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N5260

Sigma-Aldrich

(−)-Nicotine hydrogen tartrate salt

≥98% (TLC), powder

Synonym(s):

(−)-1-Methyl-2-(3-pyridyl)pyrrolidine (+)-bitartrate salt

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About This Item

Empirical Formula (Hill Notation):
C10H14N2 · 2C4H6O6
CAS Number:
65-31-6
Molecular Weight:
462.41
EC Number:
200-607-2
UNSPSC Code:
12352200
PubChem Substance ID:
24278591

assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

H2O: 50 mg/mL

SMILES string

CN1CCC[C@H]1C2=CC=CN=C2.C

InChI

1S/C10H14N2.CH4/c1-12-7-3-5-10(12)9-4-2-6-11-8-9;/h2,4,6,8,10H,3,5,7H2,1H3;1H4/t10-;/m0./s1

InChI key

RYYKFQGHMYGLEL-PPHPATTJSA-N

Gene Information

human ... CHRNA1(1134) , CHRNA10(57053) , CHRNA2(1135) , CHRNA3(1136) , CHRNA4(1137) , CHRNA5(1138) , CHRNA6(8973) , CHRNA7(1139) , CHRNA9(55584) , CHRNB1(1140) , CHRNB2(1141) , CHRNB3(1142) , CHRNB4(1143)

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Biochem/physiol Actions

Prototype nicotinic acetylcholine receptor agonist; naturally occurring isomer.

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2

Storage Class

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

wgk_germany

WGK 2

flash_point_f

289.8 °F

flash_point_c

143.2 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SLBD5902V
SLBD5910V
SLBC2533V
021M0183V
031M0066V

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Jonathan D Raybuck et al.
Behavioral neuroscience, 122(5), 1166-1171 (2008-10-01)
Varenicline, a partial agonist for a4ss2 nicotinic acetylcholine receptors (nAChRs) and full agonist for a7 nAChRs, has been approved for the treatment of smoking cessation. Although recent clinical trials support the efficacy of varenicline for managing global nicotine withdrawal symptoms
Jhodie R Duncan et al.
Journal of applied physiology (Bethesda, Md. : 1985), 107(5), 1579-1590 (2009-09-05)
During pregnancy, exposure to nicotine and other compounds in cigarette smoke increases the risk of the sudden infant death syndrome (SIDS) two- to fivefold. Serotonergic (5-HT) abnormalities are found, in infants who die of SIDS, in regions of the medulla
Song Xue et al.
Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco, 22(2), 172-179 (2018-11-20)
Tobacco is highly addictive, and after the development of dependence, it is difficult to quit smoking. Therefore, it is important to understand the factors that play a role in the initiation of smoking. The rewarding effects of nicotine play a
Adam J Prus et al.
Pharmacology, biochemistry, and behavior, 91(1), 150-154 (2008-07-23)
The Lewis (LEW) strain of rat appears more sensitive to nicotine than other strains in self-administration, conditioned place preference, and drug discrimination behavioral studies. The present study sought to further evaluate the behavioral effects of chronic nicotine treatment in the
Rachel L Poole et al.
Behavioral neuroscience, 128(5), 588-593 (2014-06-10)
Withdrawal from chronic nicotine is associated with cognitive deficits. Therapies that ameliorate cognitive deficits during withdrawal aid in preventing relapse during quit attempts. Withdrawal-induced deficits in contextual learning are associated with nicotinic acetylcholine receptor upregulation. The aim of the present
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