Two routes to [11C-carbonyl]organo-isocyanates utilizing [11C]phosgene ([11C]organo-isocyanates from [11C]phosgene)

Two generic radiosynthetic routes for the preparation of [11C-carbonyl]isocyanates have been developed. Reaction of N-organo-sulfinylamines; RNSO, (R = Me, Et, allyl, cyclohexyl and phenyl) with [11C]phosgene gave the corresponding [11C-carbonyl]isocyanates in good radiochemical yield (53-68%) from...

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Bibliographic Details
Published in:Nuclear medicine and biology 2001-11, Vol.28 (8), p.991-998
Main Authors: BROWN, Gavin D, HENDERSON, David, STEEL, Colin, LUTHRA, Sajinder, PRICE, Patricia M, BRADY, Frank
Format: Article
Language:English
Subjects:
Biological and medical sciences
Carbon Radioisotopes
Chromatography, High Pressure Liquid
Contrast media. Radiopharmaceuticals
Investigative techniques, diagnostic techniques (general aspects)
Isocyanates - chemical synthesis
Isocyanates - chemistry
Isotope Labeling
Medical sciences
Miscellaneous. Technology
Pharmacology. Drug treatments
Phosgene - chemistry
Radionuclide investigations
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Summary:Two generic radiosynthetic routes for the preparation of [11C-carbonyl]isocyanates have been developed. Reaction of N-organo-sulfinylamines; RNSO, (R = Me, Et, allyl, cyclohexyl and phenyl) with [11C]phosgene gave the corresponding [11C-carbonyl]isocyanates in good radiochemical yield (53-68%) from [11C]phosgene (decay corrected) in ca 16 min from EOB. Alternatively, the reaction of [11C]phosgene with N,N'-organo-ureas; (RNH)(2)CO, (R = Me, Et, Pr and phenyl) also gave the corresponding [11C-carbonyl]isocyanates in moderate radiochemical yield (9-37%) from [11C]phosgene (decay corrected) in ca 16 min from EOB. For identification, the [11C-carbonyl]organo-isocyanates were derivatized with 1-(2-methoxyphenyl)piperazine in situ to [11C-carbonyl]carboxamides and the position of radiolabelling in the carbonyl group confirmed by [11/13C]co-labeling and subsequent carbon-13 NMR spectroscopy.
ISSN:0969-8051
1872-9614
DOI:10.1016/S0969-8051(01)00263-3