(+/-)-NICOTINE

(+/-)-NICOTINE Basic information
Product Name:(+/-)-NICOTINE
Synonyms:1-METHYL-2-(3-PYRIDYL)PYRROLIDINE;BLACK LEAF 40;(+/-)-NICOTINE;NICOTINE;(r,s)-nicotine;3-(1-methyl-2-pyrrolidinyl)-pyridin;3-(1-methyl-pyrrolidin-2-yl)-pyridine;rac-Nicotine
CAS:22083-74-5
MF:C10H14N2
MW:162.23
EINECS:
Product Categories:AgonistsIon Channels;Cholinergics;Nicotine Derivatives;Ligand-Gated Ion Channels;Neurotransmitters;Nicotinic Acetylcholine Receptor Modulators;Neurochemicals
Mol File:22083-74-5.mol
(+/-)-NICOTINE Structure
(+/-)-NICOTINE Chemical Properties
Melting point -79 °C
Boiling point 67°C/0.5 mm
density 1.02 g/mL at 25 °C(lit.)
Fp 101 °C
storage temp. Refrigerator
solubility ethanol: 50 mg/mL
pka8.02(at 25℃)
form liquid
color yellow
optical activity[α]25/D 0°(lit.)
BRN 82108
Stability:Air Sensitive
CAS DataBase Reference22083-74-5(CAS DataBase Reference)
Safety Information
Hazard Codes T+,N
Risk Statements 25-27-51/53
Safety Statements 36/37-45-61
RIDADR UN 1654 6.1/PG 2
WGK Germany 3
RTECS QS5257500
MSDS Information
ProviderLanguage
SigmaAldrich English
(+/-)-NICOTINE Usage And Synthesis
Chemical Properties(+/-)-NICOTINE is Colourless Liquid
UsesThis is the unnatural isomer of Nicotine
Uses(+/-)-NICOTINE is an alkaloid isolated from plants. It is an active stimulant, having both addictive and carcinogenic properties.
UsesNicotine is an alkaloid isolated from plants. Nicotine is an active stimulant, having both addictive and carcinogenic properties. Nicotine can be absorbed through the alimentary canal, respiratory tra ct and intact skin. Nicotine is used in the treatment of smoking withdrawal syndrome. Nicotine has been used as an anthelmintic.
DefinitionChEBI: 3-(1-methylpyrrolidin-2-yl)pyridine is an N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2. It is a N-alkylpyrrolidine, a pyridine alkaloid and a pyrrolidine alkaloid.
Biochem/physiol ActionsPrototype nicotinic acetylcholine receptor agonist.
Purification Methods(+/-)-NICOTINE is purified by fractional distillation. Its solubility in EtOH is ~5%. The picrate forms yellow needles from hot H2O and has m 219o. The methiodide has m 219o (from MeOH). [Craig J Am Chem Soc 55 2854 1933, Nakane & Hutchinson J Org Chem 43 3922 1978, Beilstein 23/6 V 64.] POISONOUS.
(+/-)-NICOTINE-D4 (+/-)-NICOTINE 98%nicotine NICOTINE BI-L-(+)-TARTRATE (-)-NICOTINE D-(+)-HYDROGEN TARTRATE (+/-)-NICOTINE-D3 SALICYLATE SALT (Nicotine Metabolite) NICOTINE, D [N-METHYL 14C] NICOTINE, L-, [N-METHYL-3H] NICOTINE, DL-, [N-METHYL-3H] (+/-)-COTININE-D3 Nicotine (-)-COTININE rac trans-4-Cotininecarboxylic Acid Nicotine Sulfate (40-45% in Water as Nicotine base) NICOTINE SALICYLATE DL-Nicotine-d3 (methyl-d3),TRIDEUTEROMETHYL-NICOTINE,dl-nicotine-methyl-d3,nicotine-d3(methyl-d3) (+)-NICOTINE (+)-DI-P-TOLUOYLTARTRATE SALT

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