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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

Description
Curator's Comment: Other drugs of oxazolidinedione class act by blocking T-type calcium channel (see , but there is no information about interaction between paramethadione

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PARADIONE

Approved Use

Paramethadione, an oxazolidinc derivative (300 mg p.o. t.i.d.), is indicated as an alternate drug in the treatment of refractory absence seizures. Paramethadione raises the threshold for cortical seizures but does not modify the seizure pattern. It decreases projection of focal activity and reduces both repetitive spinal cord transmission and spike-and-wave patterns of absence (petit mal) seizures.

Launch Date

-6.4843199E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
8.4 μg/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
5-ETHYL-5-METHYL-1,3-OXAZOLIDINE-2,4-DIONE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
6 μg/mL
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PARAMETHADIONE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
13 day
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
5-ETHYL-5-METHYL-1,3-OXAZOLIDINE-2,4-DIONE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
16 h
300 mg single, oral
dose: 300 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PARAMETHADIONE serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
300 mg single, oral
Dose: 300 mg
Route: oral
Route: single
Dose: 300 mg
Sources:
healthy, 30 - 41 years
n = 3
Health Status: healthy
Age Group: 30 - 41 years
Sex: M
Population Size: 3
Sources:
300 mg 3 times / day steady, oral
Dose: 300 mg, 3 times / day
Route: oral
Route: steady
Dose: 300 mg, 3 times / day
Sources:
healthy, adult
Health Status: healthy
Condition: pregnancies
Age Group: adult
Sex: F
Sources:
Other AEs: Teratogenicity...
Other AEs:
Teratogenicity
Sources:
AEs

AEs

AESignificanceDosePopulation
Teratogenicity
300 mg 3 times / day steady, oral
Dose: 300 mg, 3 times / day
Route: oral
Route: steady
Dose: 300 mg, 3 times / day
Sources:
healthy, adult
Health Status: healthy
Condition: pregnancies
Age Group: adult
Sex: F
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as victim
PubMed

PubMed

TitleDatePubMed
Possible teratogenicity of trimethadione and paramethadione.
1970 Aug 1
Patents

Patents

Sample Use Guides

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
Name Type Language
PARAMETHADIONE
HSDB   INN   MART.   MI   ORANGE BOOK   USP-RS   VANDF   WHO-DD  
INN  
Official Name English
3,5-DIMETHYL-5-ETHYLOXAZOLIDINE-2,4-DIONE
Systematic Name English
PARAMETHADIONE [HSDB]
Common Name English
5-ETHYL-3,5-DIMETHYLOXAZOLIDINE-2,4-DIONE
Systematic Name English
PARAMETHADIONE [ORANGE BOOK]
Common Name English
ISOETHADIONE
Common Name English
PARAMETHADIONE [MI]
Common Name English
PARAMETHADIONE [VANDF]
Common Name English
5-Ethyl-3,5-dimethyl-2,4-oxazolidinedione
Systematic Name English
Paramethadione [WHO-DD]
Common Name English
paramethadione [INN]
Common Name English
2,4-OXAZOLIDINEDIONE, 5-ETHYL-3,5-DIMETHYL-
Systematic Name English
PARADIONE
Brand Name English
PARAMETHADIONE [MART.]
Common Name English
NSC-760129
Code English
Classification Tree Code System Code
NCI_THESAURUS C264
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
WHO-VATC QN03AC01
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
WHO-ATC N03AC01
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
Code System Code Type Description
INN
4163
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
MESH
C005731
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
HSDB
3245
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
CAS
25795-54-4
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
SUPERSEDED
WIKIPEDIA
PARAMETHADIONE
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
DRUG CENTRAL
2059
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
PUBCHEM
8280
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
SMS_ID
100000082790
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
ECHA (EC/EINECS)
204-098-8
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
ChEMBL
CHEMBL1100
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
MERCK INDEX
m8402
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY Merck Index
RXCUI
32894
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY RxNorm
FDA UNII
Z615FRW64N
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
EPA CompTox
DTXSID8023420
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
DRUG BANK
DB00617
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
CAS
128557-52-8
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
SUPERSEDED
NCI_THESAURUS
C66308
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
EVMPD
SUB09613MIG
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
IUPHAR
7261
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
CAS
115-67-3
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY
NSC
760129
Created by admin on Fri Dec 15 15:08:17 UTC 2023 , Edited by admin on Fri Dec 15 15:08:17 UTC 2023
PRIMARY