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Iodobenzamides are reported to possess some affinity for melanoma. This study describes the synthesis of a new benzamide analogue,  N -(2-diethylamino-ethyl)-4-(4-chloro-nicotinamido)-5-[ 125 I]iodo-2-methoxybenzamide ([ 125 I] H4 ) designed to target melanoma. The synthesis was simply achieved in four steps. There were two PyCIU/DIPEA amide condensations and a transfer hydrogenation using an ammonium formate hydrogen donor. The radioiodination step was carried out with  125 I via an electrophilic substitution reaction. The reaction conditions were optimized. The labeled compound was purified by HPLC. The maximum radiochemical yield was found to be 78% at a radiochemical purity of 98%. All compounds were characterized by MS and NMR techniques. The log P value for [ 125 I] H4  was found as 3.96±0.5.

An optimization study for radioiodination of a new synthesized benzamide derivative as an analogue tracer for malignant melanoma imaging