20053-33-2

Upstream product

• 106104-32-9 2-(triphenylarsoranylidene)-2,4-pentanedione 
• 345-12-0 2,4-dinitrophenyldiazonium tetrafluoroborate 
• 1474-32-4 3-(triphenylphosphoranylidene)pentane-2,4-dione 
• 97-02-9 2,4-Dinitroanilin 
• 123-54-6 acetylacetone 

Relevant academic research and scientific papers

Structure-Based Rational Design of Novel Inhibitors Against Fructose-1,6-Bisphosphate Aldolase from Candida albicans

Class II fructose-1,6-bisphosphate aldolases (FBA-II) are attractive new targets for the discovery of drugs to combat invasive fungal infection, because they are absent in animals and higher plants. Although several FBA-II inhibitors have been reported, none of these inhibitors exhibit antifungal effect so far. In this study, several novel inhibitors of FBA-II from C. albicans (Ca-FBA-II) with potent antifungal effects were rationally designed by jointly using a specific protocols of molecular docking-based virtual screening, accurate binding-conformation evaluation strategy, synthesis and enzymatic assays. The enzymatic assays reveal that the compounds 3c, 3e-g, 3j and 3k exhibit high inhibitory activity against Ca-FBA-II (IC50 50 value of 2.7 μM. Importantly, the compounds 3f, 3g, and 3l possess not only high inhibitions against Ca-FBA-II, but also moderate antifungal activities against C. glabrata (MIC80 = 4-64 μg/mL). The compounds 3g, 3l, and 3k in combination with fluconazole (8 μg/mL) displayed significantly synergistic antifungal activities (MIC80 0.0625 μg/mL) against resistant Candida strains, which are resistant to azoles drugs. The probable binding modes between 3g and the active site of Ca-FBA-II have been proposed by using the DOX (docking, ONIOM, and XO) strategy. To our knowledge, no FBA-II inhibitors with antifungal activities against wild type and resistant strains from Candida were reported previously. The positive results suggest that the strategy adopted in this study are a promising method for the discovery of novel drugs against azole-resistant fungal pathogens in the future.

Unusual behaviour during the route of a Japp-Klingemann reaction

Performing a standard Japp-Klingemann synthesis that involved diazotation of 2,6-dinitroaniline and reaction with pentane-2,4-dione in aqueous hydrochloric acid medium surprisingly yielded a mixture of the expected 2,6-dinitro-and the unexpected 2-chloro-6-nitro-substituted hydrazones. This mixture was isolated as solid-solution crystals containing the components in an approximate ratio of 1 to 2. Based on both, selected compounds of comparison that show the aromatic ring substituents changed in position and intermediate diazonium salts, potential causal connections of the unusual behaviour during the route of the particular Japp-Klingemann reaction were studied. X-Ray crystal structures of the relevant compounds have been determined to support the discussion.

HYDRAZONES FROM YLIDES AND DIAZONIUM SALTS: A CONVENIENT SPOT TEST FOR STABILIZED YLIDES OF PHOSPHORUS, ARSENIC, AND SULFUR

The reactions of a series of stabilized ylides of phosphorus, arsenic and sulfur with 2,4-dinitrobenzenediazonium tetrafluoroborate are described.The reaction courses, leading either to azo-onium salts (II), azo-onium ylides (III), formazanes (IV) or hydr