Oxazolidinone
The oxazolidones and isoxazolidones are a set of six isomeric five-membered heterocyclic compounds consisting of a carbonyl group, an oxygen atom, a nitrogen atom with a hydrogen atom attached, and two methylene groups. The chemicals differ in the relative position of these groups around the ring, which results in different functional group combinations.
| 2-Oxazolidinone | 4-Oxazolidinone | 5-Oxazolidinone |
| 3-Isoxazolidinone | 4-Isoxazolidinone | 5-Isoxazolidinone |
2-Oxazolidinone is the parent compound of several protein synthesis inhibitor antibiotics and the Evans chiral auxiliaries for aldol reactions. Cycloserine is an antibiotic based on the 3-isoxazolidone parent.