Merck
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E6005

Sigma-Aldrich

Ethionamide

Sinónimos:
2-Ethyl-4-pyridinecarbothioamide
Empirical Formula (Hill Notation):
C8H10N2S
Número de CAS:
Peso molecular:
166.24
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.26

ensayo

≥98.0%

formulario

powder

technique(s)

ligand binding assay: suitable

color

yellow

temp. de almacenamiento

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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Descripción general

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.

Aplicación

Ethionamide is used in antimicrobials and in potency assay of test compounds on M. tuberculosis.

Acciones bioquímicas o fisiológicas

Ethionamide is used as an anti-tuberculosis antibiotic and an inducer of hypothyroidism.

Otras notas

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. E6005.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

pictogramas

Exclamation markHealth hazard

Palabra de señalización

Warning

Frases de peligro

Clasificaciones de peligro

Acute Tox. 4 Oral - Repr. 2

Código de clase de almacenamiento

13 - Non Combustible Solids

WGK

WGK 3

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificado de Análisis

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Certificado de origen

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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
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
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
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
Fluorimetric determination of ethionamide in pharmaceutical preparations and biological fluids.
Walash MI, et al.
J. Chin. Chem. Soc., 51(5A), 1059-1064 (2004)

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