An internal standard for the quantification of ethionamide
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Unlabeled Version(s)
23714Ethionamide
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Ethionamide-d3

Item No. 33636

Technical Information
Formal Name
2-ethyl-2,2,2-d3-4-pyridinecarbothioamide
CAS Number
2748267-66-3
Molecular Formula
C8H7D3N2S
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
A solid
DMSO: SolubleMethanol: Soluble
SMILES
NC(C1=CC=NC(CC([2H])([2H])[2H])=C1)=S
InChi Code
InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)/i1D3
InChi Key
AEOCXXJPGCBFJA-FIBGUPNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ethionamide-d3 is intended for use as an internal standard for the quantification of ethionamide (Item No. 23714) by GC- or LC-MS. Ethionamide is an antimycobacterial compound that is active against M. tuberculosis (MICs = 0.3-1.25 µg/ml).1,2 It is activated via oxidation by flavin monooxygenase and inhibits the InhA enzyme involved in mycolic acid biosynthesis.1 Formulations containing ethionamide have been used in the second-line treatment of multi-drug resistant tuberculosis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Laborde, J., Deraeve, C., and Bernardes-Génisson, V. Update of antitubercular prodrugs from a molecular perspective: Mechanisms of action, bioactivation pathways, and associated resistance. ChemMedChem 12(20), 1657-1676 (2017).

    2. Heifets, L.B., Lindholm-Levy, P.J., and Flory, M. Comparison of bacteriostatic and bactericidal activity of isoniazid and ethionamide against Mycobacterium avium and Mycobacterium tuberculosis. Am. Rev. Respir. Dis. 143(2), 268-270 (1991).