Sydnone
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Sydnones are mesoionic heterocyclic chemical compounds possessing a C5-oxygenated 1,2,3-oxadiazole core, named after the city of Sydney, Australia. Like other mesoionic compounds they are dipolar, possessing both positive and negative charges which are delocalized across the ring.
Sydnones are mesoionic heterocyclic chemical compounds possessing a C5-oxygenated 1,2,3-oxadiazole core, named after the city of Sydney, Australia. Like other mesoionic compounds they are dipolar, possessing both positive and negative charges which are delocalized across the ring.
Examples
Cefanone (Cephanone) Ipramidil 3-Thiomorpholino-sydnonimine The reaction between methyl 3-benzyl-sydnone-4-acetate and diphenylacetylene is described in Ex1 of gives an analog of Bufezolac. Synthesis and Biological Evaluation of Coumarinyl Sydnone Derivatives.
Related compounds
A sydnone imine in which the keto group of sydnone (=O) has been replaced with an imino (=NH) group can be found as a substructure in the stimulant drugs feprosidnine and mesocarb.
References
88, 178 (1961); , (); Dictionary of Organic Compounds
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