A251
Sigma

A-85380 dihydrochloride

solid

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Synonym

3-((2S)-Azetidinylmethoxy)pyridine dihydrochloride

Molecular Formula

C₉H₁₂N₂O · 2HCl

Molecular Weight

237.13

PubChem Substance ID

24890663

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Descriptions

Biochem/physiol Actions

Potent and selective neuronal nicotinic acetylcholine receptor (nAChR) agonist.

Caution

Hygroscopic

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.

Legal Information

Manufactured and sold under exclusive license from Abbott Laboratories.

Properties

form

solid

optical activity

[α]20/D −5.2°, c = 0.5 in methanol(lit.)

color

off-white

solubility

H₂O: 10 mg/mL

References

Reference

Abreo, M.A., et al., Novel 3-pyridyl ethers with subnanomolar affinity for central neuronal nicotinic acetylcholine receptors. J. Med. Chem. 39, 817-825, (1996) abstract

Mukhim, A.G., et al., 5-Iodo-A-85380, an α4β2 subtype-selective ligand for nicotinic acetylcholine receptors. Mol. Pharmacol. 57, 642-649, (2000) abstract

Sullivan, J.P., et al., A-85380 [3-(2(S)-Azetidinylmethoxy)pyridine]: In vitro pharmacological properties of a novel, high affinity α4β2 nicotinic acetylcholine receptor ligand. Neuropharmacology 35, 725-735, (1996)

Horti, A.G., et al., 2-[¹⁸F]Fluoro-A-85380, an in vivo tracer for the nicotinic acetylcholine receptors. Nucl. Med. Biol. 25, 599-603, (1998) abstract

Safety

WGK Germany