A heterocyclic building block
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Phenoxazine

Item No. 29964

Technical Information
Formal Name
10H-phenoxazine
CAS Number
135-67-1
Synonyms
  • NSC 72990
Molecular Formula
C12H9NO
Formula Weight
Purity
≥98%
A solid
DMF: 15mg/mLDMSO: 10mg/mLEthanol: 20mg/mLEthanol:PBS (pH 7.2) (1:4): 0.2mg/mL
λmax
214, 240, 318 nm
SMILES
C12=CC=CC=C1NC3=C(C=CC=C3)O2
InChi Code
InChI=1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
InChi Key
TZMSYXZUNZXBOL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Phenoxazine is a heterocyclic building block.1 It has been used in the synthesis of phenoxazine derivatives that have anticancer and antimicrobial activities in vitro.2,3 Phenoxazine has also been used in the synthesis of phenoxazine derivatives used as chromogenic substrates.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shruti, Dwivedi, J., Kishore, D., et al. Recent advancement in the synthesis of phenoxazine derivatives and their analogues. Synthetic Commun. 48(12), 1377-1402 (2018).

    2. Shimizu, S., Suzuki, M., Tomoda, A., et al. Phenoxazine compounds produced by the reactions with bovine hemoglobin show antimicrobial activity against non-tuberculosis mycobacteria. Tohoku J. Exp. Med. 203(1), 47-52 (2004).

    3. Che, X.-F., Zheng, C.-L., Akiyama, S.-I., et al. 2-Aminophenoxazine-3-one and 2-amino-4,4α-dihydro-4α,7-dimethyl-3H-phenoxazine-3-one cause cellular apoptosis by reducing higher intracellular pH in cancer cells. Proc. Jpn. Acad. Ser. B Phys. Biol. Sci. 87(4), 199-213 (2011).

    4. Jana, N.C., Patra, M., Brandão, P., et al. Synthesis, structure and diverse coordination chemistry of cobalt(III) complexes derived from a Schiff base ligand and their biomimetic catalytic oxidation of o-aminophenols. Polyhedron 164, 23-34 (2019).