U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C7H11NO3
Molecular Weight 157.1671
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PARAMETHADIONE

SMILES

CCC1(C)OC(=O)N(C)C1=O

InChI

InChIKey=VQASKUSHBVDKGU-UHFFFAOYSA-N
InChI=1S/C7H11NO3/c1-4-7(2)5(9)8(3)6(10)11-7/h4H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C7H11NO3
Molecular Weight 157.1671
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Paramethadione is an anticonvulsant in the oxazolidinedione class developed by the Abbott Laboratories, approved by the Food and Drug Administration in 1949 for the treatment of absence seizures, also called partial seizures. Paramethadione acts to reduce T-type calcium currents in thalamic neurons which has been proposed to underlie the 3-Hz spike-and-wave discharge seen on electroencephalogram (EEG) during absence seizures.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PARADIONE

Cmax

ValueDoseCo-administeredAnalytePopulation
8.4 μg/mL
300 mg single, oral
5-ETHYL-5-METHYL-1,3-OXAZOLIDINE-2,4-DIONE serum
Homo sapiens
6 μg/mL
300 mg single, oral
PARAMETHADIONE serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
13 day
300 mg single, oral
5-ETHYL-5-METHYL-1,3-OXAZOLIDINE-2,4-DIONE serum
Homo sapiens
16 h
300 mg single, oral
PARAMETHADIONE serum
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as victim

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
For treatment of epilepsy in children, Paramethadione should be administered orally, 300-600 mg 2-3 times a day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
Z615FRW64N
Record Status Validated (UNII)
Record Version