3-(2-Pyrrolidinyl)pyridine - CAS 5746-86-1

Catalog:	BB029712
Product Name:	3-(2-Pyrrolidinyl)pyridine
CAS:	5746-86-1
Synonyms:	3-(2-pyrrolidinyl)pyridine; 3-pyrrolidin-2-ylpyridine

Technical Data

Related CAS:	494-97-3
IUPAC Name:	3-pyrrolidin-2-ylpyridine
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.
Molecular Weight:	148.20
Molecular Formula:	C9H12N2
Canonical SMILES:	C1CC(NC1)C2=CN=CC=C2
InChI:	InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2
InChI Key:	MYKUKUCHPMASKF-UHFFFAOYSA-N
Boiling Point:	107-108 ℃ / 2 mmHg
Melting Point:	235-236°C(Solv: ethanol (64-17-5))
Flash Point:	101°C
Purity:	≥ 95 %
Density:	1.074 g/cm³
Solubility:	Soluble in acetone, chloroform and water (50mg/mL).
Appearance:	Neat oil
Storage:	2-8°C
Decomposition:	When heated to decomposition it emits very toxic fumes of /oxides of nitrogen and hydrochloric acid
MDL:	MFCD00016913
LogP:	1.83490
Refractive Index:	1.54
Stability:	Hygroscopic, Light Sensitive, Moisture Sensitive
Vapor Pressure:	0.0097 [mmHg]

GHS Hazard Statement:	H302 (97.83%): Harmful if swallowed [Warning Acute toxicity, oral]
Precautionary Statement:	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-111983108-A	Chiral analysis method for main alkaloids in electronic smoke sol	20200903
CN-111983109-A	Chiral analysis method of alkaloid in tobacco or tobacco product	20200903
WO-2021122645-A1	Pesticidally active azole-amide compounds	20191220
WO-2021121933-A1	Method to produce a sheet of material containing alkaloids	20191218
WO-2021121938-A1	Sheet of a material containing alkaloids	20191218

PMID	Publication Date	Title	Journal
30906561	20190401	Nicotine oxidation by genetic variants of CYP2B6 and in human brain microsomes	Pharmacology research & perspectives
26536586	20150101	Nornicotine and Nicotine Induced Neovascularization via Increased VEGF/PEDF Ratio	Ophthalmic research
23100254	20121214	Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf	The Journal of biological chemistry
22580207	20120614	Nornicotine application on cockroach dorsal unpaired median neurons induces two distinct ionic currents: implications of different nicotinic acetylcholine receptors	Neuroscience letters
22119845	20120501	Disentangling the nature of the nicotine stimulus	Behavioural processes

Complexity:	125
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	148.100048391
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	2
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	148.100048391
Rotatable Bond Count:	1
Topological Polar Surface Area:	24.9 Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	0.2