Chemodex

Ethionamide

Product Code:
 
CDX-E0237
Supplier:
 
Chemodex
Regulatory Status:
 
RUO
Shipping:
 
AMBIENT
Storage:
 
Short Term: +20°C, Long Term: +4°C
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Chemical Structure
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Chemical Structure

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CDX-E0237-G0055 g£68.00
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CDX-E0237-G100100 g£487.00
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Further Information

Alternate Names/Synonyms:
ETA; ETH; 2-Ethyl-4-pyridinecarbothioamide; NSC 255115; Trecator
Appearance:
Yellow powder.
CAS:
536-33-4
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07,GHS08
Handling Advice:
Protect from light and moisture.
Hazards:
H302-H361
InChi:
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
Long Description:
Chemical. CAS: 536-33-4. Formula: C8H10N2S. MW: 166.24. Ethionamide is an antimycobacterial antibiotic that is active against M. tuberculosis (MICs = 0.3-1.25 µg/ml). Ethionamide is a prodrug activated via oxidation by ethA (a flavin monooxygenase) and leading to the formation of an soxide metabolite, which inhibits the InhA enzyme involved in mycolic acid biosynthesis. Formulations containing ethionamide have been used in the second-line treatment of multi-drug resistant tuberculosis. Ethionamide inhibits both biofilm formation and viability of mature biofilms. Ethionamide is a thioamide analog of the first-line tuberculosis drug isoniazid.
MDL:
MFCD00057361
Molecular Formula:
C8H10N2S
Molecular Weight:
166.24
Package Type:
Vial
Precautions:
P281
Product Description:
Ethionamide is an antimycobacterial antibiotic that is active against M. tuberculosis (MICs = 0.3-1.25 µg/ml). Ethionamide is a prodrug activated via oxidation by ethA (a flavin monooxygenase) and leading to the formation of an soxide metabolite, which inhibits the InhA enzyme involved in mycolic acid biosynthesis. Formulations containing ethionamide have been used in the second-line treatment of multi-drug resistant tuberculosis. Ethionamide inhibits both biofilm formation and viability of mature biofilms. Ethionamide is a thioamide analog of the first-line tuberculosis drug isoniazid.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
NC(C1=CC(CC)=NC=C1)=S
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or ethanol (5mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at +4°C.

References

(1) L.B. Heifets, et al.; Am. Rev. Respir. Dis. 143, 268 (1991) | (2) T.A. Vannelli, et al.; J. Biol. Chem. 277, 12824 (2002) | (3) K.A. Wolff & L. Nguyen; Expert Rev. Anti Infect. Ther. 10, 971 (2012) (Review) | (4) N. Vale, et al.; Curr. Drug Metab. 14, 151 (2013) (Review) | (5) J. Laborde, et al.; Chem. Med. Chem. 12, 1657 (2017)