E6005
Ethionamide
≥98.0%, suitable for ligand binding assays
Synonym(s):
2-Ethyl-4-pyridinecarbothioamide
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About This Item
Empirical Formula (Hill Notation):
C8H10N2S
CAS Number:
Molecular Weight:
166.24
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352111
EC Number:
208-628-9
MDL number:
Product Name
Ethionamide,
InChI key
AEOCXXJPGCBFJA-UHFFFAOYSA-N
InChI
1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)
SMILES string
CCc1cc(ccn1)C(N)=S
assay
≥98.0%
form
powder
technique(s)
ligand binding assay: suitable
color
yellow
storage temp.
2-8°C
Quality Level
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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.
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Repr. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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S Thee et al.
Tuberculosis (Edinburgh, Scotland), 97, 126-136 (2015-11-21)
Ethionamide (ETH) and prothionamide (PTH), both thioamides, have proven efficacy in clinical studies and form important components for multidrug-resistant tuberculosis treatment regimens and for treatment of tuberculous meningitis in adults and children. ETH and PTH are pro-drugs that, following enzymatic
Marion Flipo et al.
Journal of medicinal chemistry, 54(8), 2994-3010 (2011-03-23)
We report in this article an extensive structure-activity relationships (SAR) study with 58 thiophen-2-yl-1,2,4-oxadiazoles as inhibitors of EthR, a transcriptional regulator controling ethionamide bioactivation in Mycobacterium tuberculosis. We explored the replacement of two key fragments of the starting lead BDM31343.
Lack of cross-toxicity between isoniazid and ethionamide in severe cutaneous adverse drug reactions: a series of 25 consecutive confirmed cases.
Lehloenya RJ, et al.
The Journal of Antimicrobial Chemotherapy, 70(9), 2648-2651 (2015)
Abhijeet Y Deshpande et al.
Biomedical chromatography : BMC, 25(9), 985-994 (2011-01-27)
A highly sensitive and specific LC-MS/MS method has been developed for simultaneous quantification of ethionamide and ethionamide sulfoxide in human plasma (300 µL) using prothionamide as an internal standard (IS). Solid-phase extraction was used to extract ethionamide, ethionamide sulfoxide and IS
Ekaterina Gelman et al.
Antimicrobial agents and chemotherapy, 56(7), 3610-3614 (2012-04-25)
The genus Mycobacterium comprises slow-growing species with generation times ranging from hours to weeks. The protracted incubation time before colonies appear on solid culture medium can result in overgrowth by faster-growing microorganisms. To prevent contamination, the solid media used in
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