3-(azetidin-2-ylmethoxy)pyridine dihydrochloride

• ChemBase ID: 131575
• Molecular Formular: C9H14Cl2N2O
• Molecular Mass: 237.12626
• Monoisotopic Mass: 236.04831844
• SMILES: c1cc(cnc1)OCC1CCN1.Cl.Cl
• Canonical SMILES: C1CC(N1)COc1cccnc1.Cl.Cl
• InChI: InChI=1S/C9H12N2O.2ClH/c1-2-9(6-10-4-1)12-7-8-3-5-11-8;;/h1-2,4,6,8,11H,3,5,7H2;2*1H
• InChIKey: GVEVDINKRFDXFP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(azetidin-2-ylmethoxy)pyridine dihydrochloride
• IUPAC Traditional name: 3-(azetidin-2-ylmethoxy)pyridine dihydrochloride
• Synonyms: 3-((2S)-Azetidinylmethoxy)pyridine dihydrochloride; A-85380 dihydrochloride

Database IDs

• PubChem SID: 24890663; 162225853
• PubChem CID: 16218874

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.0817418
• LogD (pH = 7.4): -2.1485188
• Log P: 0.18170057
• Molar Refractivity: 45.6553 cm^3
• Polarizability: 18.268715 Å^3
• Polar Surface Area: 34.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: off-white solid
• Optical Rotation: [α]20/D -5.2°, c = 0.5 in methanol(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - A251

Biochem/physiol Actions
Potent and selective neuronal nicotinic acetylcholine receptor (nAChR) agonist.
Caution
Hygroscopic
Legal Information
Manufactured and sold under exclusive license from Abbott Laboratories.
Application
The 5-125I-analog has been used as a selective radioligand for the α4β2 nAChR subtype. Fluorinated analogs have been used for PET imaging of nAChRs.