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Merck
CN

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编号:
UNSPSC代码:
12352210
eCl@ss:
39151701
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥99% (TLC)

形式

liquid

旋光性

[α]25/D 0°(lit.)

颜色

yellow

溶解性

ethanol: 50 mg/mL

密度

1.02 g/mL at 25 °C (lit.)

SMILES字符串

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 key

SNICXCGAKADSCV-UHFFFAOYSA-N

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应用

(±)-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.

警示用语:

Danger

危险分类

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

WGK

WGK 3

闪点(°F)

213.8 °F

闪点(°C)

101 °C

个人防护装备

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

法规信息

监管及禁止进口产品

分析证书(COA)

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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
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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