13-03468. Doxenitoin [Archived]

Nomenclature

CAS number: 3254-93-1
5,5-Diphenyl-4-imidazolidinone; 5,5-diphenyltetrahydroglyoxalin-4-one; tetrahydro-4-oxo-5,5-diphenylglyoxaline; SKF-2599; Glior.
C15H14N2O; mol wt 238.28.
C 75.61%, H 5.92%, N 11.76%, O 6.71%.

Description and references

Prepd by the reduction of diphenylthiohydantoin with sodium: Biltz, Seydel, Ann. 391, 218 (1912); with Raney nickel: Whalley et al., J. Am. Chem. Soc. 77, 745 (1955); Goodman, US 2744852 (1956).

Chemical structure

Properties

Stout plates from methanol, mp 183° (Goodman); crystals from alc, mp 185.5-186.5° (Biltz). Moderately sol in glacial acetic acid; less sol in alc, ethyl acetate, benzene, chloroform. Practically insol in water, ligroin.

Derivative

Hydrochloride.
C15H14N2O.HCl; mol wt 274.75.
C 65.57%, H 5.50%, N 10.20%, O 5.82%, Cl 12.90%.

Properties

Dec 205-206°.

Therapeutic Category

Anticonvulsant.

Keywords

Anticonvulsant

Status

This monograph has been retired and is no longer subject to revision or update.