EMAIL THIS PAGE TO A FRIEND
N0267 Sigma-Aldrich

(±)-Nicotine

≥99% (TLC), liquid

  • CAS Number 22083-74-5

  • Empirical Formula (Hill Notation) C10H14N2

  • Molecular Weight 162.23

  •  Beilstein/REAXYS Number 82108

  •  MDL number MFCD00065370

  •  eCl@ss 39151701

  •  PubChem Substance ID 24897418

Purchase

Properties

Related Categories Agonists, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
InChI Key   SNICXCGAKADSCV-UHFFFAOYSA-N
assay   ≥99% (TLC)
form   liquid
optical activity   [α]25/D 0°(lit.)
color   yellow
solubility   ethanol: 50 mg/mL
density   1.02 g/mL at 25 °C (lit.)
Gene Information   human ... CHRNA2(1135), CHRNA3(1136), CHRNA4(1137)
rat ... Chrna3(25101), Chrna4(25590), Chrna7(25302)

Description

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

Packaging

1 g in ampule

100, 500 mg in ampule

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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. N0267.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1654 6.1 / PGII
WGK Germany 
3
RTECS 
QS5257500
Flash Point(F) 
213.8 °F
Flash Point(C) 
101 °C

Documents

Certificate of Analysis

???PDP_SDS_LOT_NUMBER_ERROR_MSG???

Certificate of Origin

???PDP_SDS_LOT_NUMBER_ERROR_MSG???
Protocols & Articles

Articles

GC Analysis of Basic Drugs on Equity®-5

From our library of Articles, Sigma-Aldrich presents GC Analysis of Basic Drugs on Equity®-5
Keywords: Chromatography, Gas chromatography, Purification

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?