A Review of Biologically Active Oxime Ethers

Abstract

Oxime ethers are a class of compounds containing the >C=N-O-R moiety. The presence of this moiety affects the biological activity of the compounds. In this review, the structures of oxime ethers with specific biological activity have been collected and presented, and bactericidal, fungicidal, antidepressant, anticancer and herbicidal activities, among others, are described. The review includes both those substances that are currently used as drugs (e.g., fluvoxamine, mayzent, ridogrel, oxiconazole), as well as non-drug structures for which various biological activity studies have been conducted. To the best of our knowledge, this is the first review of the biological activity of compounds containing such a moiety. The authors hope that this review will inspire scientists to take a greater interest in this group of compounds, as it constitutes an interesting research area.

Novel Pyrazole-4-Carboxamide Derivatives Containing Oxime Ether Group as Potential SDHIs to Control Rhizoctonia solani

“…Oximes are a nitrogen-containing functional group that are abundant in plant metabolites and serve as precursors to the synthesis of oxime ethers and oxime esters. − The formation of oxime ethers and oxime esters offers a highly effective method for integrating diverse building blocks into a single molecule and incorporating oxime ethers and oxime esters into a suitable chemical framework represents a rational and accessible strategy for the synthesis of biologically active agents, which provides an opportunity of promising compounds that possess various biological activities. − For example, pyribencarb, trifloxystrobin, enoxastrobin, and orysastrobin (Figure ), four QoI fungicides containing the oxime ether group, target complex III of the mitochondrial electron transport system and show excellent antifungal activities against a broad spectrum of plant pathogenic fungi, particularly stem rot and gray mold . Fenpyroximate, an acaricide with a pyrazole oxime ether moiety, has been extensively utilized for the management of key agricultural mites like Polyphagotarsonemus latus Banks and Tetranychus urticae Koch, owing to its low toxicity to mammals. − Aldicarb, a carbamate pesticide embracing an oxime ester moiety, is an acetylcholinesterase (AChE) inhibitor and commercially used worldwide to control a wide variety of insects in potato crop protection. , …”