Phenoxazine

Phenoxazine

Names
Preferred IUPAC name 10H-Phenoxazine[1]
Identifiers
CAS Number	135-67-1^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:94057
ChemSpider	60610
ECHA InfoCard	100.004.737
PubChem CID	67278
UNII	C2ZWT499SG^Y
CompTox Dashboard (EPA)	DTXSID10159199
InChI InChI=1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H Key: TZMSYXZUNZXBOL-UHFFFAOYSA-N InChI=1/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H Key: TZMSYXZUNZXBOL-UHFFFAOYAS
SMILES c1ccc2c(c1)Nc3ccccc3O2
Properties
Chemical formula	C12H9NO
Molar mass	183.210 g·mol^−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Phenoxazine is a heterocyclic compound. The structure of phenoxazine consists of an oxazine fused to two benzene rings. It occurs as the central core of a number of naturally occurring chemical compounds such as dactinomycin^[2] and litmus. The dyes Nile blue and Nile red are also based on a phenoxazine core.

Phenoxazine dyes were once widely used for silk dyeing, but due to their lack of lightfastness they have disappeared over time from the market. However, since their light resistance is significantly better on acrylic fibers, these dyes have experienced a renaissance.

See also

• Phenothiazine

References

1. International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 216. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
2. "Five- and six-membered rings with two or more heteroatoms". britannica.com.