Radiosynthesis of [5-[11C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([11C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1)

Emmanuel Pinard; Serge Burner; Philipp Cueni; Thomas Hartung; Roger D. Norcross; Philipp Schmid; Pius Waldmeier; Guy Zielinski; Hayden T. Ravert; Daniel P. Holt; Robert F. Dannals

doi:10.1002/jlcr.1911

Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1)

Emmanuel Pinard, Serge Burner, Philipp Cueni, Thomas Hartung, Roger D. Norcross, Philipp Schmid, Pius Waldmeier, Guy Zielinski, Hayden T. Ravert, Daniel P. Holt, Robert F. Dannals

School of Medicine

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

The glycine transporter type 1 (GlyT1) has emerged as a key novel target for the treatment of schizophrenia. We have recently discovered and developed [¹¹C]RO5013853 as a novel positron emission tomography tracer for GlyT1 for which a reliable five-step synthetic route was established. The incorporation of the radioisotope was achieved in the final step through methylation of a sodium sulfinate precursor, itself easily accessible upon reduction of the corresponding sulfonyl-chloride analog. [¹¹C] RO5013853 was prepared with high specific activity (>49 GBq/μmol) and high radiochemical purity (100%). A validation study of [¹¹C]RO5013853 in animal imaging studies is in progress.

Original language	English (US)
Pages (from-to)	702-707
Number of pages	6
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	54
Issue number	11
DOIs	https://doi.org/10.1002/jlcr.1911
State	Published - Sep 2011

Keywords

GlyT1
PET
carbon-11
glycine
radiolabeling
transporter

ASJC Scopus subject areas

Drug Discovery
Analytical Chemistry
Biochemistry
Radiology Nuclear Medicine and imaging
Spectroscopy
Organic Chemistry

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Pinard, E., Burner, S., Cueni, P., Hartung, T., Norcross, R. D., Schmid, P., Waldmeier, P., Zielinski, G., Ravert, H. T., Holt, D. P., & Dannals, R. F. (2011). Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1). Journal of Labelled Compounds and Radiopharmaceuticals, 54(11), 702-707. https://doi.org/10.1002/jlcr.1911

Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1). / Pinard, Emmanuel; Burner, Serge; Cueni, Philipp et al.
In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 54, No. 11, 09.2011, p. 702-707.

Research output: Contribution to journal › Article › peer-review

Pinard, E, Burner, S, Cueni, P, Hartung, T, Norcross, RD, Schmid, P, Waldmeier, P, Zielinski, G, Ravert, HT, Holt, DP & Dannals, RF 2011, 'Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1)', Journal of Labelled Compounds and Radiopharmaceuticals, vol. 54, no. 11, pp. 702-707. https://doi.org/10.1002/jlcr.1911

Pinard E, Burner S, Cueni P, Hartung T, Norcross RD, Schmid P et al. Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1). Journal of Labelled Compounds and Radiopharmaceuticals. 2011 Sep;54(11):702-707. doi: 10.1002/jlcr.1911

Pinard, Emmanuel ; Burner, Serge ; Cueni, Philipp et al. / Radiosynthesis of [5-[¹¹C]methanesulfonyl-2-((S)-2,2,2- trifluoro-1-methyl-ethoxy)-phenyl]-[5-(tetrahydro-pyran-4-yl)-1, 3-dihydro-isoindol-2-yl]-methanone ([¹¹C]RO5013853), a novel PET tracer for the glycine transporter type i (GlyT1). In: Journal of Labelled Compounds and Radiopharmaceuticals. 2011 ; Vol. 54, No. 11. pp. 702-707.

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