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36733

Supelco

(−)-Nicotine

PESTANAL®, analytical standard

Synonym(s):

(−)-1-Methyl-2-(3-pyridyl)pyrrolidine, (S)-3-(1-Methyl-2-pyrrolidinyl)pyridine

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About This Item

Empirical Formula (Hill Notation):
C10H14N2
CAS Number:
54-11-5
Molecular Weight:
162.23
Beilstein:
82109
EC Number:
200-193-3
MDL number:
MFCD00006369
UNSPSC Code:
41116107
PubChem Substance ID:
329755481
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.5265 (lit.)

density

1.010 g/mL at 20 °C (lit.)

application(s)

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

SMILES string

CN1CCC[C@H]1c2cccnc2

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/t10-/m0/s1

InChI key

SNICXCGAKADSCV-JTQLQIEISA-N

Gene Information

human ... CHRNA2(1135) , CHRNA4(1137) , CHRNB2(1141)

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Related Categories

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - 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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH6746
BCBW4394
BCBS3296V
BCBS3296
SZBE205XV

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USP

USP

1463382

Nicotine Related Compound G

Nicotine solution NMR reference standard, 20 mg/mL in acetone-d6 (99.9 atom % D), TMS 0.05 %, CFCl3 0.4 %, NMR tube size 5 mm × 8 in.

Supelco

613223

Nicotine solution

Ramkrishna Mehendale et al.
American journal of obstetrics and gynecology, 197(4), 363-363 (2007-10-02)
Excess soluble vascular endothelial growth factor receptor, fms-like tyrosine kinase-1 (sFlt-1), and reduced placental growth factor (PlGF) mediate the genesis of preeclampsia. Cigarette smoking reduces the risk of preeclampsia. We hypothesized that placental secretion of sFlt-1 and PlGF was affected
Kang Li et al.
Annals of translational medicine, 9(9), 805-805 (2021-07-17)
Atherosclerosis is a chronic disease, with smoking being an independent risk factor. Irisin, a factor produced by myocytes, is expected to treat smoking-related arteriosclerosis, however its specific mechanism remains unclear. Forty Apoe-/- mice with nicotine intervention were involved in this
Charles C Horn et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 306(5), R341-R351 (2014-01-17)
Signals from the vestibular system, area postrema, and forebrain elicit nausea and vomiting, but gastrointestinal (GI) vagal afferent input arguably plays the most prominent role in defense against food poisoning. It is difficult to determine the contribution of GI vagal
Wen-Cheng Lo et al.
Cell transplantation, 29, 963689720947348-963689720947348 (2020-08-08)
Besides inhalation, a few studies have indicated that the uptake of nicotine through air or clothing may be a significant pathway of its exposure among passive smokers. Nicotine is well known to exert various physiological impacts, including stimulating sympathetic nervous
Charles C Horn et al.
American journal of physiology. Gastrointestinal and liver physiology, 298(1), G25-G30 (2009-11-07)
Nausea and emesis are common side effects of gastrointestinal disease. Reports indicate that ghrelin and endocannabinoids, agents that stimulate appetite, also reduce emesis evoked by chemotherapy treatment, which suggests that stimulation of feeding inhibits the emetic system. In the following
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