Compound ID | 3584

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Isoxazole M1

Synonym(s): 2,4-dibromo-6-[3-(trifluoromethyl)-1,2-oxazol-5-yl]phenol

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Mycolic acid synthesis inhibitor. Fatty acyl-AMP ligase inhibitor
Target Pathogen: Active against Mycobacterium tuberculosis and Mycobacterium smegmatis
Description: Synthetic compound; shows efficacy in macrophage model of Mycobacterium tuberculosis infection at 5~9 mg/L but cytotoxicity showing at ≥25 mg/L; reduces mycobacterial burden in infected mice
Year first mentioned: 2024
Development status: Experimental
Chemical structure(s):
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Molecular weight: 386.95
Iso. SMILES: C1=C(C=C(C(=C1C2=CC(=NO2)C(F)(F)F)O)Br)Br
InChI Key: UPPPIWMLZRPTQQ-UHFFFAOYSA-N
Can. SMILES: C1=C(C=C(C(=C1C2=CC(=NO2)C(F)(F)F)O)Br)Br
InChI: InChI=1S/C10H4Br2F3NO2/c11-4-1-5(9(17)6(12)2-4)7-3-8(16-18-7)10(13,14)15/h1-3,17H
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/135567234
Citation: https://pubs.acs.org/doi/10.1021/acs.jmedchem.4c01844

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