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The Journal of Nuclear Medicine Vol. 28 No. 3 360-365
© 1987 by Society of Nuclear Medicine
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Radioactive Iodine Exchange Reaction of HIPDM: Kinetics and Mechanism

B. Lui, J. Chang, J. S. Sun, J. Billings, A. Steves, R. Ackerhalt, M. Molnar and H. F. Kung

Department of Chemistry, Beijing Normal University, Beijing, China
Department of Nuclear Medicine, State University of New York, Buffalo, New York

Correspondence: For reprints contact: Hank F. Kung, PhD, Building 5, VA Medical Center, Buffalo, NY 14215.

ABSTRACT

In conjunction with single photon emission computed tomography (SPECT), iodine-123 (123I)-labeled N,N,N'-trimethyl-[2-hydroxy-3-methyl-5-iodobenzyl]-1,3-propanediamine (HIPDM) has been used clinically as a regional cerebral perfusion imaging agent. The [123I]HIPDM can be prepared by a simple aqueous exchange reaction in a kit form. We synthesized unlabeLed HIPDM by condensation of 2-hydroxy-3-methyl-5-iodobezaldehyde and N,N,N'-trimethyl-1,3-propanediamine, followed by a sodium borohydride reduction reaction. The kinetics of the radioactive iodine exchange reaction for the preparation of [123I]HIPDM is controlled by the pH, the temperature, and the presence of reductant (sodium bisulfite), and oxidant (sodium iodate). The reaction is a second order iodine-iodine exchange with an activation energy of 30.6 kcal/mole. The mechanism of this reaction probably involves the formation of an active I+ or iodine free radical, which is sensitive to the presence of a reductant, such as sodium bisulfite.







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Copyright © 1987 by the Society of Nuclear Medicine.