55439-46-8

Upstream product

• 55439-39-9 benzothiazole-2-carboxylic acid N'-(4-chloro-benzoyl)-hydrazide 
• 104-88-1 4-chlorobenzaldehyde 
• 122-01-0 4-chloro-benzoyl chloride 
• 28891-34-1 1,3-benzothiazole-2-carbohydrazide 
• 74-11-3 para-chlorobenzoic acid 
• 32137-76-1 benzothiazole-2-carboxylic acid ethyl ester 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 95-16-9 1,3-Benzothiazole 
• 23289-10-3 2-(4-chlorophenyl)-1,3,4-oxadiazole 

Relevant academic research and scientific papers

OXADIAZOLE AND PHENOL DERIVATIVES AS ANTIBACTERIAL AND/OR HERBICIDAL AGENTS

Antimicrobial resistance is rising at an alarming rate. The methylerythritol phosphate (MEP) pathway is a metabolic pathway that produces the isoprenoids isopentyl pyrophosphate (IPP) and dimethylallyl pyrophosphate (DMAPP). Notably, the MEP pathway is present in bacteria and not mammals, which made the enzymes of the MEP pathway attractive targets for discovering new anti-infective agents due to reduced chances of off-target interactions leading to side effects. The biophysical properties of 2-C-methyl-D-erythritol 4-phosphate cytidylyltransferase (IspD) and 4-diphosphocytidyl-2-C-methyl-D-erythritol kinase (IspE) were determined to aid discovery of novel inhibitors. Thermal shift screening was used as an initial filter to narrow down a library of compounds with thermal shifts greater than 1° C., which could indicate binding to the IspD and IspE enzymes. Follow-up studies were performed using isothermal titration calorimetry and enzymatic inhibition assays. Results from these studies have revealed compounds with high micromolar inhibition of both IspD from Escherichia coli and IspE from Burkholderia thailandensis. The hit compounds are used for future development of more potent IspD and IspE inhibitors.

Pd(OAc)2 catalyzed C-H activation of 1,3,4-oxadiazoles and their direct oxidative coupling with benzothiazoles and aryl boronic acids using Cu(OAc)2 as an oxidant

The first direct oxidative coupling of 1,3,4-oxadiazoles with benzothiazoles has been accomplished using Pd(OAc)2 as a catalyst and Cu(OAc)2 as an oxidant. The similar combination of the catalyst and the oxidant has also been applied for direct arylation of 1,3,4-oxadiazoles with aryl boronic acids. Several novel oxadiazole derivatives have been prepared in high yields following both the methods.

Hypervalent iodine mediated synthesis of the heterocyclyl-1,3,4-oxadiazoles

Oxidation of various heterocyclyl N-acylhydrazones 3a-j with iodobenzene diacetate (IBD) in dichloromethane provides a facile method for the synthesis of heterocyclyl-1,3,4-oxadiazoles 4a-j.