A new facile synthetic route to [11C]GSK189254, a selective PET radioligand for imaging of CNS histamine H3 receptor.
GSK189254 and its corresponding precursor GSK185071B were synthesized from 3-methoxyphenylacetic acid with 6-chloropyridine-3-carbolic acid or 6-chloronicotinamide in 8 and 7 steps with either 6% or 7% and either 14% or 16% yield, respectively. [(11)C]GSK189254 was prepared from GSK185071B with [(11)C]CH(3)OTf through N-[(11)C]methylation and isolated by HPLC combined with solid-phase extraction (SPE) in 50-60% radiochemical yield based on [(11)C]CO(2) and decay corrected to end of bombardment (EOB), with 370-740 GBq/μmol specific activity at EOB.
Department of Radiology and Imaging Sciences, Indiana University School of Medicine, 1345 West 16th Street, Room 202, Indianapolis, IN 46202, USA.
Min
M
Wang
Mingzhang
M
Gao
Brandon L
BL
Steele
Barbara E
BE
Glick-Wilson
Clive
C
Brown-Proctor
Anantha
A
Shekhar
Gary D
GD
Hutchins
Qi-Huang
QH
Zheng
D001552:Benzazepines / Q000737:chemistry*; D002247:Carbon Isotopes / Q000032:analysis; D015394:Molecular Structure; D009536:Niacinamide / Q000031:analogs & derivatives* / Q000737:chemistry; D049268:Positron-Emission Tomography; D011869:Radioligand Assay; D018100:Receptors, Histamine H3 / Q000032:analysis*
D001552:Benzazepines; D002247:Carbon Isotopes; D018100:Receptors, Histamine H3; D009536:Niacinamide; C521312:6-((3-cyclobutyl-2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)oxy)-N-methyl-3-pyridinecarboxamide