Synthesis of 11C-labeled sulfonyl carbamates through a multicomponent reaction employing sulfonyl azides, alcohols, and [11C]CO
Stevens, Marc Y. and Chow, Shiao Y. and Estrada, Sergio and Eriksson, Jonas and Asplund, Veronika and Orlova, Anna and Mitran, Bogdan and Antoni, Gunnar and Larhed, Mats and Åberg, Ola and Odell, Luke R. (2016) Synthesis of 11C-labeled sulfonyl carbamates through a multicomponent reaction employing sulfonyl azides, alcohols, and [11C]CO. ChemistryOpen, 5 (6). pp. 566-573. ISSN 2191-1363 (https://doi.org/10.1002/open.201600091)
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Abstract
We describe the development of a new methodology focusing on 11C-labeling of sulfonyl carbamates in a multicomponent reaction comprised of a sulfonyl azide, an alkyl alcohol, and [11C]CO. A number of 11C-labeled sulfonyl carbamates were synthesized and isolated, and the developed methodology was then applied in the preparation of a biologically active molecule. The target compound was obtained in 24±10 % isolated radiochemical yield and was evaluated for binding properties in a tumor cell assay; in vivo biodistribution and imaging studies were also performed. This represents the first successful radiolabeling of a non-peptide angiotensin II receptor subtype 2 agonist, C21, currently in clinical trials for the treatment of idiopathic pulmonary fibrosis.
ORCID iDs
Stevens, Marc Y., Chow, Shiao Y. ORCID: https://orcid.org/0000-0002-3600-0497, Estrada, Sergio, Eriksson, Jonas, Asplund, Veronika, Orlova, Anna, Mitran, Bogdan, Antoni, Gunnar, Larhed, Mats, Åberg, Ola and Odell, Luke R.;-
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Item type: Article ID code: 90386 Dates: DateEvent16 December 2016Published5 October 2016Published OnlineSubjects: Medicine > Pharmacy and materia medica > Pharmaceutical chemistry
Science > ChemistryDepartment: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 28 Aug 2024 08:33 Last modified: 03 Oct 2024 09:51 URI: https://strathprints.strath.ac.uk/id/eprint/90386