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N0267

Sigma-Aldrich

(±)-Nicotine

≥99% (TLC), liquid

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About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
22083-74-5
Molecular Weight:
162.23
Beilstein:
82108
MDL number:
MFCD00065370
UNSPSC Code:
12352210
eCl@ss:
39151701
PubChem Substance ID:
24897418
NACRES:
NA.77
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Quality Level

200

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.)

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

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Show Differences

1 of 4

This Item
N3018N3876D7909
(±)-Nicotine ≥99% (TLC), liquid

N0267

(±)-Nicotine

(±)-Nornicotine ≥98% (TLC), liquid

N3018

(±)-Nornicotine

(−)-Nicotine ≥99% (GC), liquid

N3876

(−)-Nicotine

Dicyclomine hydrochloride ≥99% (TLC), powder

D7909

Dicyclomine hydrochloride

form

liquid

form

liquid

form

liquid

form

powder

assay

≥99% (TLC)

assay

≥98% (TLC)

assay

≥99% (GC)

assay

≥99% (TLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

solubility

ethanol: 50 mg/mL

solubility

H2O: 20 mg/mL

solubility

ethanol: 50 mg/mL

solubility

H2O: 50 mg/mL

color

yellow

color

yellow

color

yellow

color

off-white

optical activity

[α]25/D 0°(lit.)

optical activity

-

optical activity

[α]20/D −169°(lit.)

optical activity

-

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[1]
  • as a standard for the determination of nicotine concentration using phase high-pressure liquid chromatography[2]
  • as a test compound to study its effects on fibril formation[3]

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.[4]
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.

Signal Word

Danger

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000458781
    0000458781
    0000401634
    0000401633
    0000401633

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    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
    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)
    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
    View All Related Papers

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