Merck
Todas as fotos(2)

N0267

Sigma-Aldrich

(±)-Nicotine

≥99% (TLC), liquid

Todas as fotos(2)
Empirical Formula (Hill Notation):
C10H14N2
Número CAS:
22083-74-5
Peso molecular:
162.23
Beilstein:
82108
Número MDL:
MFCD00065370
eCl@ss:
39151701
ID de substância PubChem:
24897418

Nível de qualidade

200

teor

≥99% (TLC)

forma

liquid

atividade óptica

[α]25/D 0°(lit.)

cor

yellow

solubilidade

ethanol: 50 mg/mL

densidade

1.02 g/mL at 25 °C (lit.)

SMILES string

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

InChI key

SNICXCGAKADSCV-UHFFFAOYSA-N

Gene Information

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

Embalagem

100, 500 mg in ampule
1 g in ampule

Ações bioquímicas/fisiológicas

Prototype nicotinic acetylcholine receptor agonist.
(±)-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.

Outras notas

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.

Pictogramas

Skull and crossbonesEnvironment
GHS06,GHS09

Palavra indicadora

Danger

Frases de perigo

H301 - H310 - H411

Classificações de perigo

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 2

Código de classe de armazenamento

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

WGK

WGK 3

Ponto de fulgor (ºF)

213.8 °F - closed cup

Ponto de fulgor (ºC)

101 °C - closed cup

Equipamento de proteção individual

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

Certificado de análise

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Certificado de origem

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Mais documentos

Structure Search

Quotes and Ordering

Bulk Quote-Order Product
The effect of nicotine on the mechanical properties of mesenchymal stem cells
Ruiz JP, et al.
Cell health and cytoskeleton, 4, 29-29 (2012)
Neal L Benowitz
Nicotine Safety and Toxicity, 3-7 (1998)
Alterations in the production and concentration of selected alkaloids as a function of rising atmospheric carbon dioxide and air temperature: implications for ethno-pharmacology
Ziska LH, et al.
Global Change Biology, 11(10), 1798-1807 (2005)
Guangxin Luan et al.
Experimental and therapeutic medicine, 23(1), 11-11 (2021-11-25)
Pulmonary emphysema is one of the most important pathological manifestations of chronic obstructive pulmonary disease and is commonly associated with cigarette smoking. Previous studies have indicated that necroptosis, a novel non-apoptotic cell death mechanism associated with inflammation and oxidative stress
Daniel A Kirschner et al.
Current Alzheimer research, 5(3), 288-307 (2008-06-10)
Targeting the initial formation of amyloid assemblies is a preferred approach to therapeutic intervention in amyloidoses, which include such diseases as Alzheimer's, Parkinson's, Huntington's, etc., as the early-stage, oligomers that form before the development of beta-conformation-rich fibers are thought to
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