ethionamide

Also known as 1314 TH, ETP, ETH, 2-ethylthioisonicotinamide, etionamide, ethylisothiamide, 2-ethyl-4-thiopyridylamide

Ethionamide (aka ETA or ETH) is an antibiotic used to treat tuberculosis. Specifically it is used, along with other antituberculosis medications, to treat active multidrug-resistant tuberculosis. It is no longer recommended for leprosy. It is taken by mouth.

Chemical data

Formula: C8H10N2S
Molecular weight: 166.25 g/mol
IUPAC name: 2-ethylpyridine-4-carbothioamide
SMILES: CCC1=NC=CC(=C1)C(=S)N
InChIKey: AEOCXXJPGCBFJA-UHFFFAOYSA-N
XLogP: 1.1
Polar surface area: 71 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Research

1,881 papers

Ethionamide.Tuberculosis (Edinburgh, Scotland) · 2008
Ethionamide.Lancet (London, England) · 1960
Ethionamide.British medical journal · 1960
A review of the use of ethionamide and prothionamide in childhood tuberculosis.Tuberculosis (Edinburgh, Scotland) · 2016
Metabolism of the antituberculosis drug ethionamide.Current drug metabolism · 2013

via PubMed

Wikidata facts

Mass: 166.056469

Show 5 more facts

chemical formula: C₈H₁₀N₂S
World Health Organisation international non-proprietary name: ethionamide
canonical SMILES: CCC1=NC=CC(=C1)C(=S)N
Commons category: Ethionamide
defined daily dose: 0.75

Sources (8)

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Article

13 sections

Contents

Medical uses
Microbial resistance
Adverse effects
Hepatotoxicity
Neurotoxicity
Thyrotoxicity
Interactions
Pharmacology
Pharmacodynamics
Pharmacokinetics
Other names
References
External links

Ethionamide has a high rate of side effects. Common side effects include nausea, diarrhea, abdominal pain, and loss of appetite. Serious side effects may include liver inflammation and depression. It should not be used in people with significant liver problems. Use in pregnancy is not recommended as safety is unclear. Ethionamide is in the thioamides family of medications. It is believed to work by interfering with the use of mycolic acid.