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Syntheses and Antituberculosis Activity of 1,3-Benzothiazinone Sulfoxide and Sulfone Derived from BTZ043

https://doi.org/10.1021/ml5003458
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1 of the 28 references listed on this page is in the Retraction Watch database as retracted (export 2026-11-04): 10.1074/jbc.m503111200 (notice 2020-09-11).

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What this work says

Outgoing claims: the papers this work cites, builds on, or argues with.

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Towards a new combination therapy for tuberculosis with next generation benzothiazinones
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Quantitative structure–activity relationship studies on nitrofuranyl anti-tubercular agents
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Antitubercular nitrofuran isoxazolines with improved pharmacokinetic properties
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Discovery of novel isoxazolines as anti-tuberculosis agents
inferredcites →https://doi.org/10.1016/j.tube.2010.09.001openalex-snapshot
Leads for antitubercular compounds from kinase inhibitor library screens
inferredcites →https://doi.org/10.1016/s0022-5347(06)00427-7openalex-snapshot
RNA Interference-Directed Knockdown of Urokinase Plasminogen Activator and Urokinase Plasminogen Activator Receptor Inhibits Prostate Cancer Cell Invasion, Survival, and Tumorigenicity In Vivo
inferredcites →https://doi.org/10.1016/s1359-6446(04)03199-xopenalex-snapshot
The Organic Chemistry of Drug Design and Drug Action
inferredcites →https://doi.org/10.1017/s0022172400061349openalex-snapshot
Mycobacterium marinuminfections in man
inferredcites →https://doi.org/10.1021/cb300151mopenalex-snapshot
Identification of Novel Inhibitors of M. tuberculosis Growth Using Whole Cell Based High-Throughput Screening
inferredcites →https://doi.org/10.1021/ja311058qopenalex-snapshot
Thiolates Chemically Induce Redox Activation of BTZ043 and Related Potent Nitroaromatic Anti-Tuberculosis Agents
inferredcites →https://doi.org/10.1021/jm0306430openalex-snapshot
Glide: A New Approach for Rapid, Accurate Docking and Scoring. 1. Method and Assessment of Docking Accuracy
inferredcites →https://doi.org/10.1021/jm030644sopenalex-snapshot
Glide: A New Approach for Rapid, Accurate Docking and Scoring. 2. Enrichment Factors in Database Screening
inferredcites →https://doi.org/10.1021/jm050765nopenalex-snapshot
Synthesis and Evaluation of Cyclic Secondary Amine Substituted Phenyl and Benzyl Nitrofuranyl Amides as Novel Antituberculosis Agents
inferredcites →https://doi.org/10.1021/ml500039gopenalex-snapshot
Design and Syntheses of Anti-Tuberculosis Agents Inspired by BTZ043 Using a Scaffold Simplification Strategy
inferredcites →https://doi.org/10.1038/35016103openalex-snapshot
A small-molecule nitroimidazopyran drug candidate for the treatment of tuberculosis
inferredcites →https://doi.org/10.1073/pnas.0508392103openalex-snapshot
Identification of a nitroimidazo-oxazine-specific protein involved in PA-824 resistance in Mycobacterium tuberculosis
inferredcites →https://doi.org/10.1074/jbc.m503111200openalex-snapshot
RNA Interference-directed Knockdown of Urokinase Plasminogen Activator and Urokinase Plasminogen Activator Receptor Inhibits Prostate Cancer Cell Invasion, Survival, and Tumorigenicity in Vivo
inferredcites →https://doi.org/10.1084/jem.97.5.695openalex-snapshot
STUDIES ON THE PROPAGATION IN VITRO OF POLIOMYELITIS VIRUSES
inferredcites →https://doi.org/10.1093/jnci/51.5.1409openalex-snapshot
A Human Cell Line From a Pleural Effusion Derived From a Breast Carcinoma 2
inferredcites →https://doi.org/10.1126/science.1171583openalex-snapshot
Benzothiazinones Kill Mycobacterium tuberculosis by Blocking Arabinan Synthesis
inferredcites →https://doi.org/10.1126/scitranslmed.3004395openalex-snapshot
Structural Basis for Benzothiazinone-Mediated Killing of Mycobacterium tuberculosis
inferredcites →https://doi.org/10.1177/1352458513501572openalex-snapshot
Asymptomatic lung disease caused by Mycobacterium kansasii as an opportunistic infection in a patient treated with natalizumab for relapsing–remitting multiple sclerosis
inferredcites →https://doi.org/10.1208/s12248-008-9017-8openalex-snapshot
Pharmacokinetically-Guided Lead Optimization of Nitrofuranylamide Anti-Tuberculosis Agents
inferredcites →https://doi.org/10.1371/journal.pmed.0030466openalex-snapshot
OPC-67683, a Nitro-Dihydro-Imidazooxazole Derivative with Promising Action against Tuberculosis In Vitro and In Mice
inferredcites →https://doi.org/10.1371/journal.pone.0026675openalex-snapshot
Analogous Mechanisms of Resistance to Benzothiazinones and Dinitrobenzamides in Mycobacterium smegmatis
inferredcites →https://doi.org/10.1371/journal.ppat.1000645openalex-snapshot
High Content Screening Identifies Decaprenyl-Phosphoribose 2′ Epimerase as a Target for Intracellular Antimycobacterial Inhibitors
inferredcites →https://doi.org/10.20506/rst.20.1.1265openalex-snapshot
The mycobacteria: an introduction to nomenclature and pathogenesis
inferredcites →https://doi.org/10.2174/156802607780059772openalex-snapshot
Nitrofurans as Novel Anti-tuberculosis Agents: Identification, Development and Evaluation

What points at this work

Incoming claims: where this work appears in other papers’ reference lists and arguments.

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Domino Reactions Initiated by Copper‐Catalyzed Aryl‐I Bond Thiolation For the Switchable Synthesis of 2,3‐Dihydrobenzothiazinones and Benzoisothiazolones
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Synthesis of Benzo[e][1,3]thiazin‐4‐ones via PPh3‐Promoted Cyclization of Benzo[c][1,2]dithiol‐3‐ones and Amidines
inferred← citeshttps://doi.org/10.1002/ajoc.201800587openalex-snapshot
Dehydrative C‐ and S‐Alkylation: Access to Highly Substituted 1‐Sulfonylpropanes
inferred← citeshttps://doi.org/10.1002/ardp.202300356openalex-snapshot
Design and synthesis of benzofuran‐ and naphthalene‐fused thiazinones as antimycobacterial agents
inferred← citeshttps://doi.org/10.1002/cmdc.202100733openalex-snapshot
Efficient Synthesis of Benzothiazinone Analogues with Activity against Intracellular Mycobacterium tuberculosis
inferred← citeshttps://doi.org/10.1002/cmdc.202200021openalex-snapshot
New Insight into Dearomatization and Decarbonylation of Antitubercular 4H‐Benzo[e][1,3]thiazinones: Stable 5H‐ and 7H‐Benzo[e][1,3]thiazines
inferred← citeshttps://doi.org/10.1002/cmdc.202300099openalex-snapshot
DprE1 Inhibitors: Enduring Aspirations for Future Antituberculosis Drug Discovery
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Recent advancement in drug development of nitro( NO2 )‐heterocyclic compounds as lead scaffolds for the treatment of Mycobacterium tuberculosis
inferred← citeshttps://doi.org/10.1002/slct.202004156openalex-snapshot
Molecular Insight into the Discrepancy of Antitubercular Activity between 8‐Nitro and 8‐Cyano Benzothiazinones
inferred← citeshttps://doi.org/10.1002/slct.202505382openalex-snapshot
Preclinical and Clinical Efficacy of Promising DprE1 Inhibitors: A Critical Review
inferred← citeshttps://doi.org/10.1007/978-3-031-15955-8_24openalex-snapshot
Exploring Decaprenylphosphoryl-β-d-Ribose 2′-Epimerase 1 (DprE1): A Target for Anti-tubercular Drugs
inferred← citeshttps://doi.org/10.1007/978-981-99-8339-1_15openalex-snapshot
Treatment of Drug-Resistant Pulmonary Tuberculosis
inferred← citeshttps://doi.org/10.1007/s00044-020-02676-4openalex-snapshot
8-cyanobenzothiazinone analogs with potent antitubercular activity
inferred← citeshttps://doi.org/10.1016/j.apsb.2022.04.014openalex-snapshot
Overcoming Mycobacterium tuberculosis through small molecule inhibitors to break down cell wall synthesis
inferred← citeshttps://doi.org/10.1016/j.biopha.2018.01.115openalex-snapshot
Recent therapeutic approaches for the management of tuberculosis: Challenges and opportunities
inferred← citeshttps://doi.org/10.1016/j.bmc.2017.05.037openalex-snapshot
Novel pyridyl nitrofuranyl isoxazolines show antibacterial activity against multiple drug resistant Staphylococcus species
inferred← citeshttps://doi.org/10.1016/j.bmc.2023.117212openalex-snapshot
Targeting mycobacterial membranes and membrane proteins: Progress and limitations
inferred← citeshttps://doi.org/10.1016/j.bmcl.2016.11.084openalex-snapshot
Recent advancements in the development of anti-tuberculosis drugs
inferred← citeshttps://doi.org/10.1016/j.ejmech.2018.03.020openalex-snapshot
Drug discovery in tuberculosis. New drug targets and antimycobacterial agents
inferred← citeshttps://doi.org/10.1016/j.ejmech.2018.03.060openalex-snapshot
Design, synthesis and antitubercular evaluation of benzothiazinones containing a piperidine moiety
inferred← citeshttps://doi.org/10.1016/j.ejmech.2018.09.042openalex-snapshot
Identification of novel benzothiopyranone compounds against Mycobacterium tuberculosis through scaffold morphing from benzothiazinones
inferred← citeshttps://doi.org/10.1016/j.ejmech.2019.111595openalex-snapshot
Identification of benzothiazinones containing an oxime functional moiety as new anti-tuberculosis agents
inferred← citeshttps://doi.org/10.1016/j.ejmech.2021.113603openalex-snapshot
Identification of novel benzothiopyranones with ester and amide motifs derived from active metabolite as promising leads against Mycobacterium tuberculosis
inferred← citeshttps://doi.org/10.1016/j.ejmech.2023.115976openalex-snapshot
Benzothiozinone derivatives with anti-tubercular Activity−Further side chain investigation
inferred← citeshttps://doi.org/10.1016/j.ijleo.2021.167383openalex-snapshot
Temperature effects on liquid crystal-based tunable biosensors
inferred← citeshttps://doi.org/10.1016/j.lfs.2021.119301openalex-snapshot
Comprehensive review on mechanism of action, resistance and evolution of antimycobacterial drugs
inferred← citeshttps://doi.org/10.1016/j.tet.2025.134676openalex-snapshot
TfOH-catalyzed PPh3-promoted nucleophilic cyclization reactions for the synthesis of functionalized (Z)-2-imino-benzo[e][1,3]thiazin-4-ones
inferred← citeshttps://doi.org/10.1021/acs.jmedchem.2c00098openalex-snapshot
Development of Predictive Classification Models for Whole Cell Antimycobacterial Activity of Benzothiazinones
inferred← citeshttps://doi.org/10.1021/acs.jmedchem.8b00281openalex-snapshot
Overview of the Development of DprE1 Inhibitors for Combating the Menace of Tuberculosis
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Synthesis of 5-Trifluoromethyl-1,3-thiazin-4-one Compounds using Trifluoromethyl Acrylic Acid as a Synthon
inferred← citeshttps://doi.org/10.1021/acsmedchemlett.2c00215openalex-snapshot
BTZ-Derived Benzisothiazolinones with In Vitro Activity against Mycobacterium tuberculosis
inferred← citeshttps://doi.org/10.1021/acsomega.2c05307openalex-snapshot
Recent Advances of DprE1 Inhibitors against Mycobacterium tuberculosis : Computational Analysis of Physicochemical and ADMET Properties
inferred← citeshttps://doi.org/10.1021/acssuschemeng.5b01784openalex-snapshot
Facile Sulfa-Michael Reactions with Sodium Arylsulfinates in Water: The Promotion of Water on the Reaction
inferred← citeshttps://doi.org/10.1038/ja.2017.126openalex-snapshot
New antituberculous drugs derived from natural products: current perspectives and issues in antituberculous drug development
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Endless resistance. Endless antibiotics?
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Narrow-spectrum antibacterial agents
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Double 1,4-addition of (thio)salicylamides/thiosalicylic acids with propiolate derivatives: a direct, general synthesis of diverse heterocyclic scaffolds
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Identification of benzothiazones containing a hexahydropyrrolo[3,4- c ]pyrrol moiety as antitubercular agents against MDR-MTB
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A systematic investigation on the impact of the level of oxidation at sulfur and the configuration of R / S -sulfoxide on the solid structure
inferred← citeshttps://doi.org/10.1039/d1qo00147gopenalex-snapshot
Transition metal-free and solvent-free calcium carbide promotes the formation of β-keto sulfoxide from acyl chloride and DMSO
inferred← citeshttps://doi.org/10.1039/d3cc00356fopenalex-snapshot
Synthesis, structures, reactivity and medicinal chemistry of antitubercular benzothiazinones
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Synthesis and cyclization of benzo[ c ][1,2]dithiol-3-ones
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Structure-activity relationship mediated molecular insights of DprE1 inhibitors: A Comprehensive Review
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Decoding the signature of molecular mechanism involved in mutation associated resistance to 1, 3-benzothiazin-4-ones (Btzs) based DprE1 inhibitors using BTZ043 as a reference drug
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The piperazine scaffold for novel drug discovery efforts: the evidence to date
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Crystallographic evidence for unintended benzisothiazolinone 1-oxide formation from benzothiazinones through oxidation
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N-[2-(3,4-Dimethoxyphenyl)-2-(phenylsulfanyl)ethyl]-2-(2-fluorophenyl)acetamide
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DprE1 inhibitors – a prospective target for development of antituberculosis drugs
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Synthesis and Biological Activity of 2-Amino- and 2-aryl (Heteryl) Substituted 1,3-Benzothiazin-4-ones
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4H-1,3-Benzothiazin-4-one a Promising Class Against MDR/XDR-TB
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Covalent Inhibitors Targeting Mycobacterial Enzymes: Current Status, Challenges and Future Perspectives
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