3-(2-Pyrrolidinyl)pyridine

CAS No.：5746-86-1

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3-(2-Pyrrolidinyl)pyridine Basic information

Product Name:	3-(2-Pyrrolidinyl)pyridine
Synonyms:	NORNICOTINE, DL-;(+/-)-NORNICOTINE;(R,S)-NORNICOTINE;(+-)-1’-demethylnicotine;beta-dl-nornicotine;3-PYRROLIDIN-2-YLPYRIDINE;DL-NORNICOTINE;2-[3-PYRIDYL]PYRROLIDINE
CAS:	5746-86-1
MF:	C9H12N2
MW:	148.21
EINECS:	637-353-0
Product Categories:	Metabolites & Impurities;Aromatics;pharmacetical;Chiral Reagents;Heterocycles;Mutagenesis Research Chemicals;Alkaloids;Nicotine Derivatives;Benzenes;Heterocycle-Pyridine series
Mol File:	5746-86-1.mol

3-(2-Pyrrolidinyl)pyridine Chemical Properties

Melting point	235-236 °C(Solv: ethanol (64-17-5))
Boiling point	107-108°C 2mm
density	1,074 g/cm³
refractive index	1.54
Fp	101°C
storage temp.	2-8°C
solubility	H₂O: 50 mg/mL
form	liquid
pka	9.09±0.10(Predicted)
Specific Gravity	1.074
color	yellow
Water Solubility	Soluble in acetone, chloroform and water (50mg/ml).
Merck	14,6712
BRN	81968
Stability:	Hygroscopic, Light Sensitive, Moisture Sensitive
CAS DataBase Reference	5746-86-1(CAS DataBase Reference)

Safety Information

Hazard Codes	Xn,Xi,T,F
Risk Statements	20/21/22-36/37/38-39/23/24/25-23/24/25-11
Safety Statements	26-36/37-45-16-7
RIDADR	2810
WGK Germany	3
RTECS	QS6350000
F	3-10
HazardClass	6.1
PackingGroup	III
HS Code	29399990
Toxicity	LDLo ipr-rat: 6 mg/kg AJEBAK 25,83,47

MSDS Information

Provider	Language
SigmaAldrich	English
ALFA	English

3-(2-Pyrrolidinyl)pyridine Usage And Synthesis

Description	(±)-Nornicotine is a metabolite of nicotine that acts as a neuronal nicotinic acetylcholine receptor (nAChR) agonist. The α6 and α7 subunit-containing neuronal nAChRs are particularly responsive to nornicotine with EC₅₀ values of approximately 4 and 17 μM, respectively, when expressed in Xenopus oocytes. Nornicotine promotes cell migration and destabilizes cell-cell junctions in an endothelial cell line. It is generally thought to be free from abuse potential, but it has been self-administered by rats. It can be detected in urine.
Chemical Properties	Colourless Oil
Uses	A metabolite of Nicotine ((N412420). Can catalyze aqueous aldol reactions.
Uses	3-(2-Pyrrolidinyl)pyridine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine).
Uses	A metabolite of Nicotine. Can catalyze aqueous aldol reactions
Synthesis Reference(s)	Tetrahedron Letters, 37, p. 1137, 1996 DOI: 10.1016/0040-4039(96)00002-0
Safety Profile	Poison by intraperitoneal route.When heated to decomposition it emits very toxic fumesof NOx and HCl. See also NORNICOTINE

3-(2-Pyrrolidinyl)pyridine Preparation Products And Raw materials

Preparation Products

LY-2795050-->NORNICOTINE, DL-(RG)-->(+/-)-NICOTINE

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