Synthesis of N-(2-diethylamino-ethyl)-4-(4-fluoro-benzamido)-2-methoxybenzamide (desiodo-MIP-1145) by coupling technique and its radioiodination: a potential melanoma imaging agent.
Radioiodinated MIP-1145, which specifically targets melanin, is an ideal candidate for targeted therapy of melanoma. An analogue of MIP-1145 lacking the iodo-substituent (desiodo-MIP-1145) was synthesized as a labeling precursor in three simple steps. The radioiodination of desiodo-MIP-1145 by iodine-125 was carried out via an electrophilic substitution reaction. An optimization study for the iodination reaction was carried out. The labeled compound was isolated and purified by means of electrophoresis and HPLC. The maximum radiochemical yield, 76%, was obtained with radiochemical purity greater than 99%. The log P value for [(125) I]MIP-1145 was measured as 4.5.
Cyclotron Project, Nuclear Research Centre, Atomic Energy Authority, B.O. 13759, Cairo, Egypt.
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H
Aglan
Cyclotron Project, Nuclear Research Centre, Atomic Energy Authority, B.O. 13759, Cairo, Egypt.
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SA
Kandil
Faculty of Science, Ain Shams University, Cairo, Egypt.
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El-Kafrawy
Cyclotron Project, Nuclear Research Centre, Atomic Energy Authority, B.O. 13759, Cairo, Egypt.
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U
Seddik
D001549:Benzamides / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D007457:Iodine Radioisotopes; D007553:Isotope Labeling; D008545:Melanoma / Q000000981:diagnostic imaging*; D057054:Molecular Imaging / Q000379:methods*; D011854:Radiochemistry
D001549:Benzamides; D007457:Iodine Radioisotopes; C550120:N-(2-diethylaminoethyl)-4-(4-fluorobenzamido)-5-iodo-2-methoxybenzamide
N-(2-diethylamino-ethyl)-4-(4-fluoro-benzamido)-5-[125I]iodo-2-methoxybenzamide; coupling agent; desiodo-MIP-1145; melanoma imaging agent; radioiodination