Iodohexestrols. I. Synthesis and photoreactivity of iodinated hexestrol derivatives.
The five possible ortho-iodinated hexestrols, containing from 1-4 iodines per molecule, have been synthesized as potential iodine-containing estrogenic ligands. After chromatographic separation and purification, each derivative has been fully characterized by spectroscopic methods. [3-H]-3-Iodohexestrol, [131-I]- and [125-I]-3-iodohexestrol, and [125-IA1-3,5-diiodohexestrol have also been prepared. Photolysis of 3,5-diiodohexestrol in methanol results in rapid deiodination to 3-iodohexestrol; further reduction to hexestrol is slower. Photolysis of 3-iodohexestrol in benzene gives 3-phenylhexestrol.
D001565:Benzoates; D002855:Chromatography, Thin Layer; D006589:Hexestrol / Q000032:analysis*; D007455:Iodine; D007457:Iodine Radioisotopes; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008968:Molecular Conformation; D010777:Photochemistry; D013056:Spectrophotometry, Ultraviolet; D013329:Structure-Activity Relationship
D001565:Benzoates; D007457:Iodine Radioisotopes; D006589:Hexestrol; D007455:Iodine