N3876

(−)-Nicotine

≥99% (GC), liquid

• Sinonimo/i: (−)-1-Methyl-2-(3-pyridyl)pyrrolidine, (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine
• Formula empirica (notazione di Hill): C₁₀H₁₄N₂
• Numero CAS: 54-11-5
• Peso molecolare: 162.23
• Beilstein: 82109
• Numero CE: 200-193-3
• Numero MDL: MFCD00006369
• Codice UNSPSC: 12352210
• ID PubChem: 24897663
• NACRES: NA.77

Proprietà

• Saggio: ≥99% (GC)
• Forma fisica: liquid
• Attività ottica: [α]20/D −169°(lit.)
• Colore: yellow
• Indice di rifrazione: n20/D 1.5265 (lit.)
• Solubilità: ethanol: 50 mg/mL
• Densità: 1.010 g/mL at 20 °C (lit.)
• Stringa SMILE: CN1CCC[C@H]1c2cccnc2
• 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/t10-/m0/s1; SNICXCGAKADSCV-JTQLQIEISA-N
• Informazioni sul gene: human ... CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNB2(1141) , CHRNB4(1143) , CYP2A6(1548) , KCNH1(3756) ; mouse ... Chrna7(11441) , Chrnb1(11443) ; rat ... Chrna1(79557) , Chrna2(170945) , Chrna4(25590) , Chrna7(25302) , Chrnb2(54239) , Chrnb4(25103)

Descrizione

Descrizione generale

Nicotine is the most abundant alkaloid found in the leaves of Nicotiana species. It is a major toxic agent.

Applicazioni

(-)-Nicotine has been used:

• to stimulate neutrophils in extracellular DNA fluorescence assay and in immunostaining of neutrophils
• to study the effects of chronic neonatal nicotine exposure on nicotinic acetylcholine receptor (nAChR) binding, cell death and morphology in hippocampus and cerebellum
• in an in vitro study to evaluate the effect of root exposure to nicotine or cotinine on the morphology and density of fibroblasts

Azioni biochim/fisiol

Nicotine binds to nicotinic acetylcholine receptors and exhibit both neuroprotective and neurotoxic effects on the developing brain. It is associated with lung cancer development and reduces the efficiency of chemotherapeutic agents. In addition, nicotine has an ability to impair phagocytic host defense and also increase reactive oxygen species (ROS) associated injury. It also stops Akt/ protein kinase B (PKB) deactivation and decreases spontaneous death of neutrophils. Nicotine is used to treat Alzheimer′s and Parkinson′s disease.

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS05,GHS09
• Avvertenze: Danger
• Indicazioni di pericolo: H300 + H310 + H330,H315,H318,H411
• Consigli di prudenza: P262 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Classi di pericolo: Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 213.8 °F - closed cup
• Punto d’infiammabilità (°C): 101 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter