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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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
Nuno Vale et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 81(2), 314-323 (2012-03-16)
Multidrug-resistant tuberculosis (MDR-TB) has become a worldwide problem and a major public health concern. The mechanisms of resistance are fairly well characterized for most agents, but MDR limits the therapeutic usefulness of both new and classical medicines against TB. Ethionamide
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)
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.
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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