Synthesis of [(125)I]iodoDPA-713: a new probe for imaging inflammation.

Abstract

[(125)I]IodoDPA-713 [(125)I]1, which targets the translocator protein (TSPO, 18 kDa), was synthesized in seven steps from methyl-4-methoxybenzoate as a tool for quantification of inflammation in preclinical models. Preliminary in vitro autoradiography and in vivo small animal imaging were performed using [(125)I]1 in a neurotoxicant-treated rat and in a murine model of lung inflammation, respectively. The radiochemical yield of [(125)I]1 was 44+/-6% with a specific radioactivity of 51.8 GBq/micromol (1400 mCi/micromol) and >99% radiochemical purity. Preliminary studies showed that [(125)I]1 demonstrated increased specific binding to TSPO in a neurotoxicant-treated rat and increased radiopharmaceutical uptake in the lungs of an experimental inflammation model of lung inflammation. Compound [(125)I]1 is a new, convenient probe for preclinical studies of TSPO activity.

• Authors: Haofan Wang, Mrudula Pullambhatla, Tomas R Guilarte, Ronnie C Mease, Martin G Pomper
• Journal: Biochemical and biophysical research communications (Biochem Biophys Res Commun) Vol. 389 Issue 1 Pg. 80-3 (Nov 06 2009) ISSN: 1090-2104 [Electronic] United States
• PMID: 19703411 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't)

Chemical References

• Acetamides
• Molecular Probes
• N,N-diethyl-2-(2-(4-methoxyphenyl)-5,7-dimethyl-pyrazolo(1,5-a)pyrimidin-3-yl)-acetamide
• Pyrazoles
• Pyrimidines
• Radiopharmaceuticals
• Receptors, GABA
• TSPO protein, human
• N,N-diethyl-2-(2-(3-iodo-4-methoxyphenyl)-5,7-dimethylpyrazolo(1,5-a)pyrimidin-3-yl)acetamide

Topics

• Acetamides (chemical synthesis, chemistry, pharmacokinetics)
• Animals
• Brain (diagnostic imaging)
• Female
• Inflammation (diagnostic imaging)
• Mice
• Mice, Inbred Strains
• Molecular Probes (chemical synthesis, chemistry, pharmacokinetics)
• Pneumonia (diagnostic imaging)
• Pyrazoles (chemical synthesis, chemistry, pharmacokinetics)
• Pyrimidines (chemical synthesis, chemistry, pharmacokinetics)
• Radiopharmaceuticals (chemical synthesis, chemistry, pharmacokinetics)
• Rats
• Receptors, GABA (analysis, metabolism)
• Tomography, Emission-Computed