Oxazolone
Oxazoloneis a chemical compound andfunctional group,with the molecular formula C3H3NO2.It was named in-line with theHantzsch–Widman nomenclatureand is part of a large family ofoxazolebased compounds. There are a total of 5structural isomersof oxazolone; 3 according to the location of the carbonyl group and 2 more according to the location of the double bound C=X (with X= N or C):
- 2-(3H)oxazolone
- 2-(5H)oxazolone
- 4-(5H)-oxazolone
- 5-(2H)-oxazolone
- 5-(4H)-oxazolone
The 4-oxazolone motif, which is also formally alactam,is present in a number of drugs (fenozolone,thozalinone,cyclazodone,reclazepametc.).
Substituted 5-oxazolones may also be regarded as the cyclization products ofN-acylα-amino acids,making themlactones,and are sometimes referred to asazlactones.[1][2]
See also
[edit]- Münchnone
- Oxazole
- Oxazolidone— the saturated analogues
References
[edit]
Wikimedia Commons has media related toOxazolones.
- ^IUPAC,Compendium of Chemical Terminology,2nd ed. (the "Gold Book" ) (1997). Online corrected version: (2006–) "azlactones".doi:10.1351/goldbook.A00559
- ^K. Mukerjee, Arya (1987)."Azlactones: Retrospect and Prospect".Heterocycles.26(4): 1077.doi:10.3987/R-1987-04-1077.