Trimethadione

This article is about the drug Tridione. For the content management software Tridion, see SDL plc.

Trimethadione
Systematic (IUPAC) name

3,5,5-trimethyl-1,3-oxazolidine-2,4-dione
Clinical data
Trade names	Tridione
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	X
Routes of administration	Oral
Legal status	℞ (Prescription only)
Pharmacokinetic data
Bioavailability	High
Metabolism	Demethylated to dimethadione
Biological half-life	12–24 hours (trimethadione) 6–13 days (dimethadione)
Excretion	Renal
Identifiers
CAS Number	127-48-0^Y
ATC code	N03AC02 (WHO)
PubChem	CID 5576
IUPHAR/BPS	7316
DrugBank	DB00347^Y
ChemSpider	5374^Y
UNII	R7GV3H6FQ4^Y
KEGG	D00392^Y
ChEMBL	CHEMBL695^Y
Chemical data
Formula	C₆H₉NO₃
Molar mass	143.141 g/mol
SMILES O=C1N(C(=O)OC1(C)C)C
InChI InChI=1S/C6H9NO3/c1-6(2)4(8)7(3)5(9)10-6/h1-3H3^Y Key:IRYJRGCIQBGHIV-UHFFFAOYSA-N^Y
(verify)

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

Fetal trimethadione syndrome

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%.^[1]

References

↑ Teratology and Drug Use During Pregnancy Retrieved January 2007

External links

MedlinePlus DrugInfo medmaster-a601127
DDB 30479

Anticonvulsants (N03)

GABAergics

GABA_AR PAMs	Barbiturates: Barbexaclone Metharbital Methylphenobarbital Pentobarbital Phenobarbital^# Primidone; Carbamates: Felbamate; Benzodiazepines: Clobazam Clonazepam Clorazepate Diazepam^# Lorazepam^# Midazolam Nimetazepam Nitrazepam Temazepam; Others: Bromide (potassium bromide, sodium bromide) Paraldehyde Stiripentol

GABA-T inhibitors	Fatty acids: Valproate Valpromide Valproate pivoxil; Others: Ethanolamine-O-sulfate Vigabatrin

Others	GABAR agonists: Progabide; GAT-1 inhibitors: Tiagabine

Channelergics

Sodium blockers	Hydantoins: Ethotoin Fosphenytoin Mephenytoin Phenytoin^#; Ureides: Acetylpheneturide Chlorphenacemide Phenacemide^‡ Pheneturide; Fatty acids: Valproate Valpromide Valproate pivoxil; Carboxamides: Carbamazepine^# Eslicarbazepine acetate Oxcarbazepine; Others: Lacosamide Lamotrigine Rufinamide Topiramate Zonisamide

Calcium blockers	Oxazolidinediones: Ethadione Paramethadione Trimethadione; Succinimides: Ethosuximide^# Mesuximide Phensuximide; Gabapentinoids: Gabapentin Pregabalin; Others: Lamotrigine Topiramate Zonisamide

Potassium openers	Retigabine

Others

CA inhibitors	Sulfonamides: Acetazolamide Ethoxzolamide Sultiame Topiramate Zonisamide

Others	Beclamide Brivaracetam Levetiracetam Perampanel

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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