title: alpha-Methylene and glycidic acid analogs of IPPA as potential myocardial imaging agents.
abstract: Using organozinc cross-coupling reactions, two radiolabeled analogs of 15-(p-iodophenyl) pentadecanoic acid (IPPA) have been designed and synthesized as potential scintigraphic imaging agents for the heart. Both 15-(4-iodophenyl)-tridecylglycidic acid and 15-(4-iodophenyl)-2-methylene pentadecanoic acid were synthesized and radioiodinated. In tissue biodistribution studies in rats, only the alpha-methylene derivative of IPPA displayed a consistently higher heart to blood ratio and a substantially lower degree of thyroid accumulation than did IPPA alone. With respect to a scintigraphic imaging efficacy, the alpha-methylene analog of IPPA and IPPA itself showed essentially equivalent cardiac imaging profiles in rabbits, with a slight extension in imaging time for the alpha-methylene analog of IPPA.
authors.affiliation: Department of Medicinal Chemistry, University of Michigan Medical School, Ann Arbor 48109, USA.
authors.forename: M K
authors.initials: MK
authors.lastname: Ruyan
authors.forename: D A
authors.initials: DA
authors.lastname: Bakan
authors.forename: R W
authors.initials: RW
authors.lastname: Skinner
authors.forename: C
authors.initials: C
authors.lastname: Newman
authors.forename: M D
authors.initials: MD
authors.lastname: Gross
authors.forename: R E
authors.initials: RE
authors.lastname: Counsell
mesh_terms: D000818:Animals; D004852:Epoxy Compounds / Q000138:chemical synthesis / Q000493:pharmacokinetics; D005260:Female; D006321:Heart / Q000000981:diagnostic imaging*; D007462:Iodobenzenes / Q000138:chemical synthesis / Q000493:pharmacokinetics; D011422:Propionates / Q000138:chemical synthesis / Q000493:pharmacokinetics; D011817:Rabbits; D011877:Radionuclide Imaging; D051381:Rats; D017207:Rats, Sprague-Dawley; D014018:Tissue Distribution
chemical_list: D004852:Epoxy Compounds; D007462:Iodobenzenes; D011422:Propionates; C007869:glycidic acid; C025391:omega-(4-iodophenyl)pentadecanoic acid