A251
A-85380 dihydrochloride
solid
Synonym(s):
3-((2S)-Azetidinylmethoxy)pyridine dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C9H12N2O · 2HCl
Molecular Weight:
237.13
UNSPSC Code:
12352200
PubChem Substance ID:
form
solid
optical activity
[α]20/D −5.2°, c = 0.5 in methanol(lit.)
color
off-white
solubility
H2O: 10 mg/mL
SMILES string
Cl[H].Cl[H].C1C[C@H](COc2cccnc2)N1
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.
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.
Storage Class Code
13 - Non Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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A G Horti et al.
Nuclear medicine and biology, 25(7), 599-603 (1998-11-06)
The in vivo brain regional distribution of 2-[18F]fluoro-A-85380, a novel tracer for positron emission tomographic (PET) studies, followed the regional densities of brain nAChRs reported in the literature. Evidence of binding to nAChRs and high specificity of the binding in
J P Sullivan et al.
Neuropharmacology, 35(6), 725-734 (1996-06-01)
The in vitro pharmacological properties of a novel cholinergic channel ligand, A-85380 [3-(2(S)-azetidinylmethoxy)pyridine], were examined using tissue preparations that express different putative nAChR subtypes. In radioligand binding studies, A-85380 is shown to be a potent and selective ligand for the
A G Mukhin et al.
Molecular pharmacology, 57(3), 642-649 (2000-02-29)
In an effort to develop selective radioligands for in vivo imaging of neuronal nicotinic acetylcholine receptors (nAChRs), we synthesized 5-iodo-3-(2(S)-azetidinylmethoxy)pyridine (5-iodo-A-85380) and labeled it with (125)I and (123)I. Here we present the results of experiments characterizing this radioiodinated ligand in
M A Abreo et al.
Journal of medicinal chemistry, 39(4), 817-825 (1996-02-16)
Recent evidence indicating the therapeutic potential of cholinergic channel modulators for the treatment of central nervous system (CNS) disorders as well as the diversity of brain neuronal nicotine acetylcholine receptors (nAChRs) have suggested an opportunity to develop subtype-selective nAChR ligands
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