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Chemodex
Ethionamide
Product Details | |
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Synonyms | ETA; ETH; 2-Ethyl-4-pyridinecarbothioamide; NSC 255115; Trecator |
Product Type | Chemical |
Properties | |
Formula |
C8H10N2S |
MW | 166.24 |
CAS | 536-33-4 |
RTECS | NS0350000 |
Purity Chemicals | ≥98% (HPLC) |
Appearance | Yellow powder. |
Solubility | Soluble in DMSO (10mg/ml) or ethanol (5mg/ml). |
Identity | Determined by 1H-NMR. |
Declaration | Manufactured by Chemodex. |
Other Product Data |
Click here for Original Manufacturer Product Datasheet |
InChi Key | AEOCXXJPGCBFJA-UHFFFAOYSA-N |
Smiles | NC(C1=CC(CC)=NC=C1)=S |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +20°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Documents | |
MSDS | Inquire |
Product Specification Sheet | |
Datasheet | Download PDF |
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.
(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)