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Review

5-[123I]Iodo-3-[2(S)-2-azetidinylmethoxy]pyridine

Kam Leung  1
In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004.
[updated ].
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Review

5-[123I]Iodo-3-[2(S)-2-azetidinylmethoxy]pyridine

Kam Leung.
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Excerpt

Neuronal nicotinic cholinergic receptors (nAChRs) are a heterogeneous family of ligand-gated ion channels expressed in the central nervous system, where their activation by acetylcholine and nicotine always causes a rapid increase in cellular permeability to ions, such as Na+ and Ca2+ (1-3). Nicotinic receptors exist as pentamers (homomeric or heteromeric) in various brain regions and ganglia. There are nine subtypes of ligand-binding α (α2-α10) and four subtypes of structural β (β2-β5) receptors. nAChRs have been to be involved in cognitive processes such as learning memory and control of movement in normal subjects. Dysfunction of nAChR has been implicated to a number of human diseases such as schizophrenia, Huntington's disease, Alzheimer's disease (AD) and Parkinson's disease. nAChRs also play a significant role in nicotine addiction and other health problems associated with tobacco smoking.

3-[2(S)-2-Azetidinylmethoxy]pyridine (A-85380) is a highly potent and selective α4β2 nAChR agonist with subnanomolar affinity (4, 5). 6-[18F]Fluoro-A-85380 and 2-[18F]fluoro-A-85380 have been studied in humans as PET agents for α4β2 nAChR imaging in the brain. A-85380 has also been labeled as 5-[123I]iodo-3-[2(S)-2-azetidinylmethoxy]pyridine (5-[123I]iodo-A-85380). 5-[123I]iodo-A-85380 (5-[123I]IA) is being developed as a single photon emission computed tomography (SPECT) agent for the non-invasive study of nAChR in the brain.

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References

    1. Alkondon M. , Albuquerque E.X. The nicotinic acetylcholine receptor subtypes and their function in the hippocampus and cerebral cortex. Prog Brain Res. 2004; 145 :109–20. - PubMed
    1. Gotti C. , Riganti L. , Vailati S. , Clementi F. Brain neuronal nicotinic receptors as new targets for drug discovery. Curr Pharm Des. 2006; 12 (4):407–28. - PubMed
    1. Hogg R.C. , Raggenbass M. , Bertrand D. Nicotinic acetylcholine receptors: from structure to brain function. Rev Physiol Biochem Pharmacol. 2003; 147 :1–46. - PubMed
    1. Abreo M.A. , Lin N.H. , Garvey D.S. , Gunn D.E. , Hettinger A.M. , Wasicak J.T. , Pavlik P.A. , Martin Y.C. , Donnelly-roberts D.L. , Anderson D.J. , Sullivan J.P. , Williams M. , Arneric S.P. , Holladay M.W. Novel 3-Pyridyl ethers with subnanomolar affinity for central neuronal nicotinic acetylcholine receptors. J Med Chem. 1996; 39 (4):817–25. - PubMed
    1. Sullivan J.P. , Donnelly-Roberts D. , Briggs C.A. , Anderson D.J. , Gopalakrishnan M. , Piattoni-Kaplan M. , Campbell J.E. , McKenna D.G. , Molinari E. , Hettinger A.M. , Garvey D.S. , Wasicak J.T. , Holladay M.W. , Williams M. , Arneric S.P. A-85380 [3-(2(S)-azetidinylmethoxy) pyridine]: in vitro pharmacological properties of a novel, high affinity alpha 4 beta 2 nicotinic acetylcholine receptor ligand. Neuropharmacology. 1996; 35 (6):725–34. - PubMed

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