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Chemical Structure| 190140-20-6 Chemical Structure| 190140-20-6

Structure of 190140-20-6

Chemical Structure| 190140-20-6

8-Nitro-6-(trifluoromethyl)quinolin-4(1H)-one

CAS No.: 190140-20-6

4.5 *For Research Use Only !

Cat. No.: A238359 Purity: 95+%

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Dube, Phelelisiwe S. ; Legoabe, Lesetja J. ; Jordaan, Audrey ; Sigauke, Lester ; Warner, Digby F. ; Beteck, Richard M.

Abstract: Mycobacterium tuberculosis (Mtb) has an impermeable cell wall which gives it an inherent ability to resist many antibiotics. DprE1, an essential enzyme in Mtb cell wall synthesis, has been validated as a target for several TB drug candidates. The most potent and developmentally advanced DprE1 inhibitor, PBTZ169, is still undergoing clin. development. With high attrition rate, there is need to populate the development pipeline. Using a scaffold hopping strategy, we imprinted the benzenoid ring of PBTZ169 onto a quinolone nucleus. Twenty-two compounds were synthesized and screened for activity against Mtb, with six compounds exhibiting sub micromolar activity of MIC90 <0.244 μM. Compound 25 further demonstrated sub-micromolar activity when evaluated against wild-type and fluoroquinolone-resistant Mtb strains. This compound maintained its sub-micromolar activity against a DprE1 P116S mutant strain but showed a significant reduction in activity when tested against the DprE1 C387S mutant.

Keywords: DprE1 ; Quinolone ; Nitro compounds ; Mycobacterium tuberculosis ; Benzothiazinone

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Product Details of [ 190140-20-6 ]

CAS No. :190140-20-6
Formula : C10H5F3N2O3
M.W : 258.15
SMILES Code : O=C1C=CNC2=C1C=C(C(F)(F)F)C=C2[N+]([O-])=O
MDL No. :MFCD12498705

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