621-96-5Relevant articles and documents
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.
The 4.4′-benzidine rearrangement of 4-alkyl substituted hydrazobenzenes
Bouillon, Marc E.,Meyer, Hartmut H.
, p. 3151 - 3161 (2016/05/24)
When treated with dilute inorganic acids N,N′-diarylhydrazines (hydrazobenzenes) with an alkyl substituent in the 4-position undergo [5,5]-sigmatropic rearrangement reactions to furnish 4-(4′-aminophenyl)-4-alkylcyclohexa-2,5-dienimines (ipso-benzidines) in moderate to excellent yields. Steric bulk of the 4-alkyl substituent in the starting material decreases the yield of the respective ipso-benzidine. Additional electron-donating alkyl substituents in the ortho- and/or meta-positions on both rings generally promote the reaction and consequently increase the yield of the 4.4′-benzidine rearrangement product. Described herein are our findings regarding the scope and limits of this unusual benzidine rearrangement.
Facile, mild and convenient preparation and characterization of some novel schiff base ligands from synthetic diamines and salicylaldehyde
Naeimi, Hossein,Heidarnezhad, Arash
, p. 117 - 122 (2015/01/30)
Some novel Schiff base ligands have been prepared through condensation of salicylaldehyde with synthetic various primary diamines under mild reaction conditions. The used aromatic diamines were synthesized in good yields starting from low-cost commercially available materials. In these reactions, the Schiff base products have been afforded with excellent yields and appropriate reaction times. The structure of these ligands has been characterized by IR, 1H NMR and 13C NMR techniques.
