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    Ethionamide

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      Ethionamide

      SKU
      E0237

      Category: Amino Acids, Peptides, Proteins

      Synonyms
      ETA , ETH , 2-Ethyl-4-pyridinecarbothioamide , NSC 255115 , Trecator
      536-33-4
      CAS-Number
      C8H10N2S
      Molecular Formula
      166.24
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      Yellow powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (10 mg/ml), ethanol (5 mg/ml)
      Shipping
      AMBIENT
      Short Term Storage
      RT
      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.
      Hazard statements
      H302-H361
      Precautionary statements
      P281
      GHS Symbol
      GHS07+GHS08
      Signal word
      Warning
      Transportation
      Not dangerous goods
      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.
      Smiles
      NC(C1=CC(CC)=NC=C1)=S
      InChi Key
      AEOCXXJPGCBFJA-UHFFFAOYSA-N
      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)
      InChi
      InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)

      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.

      Artikelnummer: E0237 Kategorie: Amino Acids, Peptides, Proteins
      • Zusätzliche Informationen

      Zusätzliche Informationen

      Synonyms

      ETA, ETH, 2-Ethyl-4-pyridinecarbothioamide, NSC 255115, Trecator

      Purity

      ≥98% (HPLC)

      Appearance

      Yellow powder

      CAS-Number

      536-33-4

      Molecular Formula

      C8H10N2S

      Molecular Weight

      166.24

      Identity

      1H-NMR

      Solvents

      DMSO (10 mg/ml), ethanol (5 mg/ml)

      Smiles

      NC(C1=CC(CC)=NC=C1)=S

      InChi Key

      AEOCXXJPGCBFJA-UHFFFAOYSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      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.

      Hazard statements

      H302-H361

      Precautionary statements

      P281

      GHS Symbol

      GHS07+GHS08

      Signal word

      Warning

      Transportation

      Not dangerous goods

      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)

      InChi

      InChI=1S/C8H10N2S/c1-2-7-5-6(8(9)11)3-4-10-7/h3-5H,2H2,1H3,(H2,9,11)

      Quantity

      5 g, 25 g, 100 g, Bulk

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