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E6005

Sigma-Aldrich

Ethionamide

≥98.0%, suitable for ligand binding assays

Sinónimos:

2-Ethyl-4-pyridinecarbothioamide

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About This Item

Fórmula empírica (notación de Hill):
C8H10N2S
Número de CAS:
536-33-4
Peso molecular:
166.24
EC Number:
208-628-9
MDL number:
MFCD00057361
UNSPSC Code:
12352111
PubChem Substance ID:
24894350
NACRES:
NA.26

product name

Ethionamide,

assay

≥98.0%

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H361

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

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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Catherine Vilchèze et al.
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
Liang-Chun Chen et al.
BMC systems biology, 6, 5-5 (2012-01-20)
Drug resistance has now posed more severe and emergent threats to human health and infectious disease treatment. However, wet-lab approaches alone to counter drug resistance have so far still achieved limited success due to less knowledge about the underlying mechanisms
Fluorimetric determination of ethionamide in pharmaceutical preparations and biological fluids.
Walash MI, et al.
J. Chin. Chem. Soc., 51(5A), 1059-1064 (2004)
A E DeBarber et al.
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
Joan M Korth-Bradley et al.
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
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