E6005
Ethionamide
≥98.0%, suitable for ligand binding assays
Synonym(s):
2-Ethyl-4-pyridinecarbothioamide
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Product Name
Ethionamide,
Assay
≥98.0%
Quality Level
form
powder
technique(s)
ligand binding assay: suitable
color
yellow
storage temp.
2-8°C
SMILES string
CCc1cc(ccn1)C(N)=S
InChI
1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
InChI key
AEOCXXJPGCBFJA-UHFFFAOYSA-N
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General description
Ethionamide (ETA, ETH), a thioamide, is an anti-tuberculosis agent used as a second-line therapy in treating tuberculosis when other agents are not effective. The structure of ETA is similar to isoniazid.
Application
Ethionamide is used in antimicrobials and in potency assay of test compounds on M. tuberculosis.
Biochem/physiol Actions
Ethionamide is used as an anti-tuberculosis antibiotic and an inducer of hypothyroidism.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Repr. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Journal of medicinal chemistry, 55(14), 6391-6402 (2012-06-29)
In this paper, we describe the screening of a 14640-compound library using a novel whole mycobacteria phenotypic assay to discover inhibitors of EthR, a transcriptional repressor implicated in the innate resistance of Mycobacterium tuberculosis to the second-line antituberculosis drug ethionamide.
Nucleic acids research, 40(7), 3018-3030 (2011-12-14)
Ethionamide is an antituberculous drug for the treatment of multidrug-resistant Mycobacterium tuberculosis. This antibiotic requires activation by the monooxygenase EthA to exert its activity. Production of EthA is controlled by the transcriptional repressor EthR, a member of the TetR family.
Antimicrobial agents and chemotherapy, 55(9), 4422-4423 (2011-06-29)
A search to identify new mechanisms of isoniazid resistance in Mycobacterium bovis led to the isolation of mutants defective in mycothiol biosynthesis due to mutations in genes coding for the glycosyltransferase (mshA) or the cysteine ligase (mshC). These mutants showed
Clinical therapeutics, 36(6), 982-987 (2014-05-17)
Ethionamide sugar-coated tablets have been reformulated to film-coated tablets to improve dissolution and stability. The study objective was to compare the bioavailability of the film-coated (test) and sugar-coated (reference) formulations of ethionamide. After providing informed consent and undergoing screening procedures
Proceedings of the National Academy of Sciences of the United States of America, 97(17), 9677-9682 (2000-08-16)
Ethionamide (ETA) is an important component of second-line therapy for the treatment of multidrug-resistant tuberculosis. Synthesis of radiolabeled ETA and an examination of drug metabolites formed by whole cells of Mycobacterium tuberculosis (MTb) have allowed us to demonstrate that ETA
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