10H14N2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N0267-100MG 100 mg
$138.00
1/EA
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45-N0267-500MG 500 mg
$454.00
1/EA
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45-N0267-1G 1 g
$878.00
1/EA
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assay ≥99% (TLC)
color yellow
density 1.02 g/mL at 25 °C (lit.)
form liquid
InChI 1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3
InChI key SNICXCGAKADSCV-UHFFFAOYSA-N
optical activity [α]25/D 0°(lit.)
Quality Level 200 
SMILES string CN1CCCC1c2cccnc2
solubility ethanol: 50 mg/mL
Application: (±)-Nicotine has been used:
• as a supplement of high-glucose Dulbecco′s modified Eagle′s medium, to test its effect on mesenchymal stem cells
• as a standard for the determination of nicotine concentration using phase high-pressure liquid chromatography
• as a test compound to study its effects on fibril formation

Biochem/physiol Actions: (±)-Nicotine is a tertiary amine compound that is predominantly present in tobacco. It binds to the nicotinic cholinergic receptors of the brain, autonomic ganglia and neuromuscular junction. Nicotine allosterically regulates a number of biological events such as production of growth hormone, dopamine, adrenocorticotropic hormone and prolactin. Nicotine absorption across biological membranes is pH sensitive, which alters its ionization state. Absorption of nicotine is shown to be higher at alkaline pH, when it remains unionized. Nicotine metabolism occurs extensively in the liver and it can cross placenta.
Biochem/physiol Actions: Prototype nicotinic acetylcholine receptor agonist.
Packaging: The material is liquid, transparent, and viscous, packaged in amber vail, and the volume inserted into each bottle is very small, It may form a thin FILM on the sides. While it may be difficult to see the material inside by the eyes, the container is not empty.
Purity ≥99% (TLC)
Density 1.02 g/mL at 25 °C (lit.)
UNSPSC 12352210

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