Catalog Number: 1518
Chemical Name: 3-[(2S)-2-Azetidinylmethoxy]-5-iodopyridine dihydrochloride
Biological Activity

A highly potent and subtype-selective agonist for the α4β2 and α6β2 nicotinic acetylcholine receptors. Activates α-CTx-MII-sensitive and -insensitive components of [3H]dopamine release from rat striatal synaptosomes, corresponding to α6β2 and α4β2 (EC50 values are 12.7 and ~35 nM respectively). ~5000-, 25000- and 140000-fold selective over α3β4, α7 and muscle nAChR receptors respectively.

Precursor also available.
Technical Data
  • M.Wt:
    363.03
  • Formula:
    C9H11IN2O.2HCl
  • Solubility:
    Soluble to 100 mM in water and to 100 mM in DMSO
  • Purity:
    >99%
  • Storage:
    Desiccate at +4°C
  • CAS No:
    1217837-17-6
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Other Product-Specific Information:
Background References
  1. 2-, 5-, and 6-Halo-3-(2(S)-azetidinylmethoxy)pyridines: synthesis, affinity for nicotinic acetylcholine receptors, and molecular modeling.
    Koren et al.
    J.Med.Chem., 1998;41:3690
  2. Functional responses and subunit composition of presynaptic nicotinic receptor subtypes explored using the novel agonist 5-iodo-A-85380.
    Mogg et al.
    Neuropharmacology, 2004;47:848
  3. 5-Iodo-A-85380, an α4β2 subtype-selective ligand for nicotinic acetylcholine receptors.
    Mukhin et al.
    Mol.Pharmacol., 2000;57:642
Citations:

The citations listed below are publications that use Tocris products. Selected citations for 5-Iodo-A-85380 dihydrochloride include:

3 Citations: Showing 1 - 3
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  1. Sazetidine-A Activates and Desensitizes Native α7 Nicotinic Acetylcholine Receptors.
    Authors: Brown and Wonnacott
    Pharmacol Res Perspect 2015;40:2047
  2. Pharmacological Characterisation of Nicotinic Acetylcholine Receptors Expressed in Human iPSC-Derived Neurons.
    Authors: Chatzidaki Et al.
    Neurochem Res 2015;10:e0125116
  3. Photoaffinity labeling the agonist binding domain of alpha4beta4 and alpha4beta2 neuronal nicotinic acetylcholine receptors with [(125)I]epibatidine and 5[(125)I]A-85380.
    Authors: Hamouda Et al.
    Biochim Biophys Acta 2009;1788:1987
Tocris Small Molecules
Description Application Cat# Citations Images  

5-Iodo-A-85380, 5-trimethylstannyl N-BOC derivative

1527  
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