Radiosynthesis of 5-(2-(4-pyridinyl)vinyl)-6-chloro-3-(1-[(11)C]methyl-2-(S)-pyrrolidinylmethoxy)pyridine, a high affinity ligand for studying nicotinic acetylcholine receptors by positron emission tomography.
5-(2-(4-pyridinyl)vinyl)-6-chloro-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)pyridine (1b) exhibited high affinity for nicotinic acetylcholine receptors in the in vitro competition binding assays, with a K(d) value in the low picomolar range, performed at room temperature and at physiological temperature. An efficient radiochemical synthesis of 5-(2-(4-pyridinyl)vinyl)-6-chloro-3-(1-[(11)C]methyl-2-(S)-pyrrolidinylmethoxy)pyridine (1c), a potential tracer for the study of nAChR by positron emission tomography, has been developed.
Brown
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LL
Brain Imaging Center, National Institute on Drug Abuse, National Institutes of Health, 5500 Nathan Shock Drive, Baltimore, MD 21224, USA. laverneb@prodigy.net
Pavlova
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O
Mukhin
A
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Kimes
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Horti
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D000818:Animals; D001667:Binding, Competitive; D001921:Brain / Q000166:cytology; D002250:Carbon Radioisotopes; D002462:Cell Membrane / Q000737:chemistry; D008024:Ligands; D011725:Pyridines / Q000138:chemical synthesis* / Q000378:metabolism; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000378:metabolism; D011869:Radioligand Assay; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000378:metabolism; D051381:Rats; D011978:Receptors, Nicotinic / Q000032:analysis* / Q000378:metabolism; D014055:Tomography, Emission-Computed
C449180:5-(2-(4-pyridinyl)vinyl)-6-chloro-3-(1-methyl-2-pyrrolidinylmethoxy)pyridine; D002250:Carbon Radioisotopes; D008024:Ligands; D011725:Pyridines; D011759:Pyrrolidines; D019275:Radiopharmaceuticals; D011978:Receptors, Nicotinic