For research use only.

Catalog No.S1777 Synonyms: Bayer 5312

Ethionamide Chemical Structure

CAS No. 536-33-4

Ethionamide (Bayer 5312) is an antibiotic used in the treatment of tuberculosis.

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Biological Activity

Description Ethionamide (Bayer 5312) is an antibiotic used in the treatment of tuberculosis.
In vitro

Ethionamide is a structural analogue of isoniazid (INH), both are pro-drugs that need to be activated by mycobacterial enzymes to exert their antimicrobial activity. Ethionamide mechanism of action is thought to be identical to INH although the pathway of activation is distinct from that of INH. Ethionamide is activated by an EthA enzyme, leading to the formation of a Soxide metabolite that has considerably better activity than the parent drug. [1] Ethionamide inhibits both biofilm formation and viability of mature biofilms. Ethionamide reduces the content of ergosterol in Cryptococcus spp. planktonic cells and destabilized or permeabilized the fungal cell membrane, leading to leakage of macromolecules. [2] Ethionamide is in general toxic at concentrations above 0.50 mM to HepG2, Caco-2, and RAW macrophage cells, but the toxicity is drastically reduced when Ethionamide is loaded into the microparticles. Ethionamide shows a fast metabolization process in the presence of the thermally carbonized- Porous silicon (TCPSi) particles. [3] Ethionamide is activated in Mycobacterium tuberculosis by the protein encoded by the gene Rv3854c. Ethionamide appear to disrupt cell wall biosynthesis and have at least one common cellular target, the enoyl-acyl carrier protein reductase InhA. [4]


Solubility (25°C)

In vitro DMSO 33 mg/mL (198.5 mM)
Water Insoluble
Ethanol '17 mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 166.24


CAS No. 536-33-4
Storage powder
in solvent
Synonyms Bayer 5312
Smiles CCC1=NC=CC(=C1)C(=S)N

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Molecular mass (molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID