Referenced in: none

Automatically associated channels: SK1

Title: Synthesis of [(11)C]GSK1482160 as a new PET agent for targeting P2X(7) receptor.

Authors: Mingzhang Gao, Min Wang, Mark A Green, Gary D Hutchins, Qi-Huang Zheng

Journal, date & volume: Bioorg. Med. Chem. Lett., 2015 May 1 , 25, 1965-70

PubMed link: http://www.ncbi.nlm.nih.gov/pubmed/25819093

Abstract
The authentic standards GSK1482160 and its isomer, as well as the radiolabeling precursors desmethyl-GSK1482160 and Boc-protected desmethyl-GSK1482160 were synthesized from L-pyroglutamic acid, methyl L-pyroglutamate and 2-chloro-3-(trifluoromethyl)benzylamine with overall chemical yield 27-28% in 3 steps, 58% in 4 steps, 76% in 1 step and 33% in 2 steps, respectively. [(11)C]GSK1482160 was prepared from either desmethyl-GSK1482160 or Boc-protected desmethyl-GSK1482160 with [(11)C]CH3OTf through N-[(11)C]methylation and isolated by HPLC combined with SPE in 40-50% and 30-40% radiochemical yield, respectively, based on [(11)C]CO2 and decay corrected to end of bombardment (EOB). The radiochemical purity was >99%, and the specific activity at EOB was 370-1110 GBq/μmol with a total synthesis time of ∼40-min from EOB.