Phosphenytoin sodium, Fosphenytoin sodium, ACC-9653-010, CI-982, ACC-9653, Pro-Epanutin, Cerebyx

磷苯妥英钠 磷苯妥英 Chemical Name: 3-(Hydroxymethyl)-5,5-diphenylhydantoin phosphate ester disodium salt; 5,5-Diphenyl-3-[(phosphonooxy)methyl]-2,4-imidazolidinedione disodium salt; Disodium 5,5-diphenylhydantoin-3-ylmethyl phosphate
CAS No. 92134-98-0, 93390-81-9 (free acid)
项目整合开发状态: Launched-1996
项目研究机构: Bristol-Myers Squibb (Originator), Pfizer (Originator), Eisai (Comarketer)
合成路线:The reaction of 5,5-diphenylhydantoin (phenytoin) (I) with formaldehyde by means of K2CO3 in water gives 3-(hydroxymethyl)-5,5-diphenylhydantoin (II),which is treated with PCl3 in dichloromethane to afford 3-(chloromethyl)-5,5-diphenylhydantoin (III).The condensation of (III) with silver dibenzyl phosphate (IV) in refluxing benzene yields dibenzyl 5,5-diphenylhydantoin-3-ylmethyl phosphate (V),which is converted to the corresponding free phosphoric acid (VI) by reduction with H2 over Pd/C in ethyl acetate.Finally,this compound is treated with NaOH in methanol.