Oxazines are heterocyclic organic compounds containing one oxygen and one nitrogen atom in a cyclohexa-1,4-diene ring (a doubly unsaturated six-membered ring). Isomers exist depending on the relative position of the heteroatoms and relative position of the double bonds.
By extension, the derivatives are also referred to as oxazines; examples include ifosfamide and morpholine (tetrahydro-1,4-oxazine). A commercially available dihydro-1,3-oxazine is a reagent in the Meyers synthesis of aldehydes. Fluorescent dyes such as Nile red and Nile blue are based on the aromatic compound benzophenoxazine. Cinnabarine and cinnabaric acid are two naturally occurring dioxazines, being derived from biodegradation of tryptophan.[2]
- ^ Eicher T, Hauptmann S, Speicher A (March 2013). The Chemistry of Heterocycles: Structures, Reactions, Synthesis, and Applications (3rd ed.). Wiley Inc. p. 442. ISBN 978-3-527-66987-5. OCLC 836864122.
- ^ Stone TW, Stoy N, Darlington LG (February 2013). "An expanding range of targets for kynurenine metabolites of tryptophan" (PDF). Trends in Pharmacological Sciences. 34 (2): 136–43. doi:10.1016/j.tips.2012.09.006. PMID 23123095.