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Synthesis and purification of the anti viral agent 1 2 deoxy 2 fluoro beta d arabinofuranosyl 5 iodocytosine labeled with iodine 125

Perlman, M.E.; Conti, P.S.; Schmall, B.; Watanabe, K.A.

International Journal of Nuclear Medicine and Biology 11(3-4): 215-218

1984

ISSN/ISBN: 0047-0740
Accession: 006563400
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The 125I labeled analog of 1-(2-deoxy-2-fluoro-.beta.-D-arabinofuranosyl)-5-iodocytosine (FIAC) was prepared for studies on the imaging of herpes simpex virus (HSV) encephalitis infections in animals [rats, as a model for human encephalitis]. Iodination of 1-(2-deoxy-2-fluoro-.beta.-D-arabinofuranosyl)cytosine.cntdot.HCl (FAC.cntdot.HCl) with Na 125I and NaI/HIO3 in aqueous acetic acid, and subsequent removal of residual iodine by CCl4 extraction and ion exchange chromatography, yielded [125I]FIAC in aqueous solution with a specific activity of 45.5 mCi/mmol in 44% radiochemical yield, and with a radiopurity of 96-97%. Methods for further purification are described.

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Related References

Perlman, M.E.; Conti, P.S.; Schmall, B.; Watanabe, K.A. 1984: Synthesis and purification of the anti-viral agent 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodocytosine (FIAC) labeled with iodine-125 International Journal of Nuclear Medicine and Biology 11(3-4): 215-218
Philips, F.S.; Feinberg, A.; Chou, T.C.; Vidal, P.M.; Su, T.L.; Watanabe, K.A.; Fox, J.J. 1983: Distribution, metabolism, and excretion of 1-(2-fluoro-2-deoxy-beta-D- arabinofuranosyl)thymine and 1-(2-fluoro-2-deoxy-beta-D-arabinofuranosyl)-5- iodocytosine Cancer Research 43(8): 3619-3627
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Schat, K.A.; Schinazi, R.F.; Calnek, B.W. 1984: Cell-specific antiviral activity of 1-(2-fluoro-2-deoxy-beta-D-arabinofuranosyl)-5-iodocytosine (FIAC) against Marek's disease herpesvirus and turkey herpesvirus Antiviral Research 4(5): 259-270
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Wright, J.A.; Taylor, N.F.; Fox, J.J. 1969: Nucleosides. LX. Fluorocarbohydrates. XXII. Synthesis of 2-deoxy-2-fluoro-D-arabinose and 9-(2-deoxy-2-fluoro-alpha- and -beta-D-arabinofuranosyl)adenines Journal of Organic Chemistry 34(9): 2632-2636