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E6005

Sigma-Aldrich

Ethionamid

≥98.0%, suitable for ligand binding assays

Synonym(e):

2-Ethyl-4-pyridincarbothioamid

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About This Item

Empirische Formel (Hill-System):
C8H10N2S
CAS-Nummer:
536-33-4
Molekulargewicht:
166.24
EG-Nummer:
208-628-9
MDL-Nummer:
MFCD00057361
UNSPSC-Code:
12352111
PubChem Substanz-ID:
24894350
NACRES:
NA.26

product name

Ethionamid,

Assay

≥98.0%

Form

powder

Methode(n)

ligand binding assay: suitable

Farbe

yellow

Lagertemp.

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)

InChIKey

AEOCXXJPGCBFJA-UHFFFAOYSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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.

Anwendung

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

Biochem./physiol. Wirkung

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

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

H-Sätze

H302,H361

Gefahreneinstufungen

Acute Tox. 4 Oral - Repr. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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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
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
Marion Flipo et al.
Journal of medicinal chemistry, 55(1), 68-83 (2011-11-22)
Mycobacterial transcriptional repressor EthR controls the expression of EthA, the bacterial monooxygenase activating ethionamide, and is thus largely responsible for the low sensitivity of the human pathogen Mycobacterium tuberculosis to this antibiotic. We recently reported structure-activity relationships of a series
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
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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