6-Chloro-3-(((1-[11C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([11C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography

Yongjun Gao; Hayden T Ravert; Daniel Holt; Robert F Dannals; Andrew G Horti

doi:10.1016/j.apradiso.2007.04.013

6-Chloro-3-(((1-[11C]methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine ([11C]JHU85270), a potent ligand for nicotinic acetylcholine receptor imaging by positron emission tomography

Appl Radiat Isot. 2007 Aug;65(8):947-51. doi: 10.1016/j.apradiso.2007.04.013. Epub 2007 May 6.

Authors

Yongjun Gao¹, Hayden T Ravert, Daniel Holt, Robert F Dannals, Andrew G Horti

Affiliation

¹ Division of Nuclear Medicine, Department of Radiology, The Johns Hopkins University, School of Medicine, 600 North Wolfe Street, Baltimore, MD 21287-0816, USA.

PMID: 17566748
DOI: 10.1016/j.apradiso.2007.04.013

Abstract

6-Chloro-3-((1-methyl)-2-(S)-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine (JHU85270), a novel high-affinity ligand for the alpha4beta2 nicotine acetylcholine receptor (nAChR) (K(i)=86, 115 pM; K(i)(JHU85270)/K(i)(epibatidine)=1.7) with a log D(7.4)=1.6 was synthesized in 56% overall yield. [(11)C]JHU85270 was synthesized from [(11)C]-methyl iodide and the corresponding normethyl precursor. The average time of radiosynthesis, purification, and formulation was 37 min from the end of bombardment. The average radiochemical yield of [(11)C]JHU85270 was 37%+/-3% (non-decay corrected). The average specific radioactivity was 398+/-165 GBq/micromol (10750+/-4468 mCi/micromol) and the radiochemical purity was greater than 99%.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Arabinofuranosyluracil / analogs & derivatives*
Arabinofuranosyluracil / chemistry
Arabinofuranosyluracil / isolation & purification
Brain / diagnostic imaging
Brain / metabolism
Fluorine Radioisotopes / chemistry*
Fluorine Radioisotopes / isolation & purification
Fluorine Radioisotopes / pharmacokinetics
Humans
Isotope Labeling / methods
Positron-Emission Tomography / methods*
Pyridines / chemistry*
Pyridines / pharmacokinetics*
Pyrrolidines / chemistry*
Pyrrolidines / pharmacokinetics*
Radiopharmaceuticals / chemical synthesis
Radiopharmaceuticals / isolation & purification
Receptors, Nicotinic / metabolism

Substances

6-chloro-3-(((1-methyl)-2-pyrrolidinyl)methoxy)-5-(2-fluoropyridin-4-yl)pyridine
Fluorine Radioisotopes
Pyridines
Pyrrolidines
Radiopharmaceuticals
Receptors, Nicotinic
Arabinofuranosyluracil
clevudine