[18F]FMDAA1106 and [18F]FEDAA1106: two positron-emitter labeled ligands for peripheral benzodiazepine receptor (PBR)

Bioorg Med Chem Lett. 2003 Jan 20;13(2):201-4. doi: 10.1016/s0960-894x(02)00886-7.

Abstract

We synthesized and evaluated N-(5-fluoro-2-phenoxyphenyl)-N-(2-[(18)F]fluoromethyl-5-methoxybenzyl)acetamide ([(18)F]-FMDAA1106) and N-(5-fluoro-2-phenoxyphenyl)-N-(2-[(18)F]fluoroethyl-5-methoxybenzyl)acetamide ([(18)F]FEDAA1106) as two potent radioligands for peripheral benzodiazepine receptors (PBR). [(18)F]FMDAA1106 and [(18)F]FEDAA1106 were respectively synthesized by fluoroalkylation of the desmethyl precursor DAA1123 with [(18)F]FCH(2)I and [(18)F]FCH(2)CH(2)Br. Ex vivo autoradiograms of [(18)F]FMDAA1106 and [(18)F]FEDAA1106 binding sites in the rat brains revealed that a high radioactivity was present in the olfactory bulb, the highest PBR density region in the brain.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetamides / chemical synthesis*
  • Acetamides / pharmacology*
  • Animals
  • Autoradiography
  • Binding, Competitive / drug effects
  • Brain / diagnostic imaging
  • Brain Chemistry / drug effects
  • Central Nervous System / drug effects
  • Central Nervous System / metabolism
  • Electrons
  • Flumazenil / metabolism
  • Fluorine Radioisotopes
  • GABA Modulators / metabolism
  • In Vitro Techniques
  • Mice
  • Peripheral Nerves / drug effects*
  • Radiopharmaceuticals / chemical synthesis*
  • Radiopharmaceuticals / pharmacology*
  • Receptors, GABA-A / drug effects*
  • Tomography, Emission-Computed

Substances

  • Acetamides
  • Fluorine Radioisotopes
  • GABA Modulators
  • N-(5-fluoro-2-phenoxyphenyl)-N-(2-fluoroethyl-5-methoxybenzyl)acetamide
  • N-(5-fluoro-2-phenoxyphenyl)-N-(2-fluoromethyl-5-methoxybenzyl)acetamide
  • Radiopharmaceuticals
  • Receptors, GABA-A
  • Flumazenil