Imidazolone

Imidazolinones or imidazolones are a family of heterocyclic compounds, the parents of which have the formula OC(NH)₂(CH)₂. Two isomers are possible, depending on the location of the carbonyl (CO) group. The NH groups are nonadjacent. A common route to imidazol-2-ones involves condensation of ureas and acyloins.^[2] Some are of interest in the pharmaceuticals.^[3] 4-Imidazolones arise from the condensation of amidines with 1,2-dicarbonyls such as glyoxal.^[1]

4-imidazolones are advanced glycation endproducts (AGEs), a class of modified proteins that are biomarkers for diabetes. In this drawing the imidazolone is the C₃N₂ ring in red and black.^[1]

Imidazolinone herbicides work by inhitibing acetolactate synthase and belong to the HRAC class of Group B (Australian, Global), Group 2 (numeric). These herbicides include imazapic, imazamethabenz-methyl, imazamox, imazapyr, imazaquin and imazethapyr.^[4]