Mao, Jialin published the artcileSynthesis and antituberculosis activity of novel mefloquine-isoxazole carboxylic esters as prodrugs, Formula: C3H5F3O, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(3), 1263-1268, database is CAplus and MEDLINE.
Previously, isoxazole I [R = EtO (II)] was reported to have excellent antituberculosis activity against both replicating and non-replicating Mycobacterium tuberculosis, with a min. inhibitory concentration (MIC) of 0.9 μM and 12.2 μM, resp. In this study, the antituberculosis activity of II was further investigated. Its activity appeared to be very specific for organisms of the M. tuberculosis complex and it effected significant reductions of bacterial numbers in infected macrophages with an EC90 of 4.1 μM. More importantly, the increased in vitro antituberculosis activity of the corresponding acid I (R = HO) at pH 6.0 suggested that it may be active in vivo in an acidic environment produced as a consequence of inflammation in the lungs of TB patients. The fact that various ester bioisosteres of compound II lost anti-TB activity further suggested that II may function as a prodrug. The detailed structure-activity relationships (SARs) from this study should facilitate our ultimate goal of improving the anti-TB potency of this isoxazole ester series.
Bioorganic & Medicinal Chemistry Letters published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Formula: C3H5F3O.
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