(±)-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
| assay | ≥99% (TLC) |
| color | yellow |
| density | 1.02 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C10H14N2/c1-12-7-3-5-1 |
| InChI key | SNICXCGAKADSCV-UHFFFAOYSA |
| 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. |
| Symbol | ![]() GHS06,GHS09 |
| Signal word | Danger |
| Hazard statements | H301 - H310 - H411 |
| Precautionary statements | P262 - P264 - P273 - P280 - P301 + P310 - P302 + P352 + P310 |
| Hazard Codes | T+,N |
| Risk Statements | 25-27-51/53 |
| Safety Statements | 36/37-45-61 |
| RIDADR | UN 1654 6.1 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 213.8 °F - closed cup |
| Flash Point(C) | 101 °C - closed cup |
| Purity | ≥99% (TLC) |
| Density | 1.02 g/mL at 25 °C (lit.) |
| UNSPSC | 12352210 |



