TBA-354

For research use only. Not for therapeutic Use.

  • CAT Number: I001031
  • CAS Number: 1257426-19-9
  • Molecular Formula: C19H15F3N4O5
  • Molecular Weight: 436.34
  • Purity: ≥95%
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TBA-354(Cat No.:I001031)is a nitroimidazole derivative developed as a potent anti-tuberculosis agent. It demonstrated significant in vitro and in vivo activity against Mycobacterium tuberculosis, including drug-resistant strains. TBA-354 exhibited higher potency than its predecessor, PA-824, and maintained efficacy against both replicating and non-replicating bacterial forms. However, during clinical trials, concerns arose regarding potential neurotoxicity, leading to the discontinuation of its development. Despite this setback, TBA-354’s profile has provided valuable insights for future tuberculosis drug research.


Catalog Number I001031
CAS Number 1257426-19-9
Synonyms

(S)-2-nitro-6-((6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)methoxy)-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Molecular Formula C19H15F3N4O5
Purity ≥95%
Target Antibiotic
Solubility DMSO: ≥ 46 mg/mL
Storage Store at -20°C
IUPAC Name (6S)-2-nitro-6-[[6-[4-(trifluoromethoxy)phenyl]pyridin-3-yl]methoxy]-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine
InChI InChI=1S/C19H15F3N4O5/c20-19(21,22)31-14-4-2-13(3-5-14)16-6-1-12(7-23-16)10-29-15-8-25-9-17(26(27)28)24-18(25)30-11-15/h1-7,9,15H,8,10-11H2/t15-/m0/s1
InChIKey ZXSGSFMORAILEY-HNNXBMFYSA-N
SMILES C1[C@@H](COC2=NC(=CN21)[N+](=O)[O-])OCC3=CN=C(C=C3)C4=CC=C(C=C4)OC(F)(F)F
Reference

</br>1:Contribution of the nitroimidazoles PA-824 and TBA-354 to the activity of novel regimens in murine models of tuberculosis. Tasneen R, Williams K, Amoabeng O, Minkowski A, Mdluli KE, Upton AM, Nuermberger EL.Antimicrob Agents Chemother. 2015 Jan;59(1):129-35. doi: 10.1128/AAC.03822-14. Epub 2014 Oct 20. PMID: 25331697 Free PMC Article</br>2:In vitro and in vivo activities of the nitroimidazole TBA-354 against Mycobacterium tuberculosis. Upton AM, Cho S, Yang TJ, Kim Y, Wang Y, Lu Y, Wang B, Xu J, Mdluli K, Ma Z, Franzblau SG.Antimicrob Agents Chemother. 2015 Jan;59(1):136-44. doi: 10.1128/AAC.03823-14. Epub 2014 Oct 20. PMID: 25331696 Free PMC Article

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