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Trimethadione

Summary

Trimethadione (Tridione) is an oxazolidinedione anticonvulsant. It is most commonly used to treat epileptic conditions that are resistant to other treatments.

Trimethadione
Clinical data
Trade namesTridione
AHFS/Drugs.comMicromedex Detailed Consumer Information
Pregnancy
category
  • X
Routes of
administration		By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
BioavailabilityHigh
MetabolismDemethylated to dimethadione
Elimination half-life12–24 hours (trimethadione)
6–13 days (dimethadione)
ExcretionRenal
Identifiers
  • 3,5,5-Trimethyl-1,3-oxazolidine-2,4-dione
CAS Number
  • 127-48-0 checkY
PubChem CID
  • 5576
IUPHAR/BPS
  • 7316
DrugBank
  • DB00347 checkY
ChemSpider
  • 5374 checkY
UNII
  • R7GV3H6FQ4
KEGG
  • D00392 checkY
ChEBI
  • CHEBI:9727
ChEMBL
  • ChEMBL695 checkY
CompTox Dashboard (EPA)
  • DTXSID9021396 Edit this at Wikidata
ECHA InfoCard100.004.406 Edit this at Wikidata
Chemical and physical data
FormulaC6H9NO3
Molar mass143.142 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C1N(C(=O)OC1(C)C)C
  • InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3 checkY
  • Key:IRYJRGCIQBGHIV-UHFFFAOYSA-N checkY
  (verify)

It is primarily effective in treating absence seizures, but can also be used in refractory temporal lobe epilepsy. It is usually administered 3 or 4 times daily, with the total daily dose ranging from 900 mg to 2.4 g. Treatment is most effective when the concentration of its active metabolite, dimethadione, is above 700 µg/mL. Severe adverse reactions are possible, including Steven Johnson syndrome, nephrotoxicity, hepatitis, aplastic anemia, neutropenia, or agranulocytosis. More common adverse effects include drowsiness, hemeralopia, and hiccups.[1][2]

Fetal trimethadione syndrome edit

If administered during pregnancy, fetal trimethadione syndrome may result causing facial dysmorphism (short upturned nose, slanted eyebrows), cardiac defects, intrauterine growth restriction (IUGR), and mental retardation. The fetal loss rate while using trimethadione has been reported to be as high as 87%.[3]

References edit

  1. ^ American Medical Association Dept of Drugs (1977). AMA Drug Evaluations (3rd ed.). Littleton, Mass.: Pub. Sciences Group. p. 466. ISBN 978-0-88416-175-2. OCLC 1024170745.
  2. ^ Rodman MJ, Smith DW (1979). Pharmacology and Drug Therapy in Nursing. Lippincott. p. 259. ISBN 978-0-39754-230-7.
  3. ^ Teratology and Drug Use During Pregnancy Retrieved January 2007

External links edit