Efficient synthesis of 6-chloro-3-((2-(S)-azetidinyl)methoxy)-5-((E)-2-(2- [18F]fluoropyridin-4-yl)vinyl)pyridine ([18F]NIDA 52289), a very high affinity radioligand for nicotinic acetylcholine receptors

Yi Zhang; Andrew W. Hall; Andrew G. Horti

doi:10.1002/jlcr.824

Efficient synthesis of 6-chloro-3-((2-(S)-azetidinyl)methoxy)-5-((E)-2-(2- [¹⁸F]fluoropyridin-4-yl)vinyl)pyridine ([¹⁸F]NIDA 52289), a very high affinity radioligand for nicotinic acetylcholine receptors

Yi Zhang, Andrew W. Hall, Andrew G. Horti

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

7 Scopus citations

Abstract

6-Chloro-3-((2-(S)-azetidinyl)methoxy)-5-((E)-2-(2- [¹⁸F] fluoropyridin-4-yl)vinyl)pyridine ([¹⁸F]NIDA 52289), a very high affinity radioligand for studying nicotinic acetylcholine receptors (nAChRs) by positron-emission tomography, was synthesized through Kryptofix 222 assisted no-carrier-added nucleophilic [¹⁸F]fluorination of 6-choro-3-((l-(tert-butoxycarbonyl)-2-(S)-azetidinyl)methoxy)-5-((E) -2-(2-bromopyri-din-4-yl)vinyl)pyridine, followed by acidic deprotection. The overall radiochemical yield of the radiosynthesis was 10% (non-decay-corrected), the specific radioactivity was in the range of 93-326 GBq/μmol (2.5-8.8mCi/μmol) and the radiochemical purity was greater than 99%.

Original language	English (US)
Pages (from-to)	385-392
Number of pages	8
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	47
Issue number	6
DOIs	https://doi.org/10.1002/jlcr.824
State	Published - May 2004
Externally published	Yes

Keywords

A-85380
F
Nicotinic acetylcholine receptors
Positron-emission tomography

ASJC Scopus subject areas

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

Access to Document

10.1002/jlcr.824

Cite this

Efficient synthesis of 6-chloro-3-((2-(S)-azetidinyl)methoxy)-5-((E)-2-(2- [¹⁸F]fluoropyridin-4-yl)vinyl)pyridine ([¹⁸F]NIDA 52289), a very high affinity radioligand for nicotinic acetylcholine receptors. / Zhang, Yi; Hall, Andrew W.; Horti, Andrew G.
In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 47, No. 6, 05.2004, p. 385-392.

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

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abstract = "6-Chloro-3-((2-(S)-azetidinyl)methoxy)-5-((E)-2-(2- [18F] fluoropyridin-4-yl)vinyl)pyridine ([18F]NIDA 52289), a very high affinity radioligand for studying nicotinic acetylcholine receptors (nAChRs) by positron-emission tomography, was synthesized through Kryptofix 222 assisted no-carrier-added nucleophilic [18F]fluorination of 6-choro-3-((l-(tert-butoxycarbonyl)-2-(S)-azetidinyl)methoxy)-5-((E) -2-(2-bromopyri-din-4-yl)vinyl)pyridine, followed by acidic deprotection. The overall radiochemical yield of the radiosynthesis was 10% (non-decay-corrected), the specific radioactivity was in the range of 93-326 GBq/μmol (2.5-8.8mCi/μmol) and the radiochemical purity was greater than 99%.",

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