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505893 Mycobacterium Bactericide, TCA1 - Calbiochem

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Mtb Inhibitor, Mycobacteria DprE1 Inhibitor, Mycobacteria MoeW Inhibitor, Ethyl-(2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate, Ethyl-((2-((1,3-benzothiazol-2-ylcarbonyl)amino)-3-thienyl)carbonyl)carbamate

505893
  
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      Overview

      Replacement Information

      Key Spec Table

      Empirical Formula
      C₁₆H₁₃N₃O₄S₂
      Description
      OverviewA cell-permeable benzothiazolylthiophene that exhibits bactericidal activity against mycobacteria, including M. smegmatis, M. bovis GCG, and M. tuberculosis (MIC50 = 30, 40, and 10 ng/mL, respectively, in biofilm medium; MIC50 = 4.5, 3, 0.19 µg/mL, respectively, in 7H9 medium), but not E. coli, Staphylococcus aureus, or Pseudomonas aeruginosa, by simultaneously targeting DprE1 FAD-binding domain of DprE1/DprE2 required for Mycobacterium cell wall arabinan biosynthesis and the Mtb MoeW protein involved in the biosynthesis of MoCo, molybdenum cofactor indispensable for nitrate assimilation via MoCo-dependent enzymes. Either alone or used in combination, TCA1 is shown to greatly complement INH (Isoniazid) and RIF (Rifampicin) against both wt and drug-resistant Mtb cultures in vitro (1-7.5 µg/mL) and in treating acute and chronic Mtb H37Rv infections in mice in vivo (10-100 mg/kg p.o.) with no apparent host toxicity.
      Catalogue Number505893
      Brand Family Calbiochem®
      SynonymsMtb Inhibitor, Mycobacteria DprE1 Inhibitor, Mycobacteria MoeW Inhibitor, Ethyl-(2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate, Ethyl-((2-((1,3-benzothiazol-2-ylcarbonyl)amino)-3-thienyl)carbonyl)carbamate
      References
      ReferencesWang, F., et al. 2013. Proc. Natl. Acad. Sci. USA 110, E2510.
      Product Information
      FormYellow solid
      Hill FormulaC₁₆H₁₃N₃O₄S₂
      Chemical formulaC₁₆H₁₃N₃O₄S₂
      ReversibleY
      Structure formula ImageStructure formula Image
      Quality LevelMQ200
      Applications
      Biological Information
      Primary TargetDprE1
      Secondary targetMoeW
      Purity≥97% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      505893 0

      Documentation

      Mycobacterium Bactericide, TCA1 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Wang, F., et al. 2013. Proc. Natl. Acad. Sci. USA 110, E2510.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision14-January-2014 JSW
      SynonymsMtb Inhibitor, Mycobacteria DprE1 Inhibitor, Mycobacteria MoeW Inhibitor, Ethyl-(2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate, Ethyl-((2-((1,3-benzothiazol-2-ylcarbonyl)amino)-3-thienyl)carbonyl)carbamate
      DescriptionA cell-permeable benzothiazolylthiophene that exhibits bactericidal activity against mycobacteria, including M. smegmatis, M. bovis GCG, and M. tuberculosis (MIC50 = 30, 40, and 10 ng/mL, respectively, in biofilm medium; MIC50 = 4.5, 3, 0.19 µg/mL, respectively, in 7H9 medium), but not E. coli, Staphylococcus aureus, or Pseudomonas aeruginosa, by simultaneously targeting DprE1 FAD-binding domain of the decaprenylphosphoryl-β-D-ribofuranose 2'-epimerase DprE1/DprE2 required for Mycobacterium cell wall arabinan biosynthesis and the Mtb MoeW protein (M. smegmatis MoeB homolog) involved in the biosynthesis of MoCo, molybdenum cofactor indispensable for nitrate assimilation via MoCo-dependent enzymes. Either alone or used in combination, TCA1 is shown to greatly complement INH (Isoniazid) and RIF (Rifampicin) against both wt and drug-resistant Mtb cultures in vitro (3.75-7.5 µg/mL, 1 µg/mL, and 2 µg/mL, respectively), including the XDR (extensively drug resistant) TF275 (strain# mc28013) that is resistant to 10 TB drugs, and in treating acute and chronic Mtb H37Rv infections in mice in vivo (40-100 mg/kg, 25 mg/kg, and 10 mg/kg, respectively; p.o.). TCA1 exhibits no host toxicity (≥25 µM in cultures and 100 mg/kg in mice) and no activity toward hERG or four CTP enzymes.
      FormYellow solid
      Intert gas (Yes/No) Packaged under inert gas
      Chemical formulaC₁₆H₁₃N₃O₄S₂
      Structure formulaStructure formula
      Purity≥97% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
      Toxicity Standard Handling
      ReferencesWang, F., et al. 2013. Proc. Natl. Acad. Sci. USA 110, E2510.