Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[18F] fluorobenzyl ether ([18F] fluoroproxyfan): A potential radioligand for imaging histamine H3 receptors

Ren Iwata; Géza Horváth; Claudio Pascali; A. Bogni; Kazuhiko Yanai; Zoltán Kovács; Tatsuo Ido

doi:10.1002/1099-1344(200008)43:9<873::AID-JLCR371>3.0.CO;2-A

Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[¹⁸F] fluorobenzyl ether ([¹⁸F] fluoroproxyfan): A potential radioligand for imaging histamine H₃ receptors

Ren Iwata, Géza Horváth, Claudio Pascali, A. Bogni, Kazuhiko Yanai, Zoltán Kovács, Tatsuo Ido

MED - Medical Sciences

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

19 Citations (Scopus)

Abstract

3-[1H-Imidazol-4-yl]propyl 4-fluorobenzyl ether (fluoroproxyfan), a potential histamine H₃ receptor ligand, was labeled with ¹⁸F for clinical PET studies. The synthesis involved the O-alkylation of 3-(1 -triphenylmethyl-1H-imidazol-4-yl)propanol with 4-[¹⁸F]fluorobenzyl bromide in the presence of silver triflate and a non-nucleophilic amine base. 4-[¹⁸F]Fluoroproxyfan was obtained within 100 min from the end of bombardment (EOB) in 10% radiochemical yield (decay corrected to EOB) with a radiochemical purity > 99% and a specific activity >150 GBq/μmol.

Original language	English
Pages (from-to)	873-882
Number of pages	10
Journal	Journal of Labelled Compounds and Radiopharmaceuticals
Volume	43
Issue number	9
DOIs	https://doi.org/10.1002/1099-1344(200008)43:9<873::AID-JLCR371>3.0.CO;2-A
Publication status	Published - 2000

Keywords

Fluorine-18
Fluoroproxyfan
Histamine H receptor
PET
Radioligand

ASJC Scopus subject areas

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

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10.1002/1099-1344(200008)43:9<873::AID-JLCR371>3.0.CO;2-A

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Iwata, R., Horváth, G., Pascali, C., Bogni, A., Yanai, K., Kovács, Z., & Ido, T. (2000). Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[¹⁸F] fluorobenzyl ether ([¹⁸F] fluoroproxyfan): A potential radioligand for imaging histamine H₃ receptors. Journal of Labelled Compounds and Radiopharmaceuticals, 43(9), 873-882. https://doi.org/10.1002/1099-1344(200008)43:9<873::AID-JLCR371>3.0.CO;2-A

Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[¹⁸F] fluorobenzyl ether ([¹⁸F] fluoroproxyfan) : A potential radioligand for imaging histamine H₃ receptors. / Iwata, Ren; Horváth, Géza; Pascali, Claudio; Bogni, A.; Yanai, Kazuhiko; Kovács, Zoltán; Ido, Tatsuo.

In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 43, No. 9, 2000, p. 873-882.

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

Iwata, R, Horváth, G, Pascali, C, Bogni, A, Yanai, K, Kovács, Z & Ido, T 2000, 'Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[¹⁸F] fluorobenzyl ether ([¹⁸F] fluoroproxyfan): A potential radioligand for imaging histamine H₃ receptors', Journal of Labelled Compounds and Radiopharmaceuticals, vol. 43, no. 9, pp. 873-882. https://doi.org/10.1002/1099-1344(200008)43:9<873::AID-JLCR371>3.0.CO;2-A

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abstract = "3-[1H-Imidazol-4-yl]propyl 4-fluorobenzyl ether (fluoroproxyfan), a potential histamine H3 receptor ligand, was labeled with 18F for clinical PET studies. The synthesis involved the O-alkylation of 3-(1 -triphenylmethyl-1H-imidazol-4-yl)propanol with 4-[18F]fluorobenzyl bromide in the presence of silver triflate and a non-nucleophilic amine base. 4-[18F]Fluoroproxyfan was obtained within 100 min from the end of bombardment (EOB) in 10% radiochemical yield (decay corrected to EOB) with a radiochemical purity > 99% and a specific activity >150 GBq/μmol.",

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AB - 3-[1H-Imidazol-4-yl]propyl 4-fluorobenzyl ether (fluoroproxyfan), a potential histamine H3 receptor ligand, was labeled with 18F for clinical PET studies. The synthesis involved the O-alkylation of 3-(1 -triphenylmethyl-1H-imidazol-4-yl)propanol with 4-[18F]fluorobenzyl bromide in the presence of silver triflate and a non-nucleophilic amine base. 4-[18F]Fluoroproxyfan was obtained within 100 min from the end of bombardment (EOB) in 10% radiochemical yield (decay corrected to EOB) with a radiochemical purity > 99% and a specific activity >150 GBq/μmol.

KW - Fluorine-18

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KW - Histamine H receptor

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