Synthesis, structure, and antibacterial activity of aminobenzofuroxan and aminobenzofurazan

Furazan bis-ureas: a heterocyclic scaffold for anion binding and transport

“…This had led to their consideration as antibacterial, antiparasitic, antiviral and anticancer agents. [46][47][48][49][50] It should be noted that the furazan motif is typically not the pharmacophore, but its high electronegativity and multiple hydrogen bond acceptors are used to further enhance activity or selectivity relative to other heterocycles or bioisosteres. 30 Synthetic anion transporters have been proposed as a novel strategy for the treatment of cancer, therefore, taken together with the pre- viously explored bioactivity of furazan containing compounds, cell viability studies of anionophores 1-9 were conducted.…”

Furazans in Medicinal Chemistry

“…The prominence of antibiotic resistance and the estimated global burden of multidrug resistant pathogens has prompted research efforts to identify novel chemotypes. Furazan derivatives are known to exhibit a range of antimicrobial activities, including antibiotic, antifungal, and antipest, − yet evidence of selectivity over eukaryotic cells is seldom provided. A report from Abbot Laboratories identified furazanopyrazines (Figure , compound 95 ) as broad-spectrum antibiotics with good selectivity over eukaryotic cell lines; antibiotic activity was observed in H. influenzae , S. aureus , and S. pneumoniae with no observable cytotoxicity in yeast ( C. albicans ) or human lymphocytes (Table ).…”

The Reactivity of Azidonitrobenzofuroxans towards 1,3-Dicarbonyl Compounds: Unexpected Formation of Amino Derivative via the Regitz Diazo Transfer and Tautomerism Study

“…]oxadiazole 1-oxide (benzofuroxan) have attracted the attention of chemists due to the biological activity exhibited by this class of heterocycle. Benzofuroxans have been proposed as monoamine oxidase inhibitors [1,2] and calcium channel modulators [3,4], and possess vasodilating and cardiotropic [5], antitumor [6][7][8][9], antiparasitic [10,11], anti-tuberculosis [12][13][14], bactericidal [15][16][17], virucidal, sporicidal, and fungicidal activities [18,19]. Moreover, benzofuroxans exhibit anunusual chemical behavior due to the specificity of the electronic structure of the 1,2,5-oxadiazole-N-oxide cycle.…”