Synthesis and in vivo evaluation of [11C]MPTQ: a potential PET tracer for alpha2A-adrenergic receptors.
Radiosynthesis and in vivo evaluation of [N-methyl-(11)C] 5-methyl-3-[4-(3-phenylallyl)-piperazin-1-ylmethyl]-3,3a,4,5-tetrahydroisoxazolo[4,3-c]quinoline (1), a potential PET tracer for alpha2-adrenergic receptors is described. Syntheses of nonradioactive standard 1 and corresponding desmethyl precursor 2 were achieved from 2-aminobenzaldehyde in 40% and 65% yields, respectively. Methylation using [(11)C]CH(3)I in presence of aqueous potassium hydroxide in DMSO afforded [(11)C]1 in 25% yield (EOS) with >99% chemical and radiochemical purities with a specific activity ranged from 3-4 Ci/micromol (n=6). The total synthesis time was 30 min from EOB. PET studies in anesthetized baboon show that [(11)C]1 penetrates BBB and accumulates in alpha2A-AR enriched brain areas.
Prabhakaran
Jaya
J
Division of Molecular Imaging and Neuropathology, Department of Psychiatry, Columbia University, New York, USA.
Majo
Vattoly J
VJ
Milak
Matthew S
MS
Mali
Pratap
P
Savenkova
Lyudmila
L
Mann
J John
JJ
Parsey
Ramin V
RV
Kumar
J S Dileep
JS
D000818:Animals; D001547:Benzaldehydes / Q000737:chemistry; D001812:Blood-Brain Barrier / Q000378:metabolism; D001921:Brain / Q000378:metabolism; D002250:Carbon Radioisotopes; D007553:Isotope Labeling; D007555:Isoxazoles / Q000138:chemical synthesis; D008745:Methylation; D010215:Papio; D011804:Quinolines / Q000138:chemical synthesis / Q000493:pharmacokinetics; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000493:pharmacokinetics; D018341:Receptors, Adrenergic, alpha-2 / Q000032:analysis*; D014018:Tissue Distribution
C551821:(N-methyl-(11)C) 5-methyl-3-(4-(3-phenylallyl)-piperazin-1-ylmethyl)-3,3a,4,5-tetrahydroisoxazolo(4,3-c)quinoline; D001547:Benzaldehydes; D002250:Carbon Radioisotopes; D007555:Isoxazoles; D011804:Quinolines; D019275:Radiopharmaceuticals; D018341:Receptors, Adrenergic, alpha-2; C000062:2-aminobenzaldehyde