Synthesis of a new carbon-11-labeled sulfamate derivative as a potential PET tracer for imaging of breast cancer aromatase and steroid sulfatase expression

Min Wang, Mingzhang Gao, Kathy D. Miller, Qi Huang Zheng

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

A carbon-11-labeled sulfamate derivative was designed and synthesized as a new potential positron-emission-tomography dual aromatase-steroid sulfatase inhibitor radiotracer for imaging of aromatase and steroid sulfatase expression in breast cancer. The target tracer 2-chloro-4-(((4-cyanophenyl)(4H-1,2,4- triazol-4-yl)amino)methyl)-6-[11C]methoxyphenyl sulfamate ([ 11C]7) was prepared from its corresponding precursor 2-chloro-4-(((4-cyanophenyl)(4H-1,2,4-triazol-4-yl)amino)methyl) -6-hydroxyphenyl sulfamate (18) with [11C]CH3OTf under basic conditions through the O-[11C]methylation and isolated by the reversed-phase high-performance liquid chromatography in 40-45% radiochemical yields based on [11C]CO2 and decay corrected to end of bombardment. The specific activity at end of synthesis was 111-185GBq/mol.

Original languageEnglish (US)
Pages (from-to)1127-1140
Number of pages14
JournalSynthetic Communications
Volume41
Issue number8
DOIs
StatePublished - Jan 1 2011

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Keywords

  • Aromatase
  • cancer imaging
  • positron emission tomography
  • radiotracer
  • steroid sulfatase
  • sulfamate derivative

ASJC Scopus subject areas

  • Organic Chemistry

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