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ethosuximide

Structure via PubChem · Public domain (PubChem)

EntityQ421567· pop 27· linked from 463 articles

ethosuximide

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Also known as CI-366, CN-10395, PM-671, Zarontin®, 3-ethyl-3-methyl-2,5-pyrrolidinedione, alpha-ethyl-alpha-methylsuccinimide, gamma-ethyl-gamma-methyl-succinimide, 2-methyl-2-ethylsuccinimide

Ethosuximide, sold under the brand name Zarontin among others, is a medication used to treat absence seizures. It may be used by itself or with other antiseizure medications such as valproic acid. Ethosuximide is taken by mouth.

Chemical data

Formula
C7H11NO2
Molecular weight
141.17 g/mol
IUPAC name
3-ethyl-3-methylpyrrolidine-2,5-dione
SMILES
CCC1(CC(=O)NC1=O)C
InChIKey
HAPOVYFOVVWLRS-UHFFFAOYSA-N
XLogP
0.4
Polar surface area
46.2 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1960
Admin. routes
oral
Indications
epilepsy, irritable bowel syndrome, complex regional pain syndrome, Seizure

via ChEMBL · EBI

Research

1,778 papers

via PubMed

Wikidata facts

Mass
141.078979
Has use
medication
Show 7 more facts
Commons category
Ethosuximide
chemical formula
C₇H₁₁NO₂
subject has role
essential medicine
medical condition treated
epilepsy
World Health Organisation international non-proprietary name
ethosuximide
canonical SMILES
CCC1(CC(=O)NC1=O)C
defined daily dose
1.25
Sources (5)

via Wikidata · CC0

~7 min read

Encyclopedic overview

18 sections
Contents
  • Medical uses
  • Adverse effects
  • Central nervous system
  • Common
  • Rare
  • Gastrointestinal
  • Genitourinary
  • Blood
  • Skin
  • Eyes
  • Drug interactions
  • Mechanism of action
  • Stereochemistry
  • Society and culture
  • Cost
  • Availability
  • See also
  • References

Ethosuximide, sold under the brand name Zarontin among others, is a medication used to treat absence seizures. It may be used by itself or with other antiseizure medications such as valproic acid. Ethosuximide is taken by mouth.

Ethosuximide is usually well tolerated. Common side effects include loss of appetite, abdominal pain, diarrhea, and feeling tired. Serious side effects include suicidal thoughts, low blood cell levels, and lupus erythematosus. It is unclear if it has adverse effects on the fetus during pregnancy. Ethosuximide is in the succinimide family of medications. Its mechanism of action is thought to be due to antagonism of the postsynaptic T-type voltage-gated calcium channel.

Excerpted from Wikipedia’s “ethosuximide” article, available under the CC BY-SA 4.0 licence.

Gallery (5)