3-[(2S)-azetidin-2-ylmethoxy]-2-fluoropyridine

• ChemBase ID: 169073
• Molecular Formular: C9H11FN2O
• Molecular Mass: 182.1948432
• Monoisotopic Mass: 182.0855412
• SMILES: c1(cccnc1F)OC[C@H]1NCC1
• Canonical SMILES: Fc1ncccc1OC[C@@H]1CCN1
• InChI: InChI=1S/C9H11FN2O/c10-9-8(2-1-4-12-9)13-6-7-3-5-11-7/h1-2,4,7,11H,3,5-6H2/t7-/m0/s1
• InChIKey: GVOOYVOZPRROMP-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-azetidin-2-ylmethoxy]-2-fluoropyridine
• IUPAC Traditional name: 3-[(2S)-azetidin-2-ylmethoxy]-2-fluoropyridine
• Synonyms: 2-Fluoro-A 85380 Tartrate Salt; 3-[(2S)-2-Azetidinylmethoxy]-2-fluoropyridine Tartrate; F-A 85380 Tartrate

Database IDs

• PubChem SID: 162263205
• PubChem CID: 10241442

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.4797194
• LogD (pH = 7.4): -1.5495077
• Log P: 0.7183332
• Molar Refractivity: 46.8864 cm^3
• Polarizability: 17.965338 Å^3
• Polar Surface Area: 34.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F575000

A fluoro derivative of A-85380, a potent and selective ligand for the human α4β2 nicotinic acetylcholine receptor (nAChR) subtype. A new positron emission tomography ligand for nicotinic receptors. A PET precursor.

REFERENCES

• Gatehouse, D., et al.: Mutat. Res., 312, 217 (1994)
• Abreo, M., et al.: J. Med. Chem., 39, 817 (1994)
• Valette, H., et al.: Life Sci., 64, PL93 (1994)