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Submit Review5-Iodo-A-85380 dihydrochloride
Discontinued Product
5-Iodo-A-85380 dihydrochloride (Cat. No. 1518) has been withdrawn from sale for commercial reasons.
Description: High affinity α4β2 and α6β2 subtype-selective nAChR agonist
Chemical Name: 3-[(2S)-2-Azetidinylmethoxy]-5-iodopyridine dihydrochloride
Purity: ≥99% (HPLC)
Biological Activity for 5-Iodo-A-85380 dihydrochloride
5-Iodo-A-85380 dihydrochloride is a 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 for 5-Iodo-A-85380 dihydrochloride
| M. Wt | 363.03 |
| Formula | C9H11IN2O.2HCl |
| Storage | Desiccate at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 1217837-17-6 |
| PubChem ID | 54758463 |
| InChI Key | ZJVVFYWEBSHGBV-JZGIKJSDSA-N |
| Smiles | IC1=CN=CC(OC[C@@H]2CCN2)=C1.Cl.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for 5-Iodo-A-85380 dihydrochloride
References for 5-Iodo-A-85380 dihydrochloride
References are publications that support the biological activity of the product.
Koren et al (1998) 2-, 5-, and 6-Halo-3-(2(S)-azetidinylmethoxy)pyridines: synthesis, affinity for nicotinic acetylcholine receptors, and molecular modeling. J.Med.Chem. 41 3690 PMID: 9733494
Mogg et al (2004) Functional responses and subunit composition of presynaptic nicotinic receptor subtypes explored using the novel agonist 5-iodo-A-85380. Neuropharmacology 47 848 PMID: 15527819
Mukhin et al (2000) 5-Iodo-A-85380, an α4β2 subtype-selective ligand for nicotinic acetylcholine receptors. Mol.Pharmacol. 57 642 PMID: 10692507
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Keywords: 5-Iodo-A-85380 dihydrochloride, 5-Iodo-A-85380 dihydrochloride supplier, High, affinity, α4β2, a4b2, α6β2, alpha6beta2, a6b2, subtype-selective, agonists, nicotinic, Receptors, Acetylcholine, nAChR, Non-Selective, Subtypes, Other, 5IA85380, Nicotinic, (Other, Subtypes), (a4b2), 1518, Tocris Bioscience
3 Citations for 5-Iodo-A-85380 dihydrochloride
Citations are publications that use Tocris products. Selected citations for 5-Iodo-A-85380 dihydrochloride include:
Chatzidaki et al (2015) Pharmacological Characterisation of Nicotinic Acetylcholine Receptors Expressed in Human iPSC-Derived Neurons. Neurochem Res 10 e0125116 PMID: 25906356
Hamouda et al (2009) Photoaffinity labeling the agonist binding domain of alpha4beta4 and alpha4beta2 neuronal nicotinic acetylcholine receptors with [(125)I]epibatidine and 5[(125)I]A-85380. Biochim Biophys Acta 1788 1987 PMID: 19545536
Brown and Wonnacott (2015) Sazetidine-A Activates and Desensitizes Native α7 Nicotinic Acetylcholine Receptors. Pharmacol Res Perspect 40 2047 PMID: 24728867
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Literature in this Area
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Nicotinic ACh Receptors Scientific Review
Updated in 2014, this review by Sue Wonnacott summarizes the diverse structure and function of nicotinic acetylcholine receptors and gives an in-depth review of the ligands available for nAChR research. Compounds available from Tocris are listed.
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