2-(1-methylpyrrolidin-2-yl)pyridine

• ChemBase ID: 175110
• Molecular Formular: C10H14N2
• Molecular Mass: 162.23156
• Monoisotopic Mass: 162.11569846
• SMILES: c1cnc(cc1)C1CCCN1C
• Canonical SMILES: CN1CCCC1c1ccccn1
• InChI: InChI=1S/C10H14N2/c1-12-8-4-6-10(12)9-5-2-3-7-11-9/h2-3,5,7,10H,4,6,8H2,1H3
• InChIKey: AQCRXZYYMOXFAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-methylpyrrolidin-2-yl)pyridine
• IUPAC Traditional name: 2-(1-methylpyrrolidin-2-yl)pyridine
• Synonyms: 2-(1-Methyl-2-pyrrolidinyl)pyridine; ortho-Nicotine; o-Nicotine; 2-(1-Methyl-2-pyrrolidinyl)pyridine Diperchlorate; (+/-)-ortho-Nicotine Diperchlorate; (+/-)-2-(1-Methyl-2-pyrrolidinyl)pyridine Diperchlorate; rac-ortho-Nicotine Diperchlorate

Database IDs

• CAS Number: 147663-86-3; 23950-04-1
• PubChem SID: 164231020
• PubChem CID: 212128

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.1478888
• LogD (pH = 7.4): 0.6227915
• Log P: 1.3961958
• Molar Refractivity: 49.2079 cm^3
• Polarizability: 19.450293 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Clear Oil
• Boiling Point: 102-104°C at 36mHg

DETAILS

Toronto Research Chemicals - N412500

o-Nicotine is a Nicotine analog (N412420). o-Nicotine has high affinity for nicotinic receptor, and its ability to elicit neurotransmitter secretions make it a good candidate for treating cholinergic neurodegenerative diseases.

Toronto Research Chemicals - N417400

rac-ortho-Nicotine is an analogue of Nicotine (N412420).

REFERENCES

• Romano, C., et al.: Psychopharmacol., 74, 310 (1981)
• Wang, D., et al.: Drug Dev. Res., 45, 10 (1981)
• Fabro, S., et al.: Nature, 215, 296 (1967)
• El Gihani, M., et al.: Curr. Opin. Chem. Biol., 3, 11 (1967)
• Stephens, T., et al.: Chem. Br., 37, 38 (1967)