Novel probes for imaging amyloid-β: F-18 and C-11 labeling of 2-(4-aminostyryl)benzoxazole derivatives

Hiroshi Shimadzu, Takahiro Suemoto, Masako Suzuki, Tsuyoshi Shiomitsu, Nobuyuki Okamura, Yukitsuka Kudo, Tohru Sawada

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

2-(4-Methylaminostyryl)-6-(2-[18F]fluoroethoxy)benzoxazole ([18F]BF-168) was prepared and found to be a potential probe for imaging amyloid-β. The precursor, a 6-(2-tosyloxyethoxy)benzoxazole derivative, was fluorinated with [18F]KF and Kryptofix 222 in acetonitrile, and the crude product purified by semi-preparative HPLC to give [18F]BF-168. The radiochemical purity was > 95% and the maximum specific activity was 106 TBq/mmol at the end of synthesis. The synthesis time was 110 min from the end of bombardment. 2-(4-[N-methyl- 11C]methylaminostyryl)-5-fluorobenzoxazole ([11C]BF-145) was also prepared from 2-(4-aminostyryl)-5-fluorobenzoxazole, [ 11C]MeI and 5 N NaOH in DMSO, and purified by semi-preparative HPLC. The radiochemical purity was > 95% and the specific activity was 40-70 TBq/mmol at the end of synthesis. The synthesis time was 45 min from the end of bombardment.

Original languageEnglish
Pages (from-to)181-190
Number of pages10
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume47
Issue number3
DOIs
Publication statusPublished - 2004 Mar 15

Keywords

  • 2-(4-[N-methyl- C]methylaminostyryl)-5-fluorobenzoxazole
  • 2-(4-methylaminostyryl)-6-(2-[ F]fluoroethoxy)benzoxazole
  • Amyloid-β
  • BF-145
  • BF-168
  • Fluorine-18
  • PET

ASJC Scopus subject areas

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

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