:Imidazolone
{{Short description|Class of chemical compounds}}
File:HydroimidazoloneAGE.pngs (AGEs), a class of modified proteins that are biomarkers for diabetes. In this drawing the imidazolone is the C3N2 ring in red and black.{{cite journal|journal=Diabetes Research and Clinical Practice|volume=148|year=2019|title=Methylglyoxal, a Potent Inducer of AGEs, Connects between Diabetes and Cancer|first1=Justine|last1=Bellier|first2=Marie-Julie|last2=Nokin|first3=Eva|last3= Lardé|first4=Philippe|last4=Karoyan|first5=Olivier|last5=Peulen|first6=Vincent|last6=Castronovo|first7=Akeila|last7=Bellahcène|pages=200–211 |doi=10.1016/j.diabres.2019.01.002|pmid=30664892 }}]]
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.{{cite journal|journal=Org. Synth.|year=1932|volume=12|page=34|doi=10.15227/orgsyn.012.0034|title=4,5-Diphenylglyoxalone|first1=B. B.|last1=Corson|first2=Emeline|last2=Freeborn}} Some are of interest in the pharmaceuticals.{{cite journal|journal=Chemistry of Heterocyclic Compounds|year=2015|volume=51|pages=395–420 |title=Methods for the synthesis of 1-substituted 1H-imidazol-2(3H)-ones|first1=Maria M.|last1=Antonova|first2=Vladimir V.|last2=Baranov|first3=Angelina N.|last3=Kravchenko|issue=5 |doi=10.1007/s10593-015-1716-3}} 4-Imidazolones arise from the condensation of amidines with 1,2-dicarbonyls such as glyoxal.