Title: Dimethadione
CAS Registry Number: 695-53-4
CAS Name: 5,5-Dimethyl-2,4-oxazolidinedione
Synonyms: DMO
Manufacturers' Codes: AC-1198; BAX-1400Z; NSC-30152
Trademarks: Eupractone (Baxter)
Molecular Formula: C5H7NO3
Molecular Weight: 129.11
Percent Composition: C 46.51%, H 5.46%, N 10.85%, O 37.18%
Literature References: Active metabolite of trimethadione,
q.v. Prepn: F. Urech,
Ber. 13, 485 (1880); R. W. Stoughton,
J. Am. Chem. Soc. 63, 2376 (1941). Anticonvulsant activity: C. D. Withrow
et al., J. Pharmacol. Exp. Ther. 161, 335 (1968); in comparison with trimethadione: H. Ferngren,
Acta Pharmacol. Toxicol. 26, 177 (1968). Use in measurement of intracellular pH and cellular pH gradients: S. Addanki
et al., J. Biol. Chem. 243, 2337 (1968); V. Ehrhardt,
Biochim. Biophys. Acta 775, 182 (1984); J. B. Arnold
et al., J. Cereb. Blood Flow Metab. 5, 369 (1985). GLC determn: W. Gazdzik, W. Kmiotek,
J. Chromatogr. 378, 482 (1986); LC determn in serum: E. Tanaka, S. Misawa,
J. Chromatogr. 413, 376 (1987).
Properties: Crystals, mp 76-77°. Weak organic acid, pKa (37°) 6.13. LD50 i.v. in mice: 450 mg/kg (Stoughton).
Melting point: mp 76-77°
pKa: pKa (37°) 6.13
Toxicity data: LD50 i.v. in mice: 450 mg/kg (Stoughton)
Use: In vivo measurement of intracellular pH.
Therap-Cat: Anticonvulsant.
Keywords: Anticonvulsant.