2365-71-1Relevant articles and documents
Salicylanilides Reduce SARS-CoV-2 Replication and Suppress Induction of Inflammatory Cytokines in a Rodent Model
Beutler, Nathan,Blake, Steven,Eubanks, Lisa M.,Janda, Kim D.,Ji, Henry,Manning, John T.,Maruyama, Junki,Paessler, Slobodan,Shaabani, Namir,Teijaro, John R.
, p. 2229 - 2237 (2021/08/24)
SARS-CoV-2 virus has recently given rise to the current COVID-19 pandemic where infected individuals can range from being asymptomatic, yet highly contagious, to dying from acute respiratory distress syndrome. Although the world has mobilized to create antiviral vaccines and therapeutics to combat the scourge, their long-term efficacy remains in question especially with the emergence of new variants. In this work, we exploit a class of compounds that has previously shown success against various viruses. A salicylanilide library was first screened in a SARS-CoV-2 activity assay in Vero cells. The most efficacious derivative was further evaluated in a prophylactic mouse model of SARS-CoV-2 infection unveiling a salicylanilide that can reduce viral loads, modulate key cytokines, and mitigate severe weight loss involved in COVID-19 infections. The combination of anti-SARS-CoV-2 activity, cytokine inhibitory activity, and a previously established favorable pharmacokinetic profile for the lead salicylanilide renders salicylanilides in general as promising therapeutics for COVID-19.
Synthesis and Energetic Properties of 4-Diazo-2,6-dinitrophenol and 6-Diazo-3-hydroxy-2,4-dinitrophenol
Klap?tke, Thomas M.,Preimesser, Andreas,Stierstorfer, J?rg
, p. 4311 - 4315 (2015/07/27)
4-Amino-3,5-dinitroaniline (3) was synthesized by fluorine/amine exchange of 4-fluoro-3,5-dinitroaniline in ethanol. 4-Diazo-2,6-dinitrophenol (Iso-DDNP, 4) was obtained after nitration in HNO3 (100%) and acetic anhydrid. 4-Amino-2,3,5-trinitrophenol (7) was obtained by nitration of N-(4-acetoxyphenyl)acetamide and deprotection of the amine. Further nitration resulted in 6-diazo-3-hydroxy-2,4-dinitrophenol (8). The thermal stability and sensitivity of 4 and 8 toward impact and friction was compared to commercially used DDNP (2-diazo-4,6-dinitrophenol). All target compounds were characterized by single-crystal X-ray diffraction, NMR and elemental analysis and DSC. The sensitivities were determined by BAM methods (drophammer and friction tester). The heats of formation were calculated by using CBS-4M electronic enthalpies and the atomization method. Various detonation parameters such as detonation velocity and pressure were computed by using the EXPLO5 computer code V6.01. The very sensitive diazophenol derivatives diazo-2,6-dinitrophenol and 6-diazo-3-hydroxy-2,4-dinitrophenol could be synthesized by nitration reactions. They are promising alternatives to the commercially used sensitizer DDNP (2-diazo-4,6-dinitrophenol).
Synthesis of substituted 4-(1H-indol-6-yl)-1H-indazoles as potential PDK1 inhibitors
Brzozowski, Martin,O'Brien, Nathan J.,Wilson, David J.D.,Abbott, Belinda M.
, p. 318 - 326 (2014/01/06)
The development of a preparative route to a series of novel 4-(1H-indol-6-yl)-1H-indazole compounds as potential PDK1 inhibitors is described. The synthetic strategy centres on the late-stage Suzuki cross-coupling of N-unprotected indazole and indole frag
