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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%

Qualitätsniveau

200

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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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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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)
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.
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
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
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