BTZ043 Racemate

SKU: orb1300780

Description

BTZ043 Racemate (Benzothiazinone 10526038) is a potent inhibitor of the mycobacterial enzyme DprE1, which is a validated target for novel antitubercular agents. It demonstrates bactericidal activity in vitro against Mycobacterium tuberculosis and has shown efficacy in murine models of tuberculosis infection.

Research Area

Infectious Disease & Virology

Key Properties

• CAS Number: 957217-65-1
• MW: 431.39
• Purity: 99.89% (May vary between batches)
• Formula: C₁₇H₁₆F₃N₃O₅S
• SMILES: CC1COC2(CCN(CC2)c2nc(=O)c3cc(cc([N+]([O-])=O)c3s2)C(F)(F)F)O1
• Target: Antibacterial,DprE1
• Solubility: 10% DMSO+90% Corn Oil:1 mg/mL (2.32 mM);Ethanol:< 1 mg/mL (insoluble or slightly soluble);DMSO:21 mg/mL (48.68 mM);H2O:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• In Vivo:
  In a mouse model of chronic tuberculosis, administration of BTZ043 at 37.5 mg/kg or 300 mg/kg for 4 weeks reduces the bacterial burden in the lungs and spleens by 1 and 2 logs, respectively.
• In Vitro:
  By targeting decaprenylphosphoryl-β-D-ribose 2'-epimerase, BTZ043 abolishes the formation of decaprenylphosphoryl arabinose, leading to cell lysis and death of Mycobacterium tuberculosis. BTZ043 displays similar activity against all clinical isolates of M. tuberculosis, including multidrug-resistant and extensively drug-resistant strains. BTZ043 displays significant activity against M. tuberculosis H37Rv and Mycobacterium smegmatis with MIC of 1 ng/mL (2.3 nM) and 4 ng/mL (9.2 nM), respectively, which is more potent than those of the existing tuberculosis (TB) drugs isoniazid (INH) and ethambutol (EMB) with MIC of 0.02-0.2 μg/mL and 1-5 μg/mL, respectively. BTZ043 is less effective in two different model systems (auxotrophy and starvation) involving metabolically inert M. tuberculosis, indicating that BTZ043 blocks a step in active metabolism similar to isoniazid (INH). BTZ043 treatment in M. smegmatis cells decreases the growth rate rapidly followed by a swelling of the poles and lysis of the cells after a few hours, which is similar but delayed in M. tuberculosis. BTZ043 (1/4 MIC 0.375 ng/mL) in combination with TMC207 (1/4 MIC 20 ng/mL) has a stronger cidal effect on M. tuberculosis but not BTZ-resistant M. tuberculosis mutant than TMC207 alone at a concentration of 80 ng/mL.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

tuberculosis, Benzothiazinone 10526038, Benzothiazinone10526038, Benzothiazinone-10526038, DprE1, BTZ043, BTZ-043, BTZ043 Racemate, BTZ-043 Racemate, BTZ044, BTZ-044, BTZ10526038, BTZ-10526038, BTZ 043, BTZ 044, BTZ 10526038, Bacterial, Inhibitor, inhibit

Compound Identifiers

PubChem CID

49769085