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N0267

Sigma-Aldrich

(±)-Nicotine

≥99% (TLC), liquid

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About This Item

Fórmula empírica (Notação de Hill):
C10H14N2
Número CAS:
22083-74-5
Peso molecular:
162.23
Beilstein:
82108
Número MDL:
MFCD00065370
Código UNSPSC:
12352210
eCl@ss:
39151701
ID de substância PubChem:
24897418
NACRES:
NA.77

Nível de qualidade

200

Ensaio

≥99% (TLC)

Formulário

liquid

atividade óptica

[α]25/D 0°(lit.)

cor

yellow

solubilidade

ethanol: 50 mg/mL

densidade

1.02 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

CN1CCCC1c2cccnc2

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

chave InChI

SNICXCGAKADSCV-UHFFFAOYSA-N

Informações sobre genes

human ... CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137)
rat ... Chrna3(25101) , Chrna4(25590) , Chrna7(25302)

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Aplicação

(±)-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

Ações bioquímicas/fisiológicas

(±)-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.
Prototype nicotinic acetylcholine receptor agonist.

Embalagem

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.

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Irrit. 2

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

213.8 °F - closed cup

Ponto de fulgor (°C)

101 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
089M4110V
13181121
088M4104V
038M4017V
057M4047V

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Nicotine Safety and Toxicity, 3-7 (1998)
The effect of nicotine on the mechanical properties of mesenchymal stem cells
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W Sihver et al.
Neuroscience, 94(3), 685-696 (1999-12-01)
The laminar binding distribution of three nicotinic receptor agonists, [3H](-)nicotine, [3H]cytisine, and [3H]epibatidine, and their relation to the [3H]vesamicol binding, which is known to represent the vesicular acetylcholine transport sites, was performed employing in vitro autoradiography on the medial temporal
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