Ethionamide
Synonym(s):2-Ethyl-4-pyridinecarbothioamide;Ethionamide
- CAS NO.:536-33-4
- Empirical Formula: C8H10N2S
- Molecular Weight: 166.24
- MDL number: MFCD00057361
- EINECS: 208-628-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:02:53
What is Ethionamide?
Absorption
Essentially completely absorbed following oral administration and not subjected to any appreciable first pass metabolism. Bioavailability approximately 100%.
Toxicity
Symptoms of overdose include convulsions, nausea, and vomiting.
Description
Ethionamide is an antimycobacterial compound that is active against M. tuberculosis (MICs = 0.3-1.25 μg/ml). It is activated via oxidation by flavin monooxygenase and inhibits the InhA enzyme involved in mycolic acid biosynthesis. Formulations containing ethionamide have been used in the second-line treatment of multi-drug resistant tuberculosis.
The Uses of Ethionamide
Ethionamide is used in antimicrobials and in potency assay of test compounds on M. tuberculosis.
Background
A second-line antitubercular agent that inhibits mycolic acid synthesis. It also may be used for treatment of leprosy. (From Smith and Reynard, Textbook of Pharmacology, 1992, p868)
Indications
For use in the treatment of pulmonary and extrapulmonary tuberculosis when other antitubercular drugs have failed.
What are the applications of Application
Ethionamide is a tuberculostatic antibacterial
Pharmacokinetics
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 when mice received ethionamide in combination with streptomycin or isoniazid.
Metabolism
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.
Properties of Ethionamide
Melting point: | 164 °C |
Boiling point: | 167 °C / 1mmHg |
Density | 1.1332 (rough estimate) |
Flash point: | >110°(230°F) |
storage temp. | 2-8°C |
solubility | DMSO (Slightly), Methanol (Slightly) |
form | neat |
color | Yellow |
Water Solubility | Soluble in DMSO. Sparingly soluble in water |
Safety information for Ethionamide
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H302:Acute toxicity,oral H361:Reproductive toxicity |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for Ethionamide
InChIKey | AEOCXXJPGCBFJA-UHFFFAOYSA-N |
Abamectin manufacturer
Dikora Bulk Drug Pvt. Ltd.
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