(A) The previously reported radiotracers for melanoma. (B) Synthetic scheme of non-radioactive ioflouropicolinamide-benzamide/iofluronicotinamide-benzamide (3a/3b), precursor (4a/4b), and 131I-ioflouropicolinamide-benzamide/iofluronicotinamide-benzamide (5a/5b). Reaction conditions: (a) CaCO3, and ICl, in MeOH/H2O, ambient temperature for 10 h; (b) EDC, HOBt, DIPEA, DEDA, and 5-fluoropyridine-2-carboxylic acid/6-fluoronicotinic acid, in anhydrous THF, ambient temperature for 24 h; (c) 5-fluoropyridine-2-carboxylic acid/6-fluoronicotinic acid, thionyl chloride, and K2CO3, in anhydrous THF, ambient temperature for 16 h; (d) Tl(TFA)3, and 131I-NaI solution in 0.5% NaHCO3 solution (pH 8.6~8.8), ambient temperature for 10 min.