Home Microbiology Antibiotics chemical Ethionamide

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Ethionamide Antibiotics chemical

Cat.No.S1777

Ethionamide (Bayer 5312) is an antibiotic used in the treatment of tuberculosis.
Ethionamide Antibiotics chemical Chemical Structure

Chemical Structure

Molecular Weight: 166.24

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Quality Control

Batch: Purity: 99.83%
99.83

Solubility

In vitro
Batch:

DMSO : 33 mg/mL (198.5 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 17 mg/mL

Water : Insoluble

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In vivo
Batch:

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Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such
as vortex, ultrasound or hot water bath can be used to aid dissolving.

Chemical Information, Storage & Stability

Molecular Weight 166.24 Formula

C8H10N2S

 Storage (From the date of receipt)
CAS No. 536-33-4 Download SDF Storage of Stock Solutions

Synonyms Bayer 5312 Smiles CCC1=NC=CC(=C1)C(=S)N

Mechanism of Action

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. Its mechanism of action is thought to be identical to INH although the pathway of activation is distinct from that of INH. This compound is activated by an EthA enzyme, leading to the formation of a Soxide metabolite that has considerably better activity than the parent drug. It inhibits both biofilm formation and viability of mature biofilms. This chemical reduces the content of ergosterol in Cryptococcus spp. planktonic cells and destabilized or permeabilized the fungal cell membrane, leading to leakage of macromolecules. It 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 this compound is loaded into the microparticles. It shows a fast metabolization process in the presence of the thermally carbonized- Porous silicon (TCPSi) particles. It is activated in Mycobacterium tuberculosis by the protein encoded by the gene Rv3854c. This compound appear to disrupt cell wall biosynthesis and have at least one common cellular target, the enoyl-acyl carrier protein reductase InhA.
References
  • [4] https://pubmed.ncbi.nlm.nih.gov/11823459/

Clinical Trial Information

(data from https://clinicaltrials.gov, updated on 2024-05-22)

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT05258877 Completed
Tuberculosis Pulmonary
BioVersys AG|TASK Applied Science
 June 10 2022 --

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