Structure via PubChem · Public domain (PubChem)
phenoxazine
Sign in to savePhenoxazine 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 and litmus. The dyes Nile blue and Nile red are also based on a phenoxazine core.
Chemical data
- Formula
- C12H9NO
- Molecular weight
- 183.21 g/mol
- IUPAC name
- 10H-phenoxazine
- SMILES
- C1=CC=C2C(=C1)NC3=CC=CC=C3O2
- InChIKey
- TZMSYXZUNZXBOL-UHFFFAOYSA-N
- XLogP
- 3.9
- Polar surface area
- 21.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 183.068
Show 5 more facts
- chemical formula
- C₁₂H₉NO
- canonical SMILES
- C1=CC=C2C(=C1)NC3=CC=CC=C3O2
- topic's main category
- Category:Phenoxazines
- Commons category
- Phenoxazines
- melting point
- 156.0
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- 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 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.
Excerpted from Wikipedia’s “phenoxazine” article, available under the CC BY-SA 4.0 licence.