Oxazolone is a chemical compound and
functional group, with the molecular formula C
3H
3NO
2. It was named in-line with the Hantzsch–Widman nomenclature and is part of a large family of
oxazole based compounds. There are a total of 5 structural isomers of oxazolone; 3 according to the location of the carbonyl group and 2 more according to the location of the double bond C=X (with X= N or C):
-
2-(3 H)oxazolone
-
2-(5 H)oxazolone
-
4-(5 H)-oxazolone
-
5-(2 H)-oxazolone
-
5-(4 H)-oxazolone
The 4-oxazolone motif, which is also formally a lactam, is present in a number of drugs (fenozolone, thozalinone, cyclazodone, reclazepam etc.).
Substituted 5-oxazolones may also be regarded as the cyclization products of N-acyl α-, making them lactones, and are sometimes referred to as azlactones.
See also