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Details

Stereochemistry ACHIRAL
Molecular Formula C9H14N2O3
Molecular Weight 198.2191
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHARBITAL

SMILES

CCC1(CC)C(=O)NC(=O)N(C)C1=O

InChI

InChIKey=FWJKNZONDWOGMI-UHFFFAOYSA-N
InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14)

HIDE SMILES / InChI

Description

Methbarbital is a barbiturate anticonvulsant, discovered by Merck in 1905. It was introduced to market for treatment of epolepsy by Abbott in 1952, and discontinued in 1990.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
10.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
GEMONIL

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Metharbital is administered orally. Effective dose, causing a reduction in seizure score by 225, is 110 mg.
Route of Administration: Oral
In Vitro Use Guide
The binding of [3H]DHP (dihydropicrotoainin) to rat brain membrane fragments was measured by a centrifugation assay. Assay condition involved incubating 1-3 mg of protein at 0° for 15 min with 63 nM [3H]DHP with or without a given concentration of barbiturate in a total incubation medium of 2 ml. Following incubation, the vials were centrifuged, supernatant discarded, pellets rapidly rinsed, solubilized and prepared for counting as previously described (26) . Specific binding was obtained by subtracting from the total radioactivity in the pellet the background, i .e . the amount not displaced by high concentrations (0.1 mM) of unlabeled DHP. Metharbital inhibits binding of [3H]DHP to GABAA receptor with IC50 of 10 uM.