Process for the preparation of sodium fosphenytoin

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C514S094000

Reexamination Certificate

active

11140812

ABSTRACT:
Phosphoric acid diester 2,5-dioxo-4,4-diphenylimidazolidin-1-ylmethyl esters, both of whose ester groups can be selectively cleaved, are obtained by converting 3-(hydroxymethyl)-5,5-diphenylimidazolidine-2,4-dione to an alkylsulfonate or arylsulfonate and reacting this with a phosphoric acid diester whose ester groups can be selectively cleaved from the reaction product.The two ester groups can be selectively cleaved from the phosphoric acid diesters obtained and the resulting product can be converted to 5,5-diphenyl-3-[(phosphonooxy)methyl]imidazolidine-2,4-dione disodium salt. The latter is an anticonvulsive, antiepileptic and antiarrhythmic known under the abbreviated name of sodium fosphenytoin.

REFERENCES:
patent: 6022975 (2000-02-01), Davis et al.
patent: 6255492 (2001-07-01), Davis et al.
patent: 1379032 (2002-11-01), None
patent: WO 97/41132 (1997-11-01), None
March, J., Advanced Organic Chemistry, 4th Ed. John Wiley & Sons, 1992, pp. 352-357.
CAS Abstract is provided for Wang et al. reference.
Varia, S.A., et al., “Phenytoin Prodrugs III: Water-Soluble Prodrugs for Oral and/or Parenteral Use”, Journal of Pharmaceutical Sciences, vol. 73, No. 8, 1068-1073 (1984).

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