[11C]Olanzapine, radiosynthesis and lipophilicity of a new potential PET 5-HT2 and D2 receptor radioligand

Mingzhang Gao, Zenas Shi, Min Wang, Qi-Huang Zheng

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Olanzapine and its precursor desmethyl-Olanzapine were synthesized from malononitrile, propionaldehyde, 1-fluoro-2-nitrobenzene, and substituted piperazine in 4, 4, 5, and 5 steps with 35%, 32%, 26%, and 32% overall chemical yield, respectively. [11C]Olanzapine was prepared from desmethyl-Olanzapine with [11C]CH3OTf through N-[ 11C]methylation and isolated by HPLC combined with solid-phase extraction (SPE) in 40-50% radiochemical yield based on [11C]CO 2 and decay corrected to end of bombardment (EOB), with 370-740 GBq/μmol specific activity at EOB. The calculated Log P (C Log P) value of [11C]Olanzapine is 3.39.

Original languageEnglish
Pages (from-to)1953-1956
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number7
DOIs
StatePublished - Apr 1 2013

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olanzapine
Methylation
Solid Phase Extraction
Carbon Monoxide
High Pressure Liquid Chromatography

Keywords

  • [C]Olanzapine
  • Brain imaging
  • Dopamine receptor
  • Positron emission tomography (PET)
  • Radiosynthesis
  • Serotonin receptor

ASJC Scopus subject areas

  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry
  • Molecular Medicine
  • Molecular Biology
  • Clinical Biochemistry
  • Biochemistry
  • Medicine(all)

Cite this

[11C]Olanzapine, radiosynthesis and lipophilicity of a new potential PET 5-HT2 and D2 receptor radioligand. / Gao, Mingzhang; Shi, Zenas; Wang, Min; Zheng, Qi-Huang.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 7, 01.04.2013, p. 1953-1956.

Research output: Contribution to journalArticle

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