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QuickView for ethionamide (compound)
PubChem
| Name: | Ethionamide |
|---|---|
| PubChem Compound ID: | 2761171 |
| Description: | A second-line antitubercular agent that inhibits mycolic acid synthesis. |
| Molecular formula: | C8H10N2S |
| Molecular weight: | 166.244 g/mol |
| Synonyms: |
F.I. 58-30; 2-Ethyl-4-thioamidylpyridine; Teberus; Ethionamid prothionamid; Amidazin; Thianide; Sertinon; Spectrum2_000994; Isonicotinamide, 2-ethylthio-; Ethylisothiamide.
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DrugBank
Identification
| Name: | Ethionamide |
|---|---|
| Name (isomeric): | DB00609 |
| Drug Type: | small molecule |
| Description: | A second-line antitubercular agent that inhibits mycolic acid synthesis. |
| Synonyms: |
ETP; Ethionamid prothionamid; Etionamid; ET; Etioniamid; Ethyonomide; Ethioniamide; Etionamida [INN-Spanish]; Ethinamide; Etionamide [DCIT].
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| Brand: | Trecator-SC, Tubenamide, Tio-Mid, Ethina, Bayer 5312, Nisotin, Aethionamidum, Trecator, Teberus, Isotiamida, Amidazine, Thioamide, Aetina, Itiocide, Thiomid, Tiomid, Thianid, Tuberoson, Nicotion, Thianide, Etionid, Iridozin, Tubermin, Amidazin, Sertinon, Rigenicid, Trescazide, Trescatyl, Etionizine, Trekator, Thioniden, Aetiva, Etionizina, Fatoliamid, Nizotin, Ethimide, Isothin, Iridocin, Tuberoid, Tianid, Etiocidan, Etimid, Atina, Etionizin |
| Category: | Antitubercular Agents, Fatty Acid Synthesis Inhibitors, Leprostatic Agents |
| CAS number: | 536-33-4 |
Pharmacology
| Indication: | For use in the treatment of pulmonary and extrapulmonary tuberculosis when other antitubercular drugs have failed. |
|---|---|
| Pharmacology: |
Ethinamate is bacteriostatic against M. tuberculosis. In a study examining ethionamide resistance, ethionamide administered orally initially decreased the number of culturable Mycobacterium tuberculosis organisms from the lungs of H37Rv infected mice. Drug resistance developed with continued ethionamide monotherapy, but did not occur ...
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| Mechanism of Action: |
Ethionamide may be bacteriostatic or bactericidal in action, depending on the concentration of the drug attained at the site of infection and the susceptibility of the infecting organism. Ethionamide, like prothionamide and pyrazinamide, is a nicotinic acid derivative related to isoniazid. It is thought that ethionamide undergoes intracellular modi...
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| Absorption: | Essentially completely absorbed following oral administration and not subjected to any appreciable first pass metabolism. Bioavailability approximately 100%. |
| Protein binding: | Approximately 30% bound to proteins. |
| Biotransformation: | Hepatic and extensive. Metabolized to the active metabolite sulfoxide, and several inactive metabolites. The sulphoxide metabolite has been demonstrated to have antimicrobial activity against Mycobacterium tuberculosis. |
| Route of elimination: | Less than 1% of the oral dose is excreted as ethionamide in urine. Ethionamide is extensively metabolized to active and inactive metabolites. |
| Half Life: | 2 to 3 hours |
| Toxicity: | Symptoms of overdose include convulsions, nausea, and vomiting. |
| Affected organisms: | Mycobacteria |
Targets
