N3876

(−)-Nicotine

≥99% (GC), liquid

• Synonim(y): (−)-1-Methyl-2-(3-pyridyl)pyrrolidine, (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine
• Wzór empiryczny (zapis Hilla): C₁₀H₁₄N₂
• Numer CAS: 54-11-5
• Masa cząsteczkowa: 162.23
• Beilstein: 82109
• Numer WE: 200-193-3
• Numer MDL: MFCD00006369
• Kod UNSPSC: 12352210
• Identyfikator substancji w PubChem: 24897663
• NACRES: NA.77

Właściwości

• Próba: ≥99% (GC)
• Postać: liquid
• aktywność optyczna: [α]20/D −169°(lit.)
• kolor: yellow
• współczynnik refrakcji: n20/D 1.5265 (lit.)
• rozpuszczalność: ethanol: 50 mg/mL
• gęstość: 1.010 g/mL at 20 °C (lit.)
• ciąg SMILES: 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
• Klucz InChI: SNICXCGAKADSCV-JTQLQIEISA-N
• informacje o genach: 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)

Opis

Opis ogólny

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

Zastosowanie

(-)-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

Działania biochem./fizjol.

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.

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06,GHS05,GHS09
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H300 + H310 + H330,H315,H318,H411
• Zwroty wskazujące środki ostrożności: P262 - P273 - P280 - P302 + P352 + P310 - P304 + P340 + P310 - P305 + P351 + P338
• Klasyfikacja zagrożeń: Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2
• Kod klasy składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): 213.8 °F - closed cup
• Temperatura zapłonu (°C): 101 °C - closed cup
• Środki ochrony indywidualnej: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter