A condition variation study for radioiodination via triazene intermediates

N. I. Foster; R. Dannals; H. D. Burns; N. D. Heindel

doi:10.1007/BF02516092

A condition variation study for radioiodination via triazene intermediates

N. I. Foster, R. Dannals, H. D. Burns, N. D. Heindel

School of Medicine

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36 Scopus citations

Abstract

Pyrrolidyl triazenes prepared by interception of the diazonium transient in the Sandmeyer reaction of amines can serve as useful intermediates in the iodination and radioiodination of aryl rings. Decomposition of such triazenes in the presence of iodide is acid-catalyzed and is sensitive to choice of solvent, acid, and triazene structure. A condition variation study by HPLC of four different solvent systems and two non-nucleophilic acids was carried out on the¹²³I iodination of the triazenes of p-nitroaniline, p-anisidine and p-toluidine. This method has proven useful in radiolabeling of two pharmaceutical analogs which were not amenable to labeling through the classic Sandmeyer method.

Original language	English (US)
Pages (from-to)	95-105
Number of pages	11
Journal	Journal of Radioanalytical Chemistry
Volume	65
Issue number	1-2
DOIs	https://doi.org/10.1007/BF02516092
State	Published - Mar 1 1981

ASJC Scopus subject areas

Molecular Medicine
Radiology Nuclear Medicine and imaging

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abstract = "Pyrrolidyl triazenes prepared by interception of the diazonium transient in the Sandmeyer reaction of amines can serve as useful intermediates in the iodination and radioiodination of aryl rings. Decomposition of such triazenes in the presence of iodide is acid-catalyzed and is sensitive to choice of solvent, acid, and triazene structure. A condition variation study by HPLC of four different solvent systems and two non-nucleophilic acids was carried out on the123I iodination of the triazenes of p-nitroaniline, p-anisidine and p-toluidine. This method has proven useful in radiolabeling of two pharmaceutical analogs which were not amenable to labeling through the classic Sandmeyer method.",

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AU - Foster, N. I.

AU - Dannals, R.

AU - Burns, H. D.

AU - Heindel, N. D.

PY - 1981/3/1

Y1 - 1981/3/1

N2 - Pyrrolidyl triazenes prepared by interception of the diazonium transient in the Sandmeyer reaction of amines can serve as useful intermediates in the iodination and radioiodination of aryl rings. Decomposition of such triazenes in the presence of iodide is acid-catalyzed and is sensitive to choice of solvent, acid, and triazene structure. A condition variation study by HPLC of four different solvent systems and two non-nucleophilic acids was carried out on the123I iodination of the triazenes of p-nitroaniline, p-anisidine and p-toluidine. This method has proven useful in radiolabeling of two pharmaceutical analogs which were not amenable to labeling through the classic Sandmeyer method.

AB - Pyrrolidyl triazenes prepared by interception of the diazonium transient in the Sandmeyer reaction of amines can serve as useful intermediates in the iodination and radioiodination of aryl rings. Decomposition of such triazenes in the presence of iodide is acid-catalyzed and is sensitive to choice of solvent, acid, and triazene structure. A condition variation study by HPLC of four different solvent systems and two non-nucleophilic acids was carried out on the123I iodination of the triazenes of p-nitroaniline, p-anisidine and p-toluidine. This method has proven useful in radiolabeling of two pharmaceutical analogs which were not amenable to labeling through the classic Sandmeyer method.

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A condition variation study for radioiodination via triazene intermediates

Abstract

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