621-95-4Relevant articles and documents
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Martre, Anne-Marie,Danciu, Virginia,Mousset, Guy
, p. 1136 - 1146 (1993)
The electrochemical behavior of titanium oxysulfate, used as a redox mediator in the reduction of 4, 4'-dinitrodiben-zyl, is studied in a 5 N H 2S04/EtOH 50: 50 medium. The role played by electrogenerated Ti3+ ions in the chemical reduction of nitro groups is also defined. The results obtained allow the determination of the most suitable conditions leading to selective syntheses. Macroscale electrolyses at a constant potential in the presence of TiOS04 give 4, 4'-diaminodi-benzyl with a great purity and a higher yield (93%) than without mediator (75%). The homogeneous chemical reduction of 4, 4'-dinitrodibenzyl by first electrogenerating the Ti3+ ions, then adding the organic substrate, is particularly selective. The nature of the reduction products depends on the [Ti3+]/[dinitro derivative] ratio. The 4-amino-4'-nitrodiben-zyl is synthesized in a 70% yield for a 6: 1 ratio whereas the amount of diamino derivative increases and can constitute the sole reduction product for higher ratios. A comparison is made with 1, 5-and 1, 8-dinitronaphthalenes and 2, 2'-di-nitrodiphenyl. Using a 6: 1 ratio, l-amino-8-nitronaphthalene is not obtained while 45% of l-amino-5- nitronaphthalene and 25% of 2-amino-2'-nitrodiphenyl are formed by reduction of the corresponding dinitro derivatives.
Second-generation aryl isonitrile compounds targeting multidrug-resistant Staphylococcus aureus
Kyei-Baffour, Kwaku,Mohammad, Haroon,Seleem, Mohamed N.,Dai, Mingji
, p. 1845 - 1854 (2019/03/28)
Antibiotic resistance remains a major global public health threat that requires sustained discovery of novel antibacterial agents with unexploited scaffolds. Structure-activity relationship of the first-generation aryl isonitrile compounds we synthesized led to an initial lead molecule that informed the synthesis of a second-generation of aryl isonitriles. From this new series of 20 compounds, three analogues inhibited growth of methicillin-resistant Staphylococcus aureus (MRSA) (from 1 to 4 μM) and were safe to human keratinocytes. Compound 19, with an additional isonitrile group exhibited improved activity against MRSA compared to the first-generation lead compound. This compound emerged as a candidate worthy of further investigation and further reinforced the importance of the isonitrile functionality in the compounds’ anti-MRSA activity. In a murine skin wound model, 19 significantly reduced the burden of MRSA, similar to the antibiotic fusidic acid. In summary, 19 was identified as a new lead aryl isonitrile compound effective against MRSA.
Raney Ni-Al alloy-mediated reduction of benzils in wate
Liu, Guo-Bin,Zhao, Hong-Yun,Dai, Lu,Thiemann, Thies,Tashiro, Hideki,Tashiro, Masashi
experimental part, p. 579 - 581 (2010/02/28)
Raney Ni-Al alloy in a dilute aqueous alkaline solution has been shown to be a powerful reducing agent and is highly effective for the reduction of alkylbenzils and alkoxybenzils to afford the corresponding 1,2-diarylethers at 90°C, in the absence of organic solvents. 4,4'-Dinitrobenzil was transformed selectively to 1,2-bis(4-aminophenyl) ethane.