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Merck

N0267

Sigma-Aldrich

(±)-尼古丁

≥99% (TLC), liquid

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About This Item

经验公式(希尔记法):
C10H14N2
CAS号:
分子量:
162.23
Beilstein:
82108
MDL號碼:
分類程式碼代碼:
12352210
eCl@ss:
39151701
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥99% (TLC)

形狀

liquid

光學活性

[α]25/D 0°(lit.)

顏色

yellow

溶解度

ethanol: 50 mg/mL

密度

1.02 g/mL at 25 °C (lit.)

SMILES 字串

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 密鑰

SNICXCGAKADSCV-UHFFFAOYSA-N

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應用

(±)-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

生化/生理作用

(±)-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.

訊號詞

Danger

危險分類

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

儲存類別代碼

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

水污染物質分類(WGK)

WGK 3

閃點(°F)

213.8 °F - closed cup

閃點(°C)

101 °C - closed cup

個人防護裝備

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


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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)
Neal L Benowitz
Nicotine Safety and Toxicity, 3-7 (1998)
The effect of nicotine on the mechanical properties of mesenchymal stem cells
Ruiz JP, et al.
Cell health and cytoskeleton, 4, 29-29 (2012)
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
Monica E Cornelius et al.
Tobacco control, 24 Suppl 3, iii4-iii10 (2014-06-12)
This paper examines trends in cigarette prices and corresponding purchasing patterns over a 9-year period and explores characteristics associated with the quantity and location of cigarettes purchased by adult smokers in the USA. The data for this paper come from

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