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Merck

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:
Technical Service
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Product Name

Ethionamide,

assay

≥98.0%

Quality Level

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

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.


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pictograms

Health hazardExclamation mark

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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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)
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
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.



Global Trade Item Number

SKUGTIN
E6005-25G04061832416229
E6005-100G04061833604410
E6005-5G04061833604427