CAS: 1377239-83-2; 2-(4-(Cyclohexylmethyl)Piperazin-1-yl)-8-Nitro-6-(Trifluoromethyl)-4H-Benzo[e][1,3]Thiazin-4-One

📜2-氯-3-硝基-5-(三氟甲基)苯甲酸置于氯化亚砜,N,N-二异丙基乙胺体系中,用 甲苯 用作溶剂,化学反应 2.0H,反应生成2-(4-(环己基甲基)哌嗪-1-基)-8-硝基-6-三氟甲基-4H-1,3-苯并噻嗪-4-酮
参考文献:高效合成具有抗细胞内结核分枝杆菌活性的苯并噻嗪酮类似物
标题:高效合成具有抗细胞内结核分枝杆菌活性的苯并噻嗪酮类似物
摘要:我们报道了抗结核药物 8-硝基苯并噻嗪酮的合成及其抗分枝杆菌特性.建立了使用硫脲中间体的合成方法,并制备了 35 种类似物.研究了它们针对结核分枝杆菌的抗分枝杆菌潜力:在肉汤和巨噬细胞感染模型中测定了所有衍生物的最低抑制浓度 (Mic).可以描述和表征 Mic 为 <50 Nm 的化合物.
Doi:10.1002/cmdc.202100733

专利信息

专利号:US-11731947-B2
优先权日:2019-04-10
标题:Deuterated antimicrobial compounds
发明人：MILLER MARVIN J; KRCHNAK VIKTOR; LIU RUI
权利人:UNIV NOTRE DAME DU LAC
摘要:Substituted nitrobenzothiazinones (BTZs) are potent antituberculosis prodrugs that are reductively activated to produce nitroso moieties that form covalent adducts with a cysteine residue of decaprenylphosphoryl-β-D-ribose-2′-oxi-dase (DprE1) of Mycobacterium tuberculosis (Mtb). The resulting cell wall synthesis inhibition is lethal to Mtb, leading to consideration of development of BTZs for clinical use. The hydride-induced reduction of the nitroaromatic proceeds by reversible formation of the corresponding Meisenheimer complex. Herein we demonstrate that chemical reduction of BTZ043 with NaBD4 followed by reoxidation incorporates deuterium into the core nitro aromatic warhead. Subsequent reduction of the deuterated species is not affected, but, as expected, reoxidation is slowed by the deuterium isotope effect, thus prolonging the lifetime of the active nitroso oxidation state.

专利号:WO-2016091228-A1
优先权日:2014-12-11
标题 :Substituted phenyltetrazole, its use and pharmaceutical preparation containing it
发明人：ROH JAROSLAV; NEMECEK JAN; HRABALEK ALEXANDR; KLIMESOVA VERA; KARABANOVICH GALINA; PAVEK PETR; SYCHRA PAVEL
权利人:UNIV KARLOVA
摘要:A nitro group-substituted phenyltetrazole of general formula (I) wherein R is selected from the group consisting of: H, C 1 -C 11 alkyl, phenyl- or phenyl- substituted in positions 2, 3, 4 or 5 by one or more electron-acceptor groups and/or by one or more electron-donor groups. These compounds can be prepared by easy synthesis and have significant activity against mycobacteria including their multidrug resistant strains. The invention provides also a pharmaceutical preparation having nitro group-substituted phenyltetrazole of formula (I) as the active ingredient, as well as the use of this nitro group-substituted phenyltetrazole as antituberculosis drug.