Synthesis of carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives as new selective PET σ1 receptor probes

Mingzhang Gao, Min Wang, Gary Hutchins, Qi-Huang Zheng

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives were first designed and synthesized as new selective PET σ1 receptor probes. The target tracers were prepared by O-[11C]methylation of their corresponding phenolic hydroxyl precursors using [11C]CH3OTf under basic conditions and isolated by a simplified SPE method in 40-50% radiochemical yields based on [11C]CO2 and decay corrected to EOB. The overall synthesis time from EOB was 15-20 min, the radiochemical purity was >99%, and the specific activity at EOS was 111-185 GBq/μmol.

Original languageEnglish
Pages (from-to)459-465
Number of pages7
JournalApplied Radiation and Isotopes
Volume68
Issue number3
DOIs
StatePublished - Mar 2010

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methylation
piperidine
tracers
purity
probes
carbon
rings
decay
synthesis

Keywords

  • Imaging
  • Piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives
  • Positron emission tomography
  • Radiotracers
  • Sigma (σ) receptors

ASJC Scopus subject areas

  • Radiation

Cite this

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title = "Synthesis of carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives as new selective PET σ1 receptor probes",
abstract = "Carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives were first designed and synthesized as new selective PET σ1 receptor probes. The target tracers were prepared by O-[11C]methylation of their corresponding phenolic hydroxyl precursors using [11C]CH3OTf under basic conditions and isolated by a simplified SPE method in 40-50{\%} radiochemical yields based on [11C]CO2 and decay corrected to EOB. The overall synthesis time from EOB was 15-20 min, the radiochemical purity was >99{\%}, and the specific activity at EOS was 111-185 GBq/μmol.",
keywords = "Imaging, Piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives, Positron emission tomography, Radiotracers, Sigma (σ) receptors",
author = "Mingzhang Gao and Min Wang and Gary Hutchins and Qi-Huang Zheng",
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issn = "0969-8043",
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T1 - Synthesis of carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives as new selective PET σ1 receptor probes

AU - Gao, Mingzhang

AU - Wang, Min

AU - Hutchins, Gary

AU - Zheng, Qi-Huang

PY - 2010/3

Y1 - 2010/3

N2 - Carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives were first designed and synthesized as new selective PET σ1 receptor probes. The target tracers were prepared by O-[11C]methylation of their corresponding phenolic hydroxyl precursors using [11C]CH3OTf under basic conditions and isolated by a simplified SPE method in 40-50% radiochemical yields based on [11C]CO2 and decay corrected to EOB. The overall synthesis time from EOB was 15-20 min, the radiochemical purity was >99%, and the specific activity at EOS was 111-185 GBq/μmol.

AB - Carbon-11-labeled piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives were first designed and synthesized as new selective PET σ1 receptor probes. The target tracers were prepared by O-[11C]methylation of their corresponding phenolic hydroxyl precursors using [11C]CH3OTf under basic conditions and isolated by a simplified SPE method in 40-50% radiochemical yields based on [11C]CO2 and decay corrected to EOB. The overall synthesis time from EOB was 15-20 min, the radiochemical purity was >99%, and the specific activity at EOS was 111-185 GBq/μmol.

KW - Imaging

KW - Piperidine ring of N-[ω-(6-methoxynaphthalen-1-yl)alkyl] derivatives

KW - Positron emission tomography

KW - Radiotracers

KW - Sigma (σ) receptors

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