title: Synthesis and application of isocyanates radiolabeled with carbon-11.
abstract: Carbon-11 labeled isocyanates are efficiently prepared by dehydration of [(11) C]carbamate salts, which in turn are easily formed from cyclotron-produced [(11) C]CO(2) and amines in the presence of a CO(2) fixation agent. The [(11) C]isocyanates are useful radiosynthons for the synthesis of a variety of [carbonyl-(11) C]-labeled asymmetrical ureas and carbamate esters. The method is well suited to incorporate any isotope of carbon, and is especially useful for positron emission tomography (PET) radiotracers for in vivo imaging. This is demonstrated by using the method to make [carbonyl-(11) C]-6-hydroxy-[1,1'-biphenyl]-3-yl cyclohexylcarbamate which is a novel radiotracer for PET imaging of fatty acid amide hydrolase.
authors.affiliation: PET Centre, Centre for Addiction and Mental Health and University of Toronto, Toronto, Ontario, Canada. alan.wilson@camhpet.ca
authors.forename: Alan A
authors.initials: AA
authors.lastname: Wilson
authors.forename: Armando
authors.initials: A
authors.lastname: Garcia
authors.forename: Sylvain
authors.initials: S
authors.lastname: Houle
authors.forename: Oleg
authors.initials: O
authors.lastname: Sadovski
authors.forename: Neil
authors.initials: N
authors.lastname: Vasdev
mesh_terms: D000581:Amidohydrolases / Q000032:analysis; D000588:Amines / Q000737:chemistry; D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002219:Carbamates / Q000138:chemical synthesis / Q000737:chemistry*; D002250:Carbon Radioisotopes; D017953:Isocyanates / Q000138:chemical synthesis* / Q000737:chemistry; D007553:Isotope Labeling; D015394:Molecular Structure; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry; D012492:Salts; D000099252:Fatty Acid Amide Hydrolases
chemical_list: D000581:Amidohydrolases; D000588:Amines; D001713:Biphenyl Compounds; D002219:Carbamates; D002250:Carbon Radioisotopes; D017953:Isocyanates; D019275:Radiopharmaceuticals; D012492:Salts; D000099252:Fatty Acid Amide Hydrolases; C555899:cyclohexyl carbonic acid 3'-carbamoyl-3-yl ester