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Merck

N0267

(±)-Nicotine

≥99% (TLC), nicotinic acetylcholine receptor agonist, liquid

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A propos de cet article

Formule empirique (notation de Hill) :
C10H14N2
Numéro CAS:
Poids moléculaire :
162.23
UNSPSC Code:
12352210
eCl@ss:
39151701
PubChem Substance ID:
NACRES:
NA.77
Beilstein/REAXYS Number:
82108
MDL number:
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Nom du produit

(±)-Nicotine, ≥99% (TLC), liquid

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

assay

≥99% (TLC)

form

liquid

optical activity

[α]25/D 0°(lit.)

color

yellow

solubility

ethanol: 50 mg/mL

density

1.02 g/mL at 25 °C (lit.)

Quality Level

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Application

(±)-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

Biochem/physiol Actions

(±)-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.

Packaging

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.

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Danger

Hazard Classifications

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

Classe de stockage

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

wgk

WGK 3

flash_point_f

213.8 °F - closed cup

flash_point_c

101 °C - closed cup

ppe

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


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Consulter la Bibliothèque de documents

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)
The effect of nicotine on the mechanical properties of mesenchymal stem cells
Ruiz JP, et al.
Cell health and cytoskeleton, 4, 29-29 (2012)
Jennifer Schwestka et al.
Biotechnology and bioengineering, 117(4), 1037-1047 (2020-01-21)
The encapsulation of biopharmaceuticals into micro- or nanoparticles is a strategy frequently used to prevent degradation or to achieve the slow release of therapeutics and vaccines. Protein bodies (PBs), which occur naturally as storage organelles in seeds, can be used
Neal L Benowitz
Nicotine Safety and Toxicity, 3-7 (1998)
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

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