The use of [18F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D1 and D2 receptor-based imaging agents

Robert H. Mach; S. Todd Elder; Thomas E. Morton; Peggy A. Nowak; Paul H. Evora; James G. Scripko; Robert R. Luedtke; Christopher D. Unsworth; Theresa Filtz; Anand V. Rao; Perry B. Molinoff; Richard L.E. Ehrenkaufer

doi:10.1016/0969-8051(93)90165-Q

The use of [¹⁸F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D₁ and D₂ receptor-based imaging agents

Robert H. Mach, S. Todd Elder, Thomas E. Morton, Peggy A. Nowak, Paul H. Evora, James G. Scripko, Robert R. Luedtke, Christopher D. Unsworth, Theresa Filtz, Anand V. Rao, Perry B. Molinoff, Richard L.E. Ehrenkaufer

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4 Scopus citations

Abstract

[¹⁸F]4-Fluorobenzyl iodide ([¹⁸F]FBI) was prepared, and a series of model alkylation studies were conducted to determine its chemical reactivity toward nitrogen and sulfur nucleophiles of varying nucleophilicities. [¹⁸F]FBI was found to react rapidly with secondary amines and anilines to give the corresponding N-[¹⁸F]4-fluorobenzyl analogue in high yield. Amides and thiol groups required the use of a base catalyst. The utility of [¹⁸F]FBI was documented by investigation of dopamine D₁ and D₂ receptor-based radiotracers.

Original language	English
Pages (from-to)	777-794
Number of pages	18
Journal	Nuclear Medicine and Biology
Volume	20
Issue number	6
DOIs	https://doi.org/10.1016/0969-8051(93)90165-Q
State	Published - Aug 1993

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Mach, R. H., Elder, S. T., Morton, T. E., Nowak, P. A., Evora, P. H., Scripko, J. G., Luedtke, R. R., Unsworth, C. D., Filtz, T., Rao, A. V., Molinoff, P. B., & Ehrenkaufer, R. L. E. (1993). The use of [¹⁸F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D₁ and D₂ receptor-based imaging agents. Nuclear Medicine and Biology, 20(6), 777-794. https://doi.org/10.1016/0969-8051(93)90165-Q

@article{9f53b8c5cc584fc399d75cae50578b1b,

title = "The use of [18F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D1 and D2 receptor-based imaging agents",

abstract = "[18F]4-Fluorobenzyl iodide ([18F]FBI) was prepared, and a series of model alkylation studies were conducted to determine its chemical reactivity toward nitrogen and sulfur nucleophiles of varying nucleophilicities. [18F]FBI was found to react rapidly with secondary amines and anilines to give the corresponding N-[18F]4-fluorobenzyl analogue in high yield. Amides and thiol groups required the use of a base catalyst. The utility of [18F]FBI was documented by investigation of dopamine D1 and D2 receptor-based radiotracers.",

author = "Mach, {Robert H.} and Elder, {S. Todd} and Morton, {Thomas E.} and Nowak, {Peggy A.} and Evora, {Paul H.} and Scripko, {James G.} and Luedtke, {Robert R.} and Unsworth, {Christopher D.} and Theresa Filtz and Rao, {Anand V.} and Molinoff, {Perry B.} and Ehrenkaufer, {Richard L.E.}",

year = "1993",

month = aug,

doi = "10.1016/0969-8051(93)90165-Q",

language = "English",

volume = "20",

pages = "777--794",

journal = "Nuclear Medicine and Biology",

issn = "0969-8051",

publisher = "Elsevier Inc.",

number = "6",

}

Mach, RH, Elder, ST, Morton, TE, Nowak, PA, Evora, PH, Scripko, JG, Luedtke, RR, Unsworth, CD, Filtz, T, Rao, AV, Molinoff, PB & Ehrenkaufer, RLE 1993, 'The use of [¹⁸F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D₁ and D₂ receptor-based imaging agents', Nuclear Medicine and Biology, vol. 20, no. 6, pp. 777-794. https://doi.org/10.1016/0969-8051(93)90165-Q

The use of [¹⁸F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D₁ and D₂ receptor-based imaging agents. / Mach, Robert H.; Elder, S. Todd; Morton, Thomas E. et al.
In: Nuclear Medicine and Biology, Vol. 20, No. 6, 08.1993, p. 777-794.

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

TY - JOUR

T1 - The use of [18F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis

T2 - Model alkylation studies and its application in the design of dopamine D1 and D2 receptor-based imaging agents

AU - Mach, Robert H.

AU - Elder, S. Todd

AU - Morton, Thomas E.

AU - Nowak, Peggy A.

AU - Evora, Paul H.

AU - Scripko, James G.

AU - Luedtke, Robert R.

AU - Unsworth, Christopher D.

AU - Filtz, Theresa

AU - Rao, Anand V.

AU - Molinoff, Perry B.

AU - Ehrenkaufer, Richard L.E.

PY - 1993/8

Y1 - 1993/8

N2 - [18F]4-Fluorobenzyl iodide ([18F]FBI) was prepared, and a series of model alkylation studies were conducted to determine its chemical reactivity toward nitrogen and sulfur nucleophiles of varying nucleophilicities. [18F]FBI was found to react rapidly with secondary amines and anilines to give the corresponding N-[18F]4-fluorobenzyl analogue in high yield. Amides and thiol groups required the use of a base catalyst. The utility of [18F]FBI was documented by investigation of dopamine D1 and D2 receptor-based radiotracers.

AB - [18F]4-Fluorobenzyl iodide ([18F]FBI) was prepared, and a series of model alkylation studies were conducted to determine its chemical reactivity toward nitrogen and sulfur nucleophiles of varying nucleophilicities. [18F]FBI was found to react rapidly with secondary amines and anilines to give the corresponding N-[18F]4-fluorobenzyl analogue in high yield. Amides and thiol groups required the use of a base catalyst. The utility of [18F]FBI was documented by investigation of dopamine D1 and D2 receptor-based radiotracers.

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The use of [¹⁸F]4-fluorobenzyl iodide (FBI) in PET radiotracer synthesis: Model alkylation studies and its application in the design of dopamine D₁ and D₂ receptor-based imaging agents

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