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3-(2-Pyrrolidinyl)pyridine

Product Name
3-(2-Pyrrolidinyl)pyridine
CAS No.
5746-86-1
Chemical Name
3-(2-Pyrrolidinyl)pyridine
Synonyms
DL-NORNICOTINE;(R,S)-NORNICOTINE;NORNICOTINE, DL-;(+/-)-NORNICOTINE;Nicotine USP RC F;(+/-)-nornicotine;DL-Nornicotine,96%;beta-dl-nornicotine;(+ -)-NORNICOTINE 98+%;Sertindole Impurity 20
CBNumber
CB4385206
Molecular Formula
C9H12N2
Formula Weight
148.21
MOL File
5746-86-1.mol
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3-(2-Pyrrolidinyl)pyridine Property

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
Flash point:
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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3063
Product name
Nicotine Related Compound F
Purity
pharmaceutical secondary standard, certified reference material
Packaging
50MG
Price
$461
Updated
2024/03/01
Sigma-Aldrich
Product number
N-071
Product name
(±)-Nornicotine solution
Purity
1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
1463371
Product name
Nicotine Related Compound F
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
20mg
Price
$1380
Updated
2024/03/01
Alfa Aesar
Product number
L10809
Product name
DL-Nornicotine, 98%
Packaging
10mg
Price
$69.1
Updated
2021/12/16
Alfa Aesar
Product number
L10809
Product name
DL-Nornicotine, 98%
Packaging
50mg
Price
$225
Updated
2021/12/16
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3-(2-Pyrrolidinyl)pyridine Chemical Properties,Usage,Production

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

A metabolite of Nicotine. 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).

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

Raw materials

Preparation Products

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3-(2-Pyrrolidinyl)pyridine Suppliers

Canada 1 China 124 Czech 1 France 2 Germany 4 Hungary 1 India 4 Russia 1 South Korea 1 Switzerland 1 Ukraine 1 United Kingdom 13 United States 39 Global 193
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View Lastest Price from 3-(2-Pyrrolidinyl)pyridine manufacturers

Career Henan Chemical Co
Product
2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine;Nicotine, 1'-demethyl-, (+-)- 5746-86-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-30

5746-86-1, 3-(2-Pyrrolidinyl)pyridineRelated Search:

Pyridine Polyvinylpyrrolidone Pyrrolidine Povidone iodine N-Methyl-2-pyrrolidone N-Vinyl-2-pyrrolidone 3-(Pyrrolidin-2-yl)pyridine hydrochloride 3-(pyrrolidin-2-yl)pyridine dihydrochloride Nicotine (+/-)-COTININE-D3 (-)-COTININE (+/-)-NICOTINE-METHYL-D3 (+)-3-[(2R)-1-Methyl-2-pyrrolidinyl]pyridine,3-[(2R)-1-Methyl-2-pyrrolidinyl]pyridine (+/-)-COTININE-D3 NICOTINE DITARTRATE DIHYDRATE (S)-3-(1-METHYL-2-PYRROLIDINYL)PYRIDINE, DI-D-TARTRATE,(S)-3-(1-METHYL-2-PYRROLIDINYL)PYRIDINE TARTRATE SALT 4-(2-PYRROLIDINYL)PYRIDINE METHYL-2-PYRROLIDONE

  • NORNICOTINE, DL-
  • (+/-)-NORNICOTINE
  • (R,S)-NORNICOTINE
  • (+-)-1’-demethylnicotine
  • beta-dl-nornicotine
  • 3-PYRROLIDIN-2-YLPYRIDINE
  • DL-NORNICOTINE
  • 2-[3-PYRIDYL]PYRROLIDINE
  • 2-[3-PYRIDYL]PYRROLIDONE
  • (+/-)-3-(2-PYRROLIDINYL)PYRIDINE
  • 3-(2-PYRROLIDINYL)PYRIDINE
  • DL-2-(3-Pyridyl)pyrrolidine
  • (+ -)-NORNICOTINE 98+%
  • DL-Nornicotine,96%
  • 2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine
  • Nicotine, 1'-demethyl-, (+-)-
  • Pyridine, 3-(2-pyrrolidinyl)-, (+-)- (9ci)
  • (±)-Nornicotine,2-(3-Pyridyl)pyrrolidine, 3-(2-Pyrrolidinyl)pyridine
  • DL-Nornicotine/3-(Pyrrolidin-2-yl)pyridine
  • 2-(3-Pyridinyl)pyrrolidine
  • 2-(Pyridin-3-yl)pyrrolidine
  • (RS)-Nornicotine (1.0 Mg/ML in Methanol)
  • 3-(2-Pyrrolidyl)pyridine
  • (±)-Nornicotine solution
  • Pyridine, 3-(2-pyrrolidinyl)-
  • Nicotine Related Compound F
  • Nicotine USP Related Compound F (rac-Nicotine EP Impurity F)
  • Nicotine USP RC F
  • Nicotine Related Compound F (20 mg)
  • (2S)-2-(3-Pyridinyl)pyrrolidinium
  • (+/-)-nornicotine
  • (+/-)-Nornicotine, 3-(2-Pyrrolininyl)pyridine
  • Nicotine Impurity F as Racemate
  • 3-[(2S)-pyrrolidin-2-yl]pyridine (nornicotine)
  • Nicotine EP Impurity F as Racemate
  • Sertindole Impurity 20
  • 5746-86-1
  • AMINE
  • BioChemical
  • Cell Biology
  • Cell Signaling and Neuroscience
  • Ion Channels
  • Ligand-Gated Ion Channels
  • Nicotinic Acetylcholine Receptor Modulators
  • Metabolites & Impurities
  • Aromatics
  • Chiral Reagents
  • Heterocycles
  • Mutagenesis Research Chemicals
  • pharmacetical
  • Nicotine Derivatives
  • Benzenes
  • Heterocycle-Pyridine series
  • Alkaloids