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494-97-3 molecular structure
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3-(pyrrolidin-2-yl)pyridine

ChemBase ID: 12357
Molecular Formular: C9H12N2
Molecular Mass: 148.20498
Monoisotopic Mass: 148.10004839
SMILES and InChIs

SMILES:
c1cncc(c1)C1CCCN1
Canonical SMILES:
C1CNC(C1)c1cccnc1
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
InChIKey:
MYKUKUCHPMASKF-UHFFFAOYSA-N

Cite this record

CBID:12357 http://www.chembase.cn/molecule-12357.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-(pyrrolidin-2-yl)pyridine
IUPAC Traditional name
pyridine, 3-(2-pyrrolin-2-yl)
(+-)-nornicotine
2-(3-pyridyl)pyrrolidine
Synonyms
DL-Nornicotine
2-(3-Pyridyl)pyrrolidine
(±)-Nornicotine
3-(2S)-2-Pyrrolidinylpyridine
1'-Demethylnicotine
(-)-(S)-Nornicotine
(-)-Nornicotine
(S)-(-)-Nornicotine
(S)-2-(3-Pyridyl)pyrrolidine
Nornicotin
Nornicotine
l-Nornicotine
(S)-Nornicotine
(±)-1'-Demethylnicotine
(±)-3-(2-Pyrrolidinyl)pyridine
(±)-Nornicotine
2-(3-Pyridinyl)pyrrolidine
3-(Pyrrolidin-2-yl)pyridine
(RS)-Nornicotine
DL-2-(3-Pyridyl)pyrrolidine
DL-Nornicotine
3-(2-Pyrrolidinyl)pyridine
(±)-NORNICOTINE
2-(Pyridin-3-yl)pyrrolidine
3-(Pyrrolidin-2-yl)pyridine
3-pyrrolidin-2-ylpyridine
DL-降烟碱
CAS Number
494-97-3
5746-86-1
MDL Number
MFCD00016913
Beilstein Number
81968
Merck Index
146712
PubChem SID
24897615
160975664
PubChem CID
412

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -2.4496567  LogD (pH = 7.4) -1.8956487 
Log P 0.7794868  Molar Refractivity 44.3603 cm3
Polarizability 17.60328 Å3 Polar Surface Area 24.92 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Methanol expand Show data source
Acetone expand Show data source
Chloroform expand Show data source
DMSO expand Show data source
H2O: soluble50 mg/mL expand Show data source
H2O: soluble50 mg/mL, clear, faintly yellow expand Show data source
Water expand Show data source
Apperance
Colourless Oil expand Show data source
Pale Yellow to Reddish Brown Oil expand Show data source
yellow liquid expand Show data source
Boiling Point
107-108°C/2mm expand Show data source
107-108°C/2mm expand Show data source
107-108-2mm°C expand Show data source
108-110°C/0.5 mm expand Show data source
Flash Point
101°C expand Show data source
101°C(213°F) expand Show data source
Density
1.074 expand Show data source
Refractive Index
1.5400 expand Show data source
1.5490 expand Show data source
Hydrophobicity(logP)
0.437 expand Show data source
Storage Condition
0°C expand Show data source
Refrigerator expand Show data source
Refrigerator, under inert atmosphere expand Show data source
Storage Warning
Harmful/Irritant expand Show data source
IRRITANT, IRRITANT-HARMFUL, KEEP COLD expand Show data source
RTECS
QS6350000 expand Show data source
QS6405000 expand Show data source
European Hazard Symbols
X expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
UN2810 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
III expand Show data source
Risk Statements
20/21/22-36/37/38 expand Show data source
20/21/22-36/38 expand Show data source
Safety Statements
26-36/37 expand Show data source
9-26-36/37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H312-H315-H319-H332-H335 expand Show data source
H331-H302-H312-H315-H319 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
mouse ... Chrna1(11435), Chrna7(11441)rat ... Chrna4(25590) expand Show data source
Purity
≥98% (TLC) expand Show data source
≥98.0% (GC) expand Show data source
95% expand Show data source
98% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C9H12N2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02155954 external link
(3-(2-Pyrrolidinyl)pyridine) Purity: 98%
Sigma Aldrich - N3018 external link
Biochem/physiol Actions
Nicotinic acetylcholine receptor agonist; active metabolite of nicotine; tobacco alkaloid.
Toronto Research Chemicals - N757000 external link
(RS)-Nornicotine 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 sign
Toronto Research Chemicals - N756995 external link
(S)-Nornicotine is a metabolite of Nicotine (N412420). Can catalyze aqueous aldol reactions.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Hecht, S., et al.: Carcinogenesis, 9, 875 (1988)
  • • Rivenson, A., et al.: Cancer Res., 48, 6912 (1988)
  • • Hoffmann, D., et al.: Chem. Res. Toxicol., 14, 767 (1988)
  • • Kool, J., et al.: J. Med. Chem., 49, 3287 (1988)
  • • Kool, J., et al.: Drug Metab. Dispos., 35, 6
  • • Wynder, E.L., et al.: Tobacco and Tobacco Smoke, Studies in Experimental Carcinogenesis Academic Press, Inc., New York, 377 (1968)
  • • Kool, J., et al.: J. Med. Chem., 49, 3287 (1968)
  • • Kool, J., et al.: Drug Metab. Dispos., 35, 640 (1968)
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PATENTS

PATENTS

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INTERNET

INTERNET

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