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Key Documents

P14858

Sigma-Aldrich

Phenoxazine

97%

Synonym(s):

5,6-Dibenzo-1,4-oxazine

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About This Item

Empirical Formula (Hill Notation):
C12H9NO
CAS Number:
Molecular Weight:
183.21
Beilstein:
143234
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

mp

156-159 °C (lit.)

SMILES string

N1c2ccccc2Oc3ccccc13

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

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Steve H Thorne et al.
Molecular cancer therapeutics, 8(2), 333-341 (2009-02-05)
We report the discovery of a new prodrug, 6-chloro-9-nitro-5-oxo-5H-benzo(a)phenoxazine (CNOB). This prodrug is efficiently activated by ChrR6, the highly active prodrug activating bacterial enzyme we have previously developed. The CNOB/ChrR6 therapy was effective in killing several cancer cell lines in
Kyoko Hayashi et al.
Journal of pharmacological sciences, 114(1), 85-91 (2010-08-26)
We examined the in vivo antiviral activities of 2-amino-4,4α-dihydro-4α-7-dimethyl-3H-phenoxazine-3-one (Phx-1), 3-amino-1,4α-dihydro-4α-8-dimethyl-2H-phenoxazine-2-one (Phx-2), and 2-aminophenoxazine-3-one (Phx-3) against herpes viruses. The virus yield three days after administration, changes in the 6-degree's lesion scores, and the morbidity were assessed after herpes simplex virus
Martin Link et al.
Bioorganic & medicinal chemistry letters, 21(18), 5538-5542 (2011-08-02)
Novel amino-reactive phenoxazines were obtained by reasonably simple synthetic protocols and characterized in terms of their use as fluorescent labels for amines, amino acids and proteins in general. Purple labels (alternatives to Texas Red) and blue labels (alternatives to Cy-1)
Karina Mondragón-Vásquez et al.
Chemical communications (Cambridge, England), (44)(44), 6726-6728 (2009-11-04)
N(6)-(N'-Arylcarbamoyl)-2'-deoxyadenosine-H-phosphonates displayed molecular recognition towards cationic phenothiazinium and phenoxazinium dyes in aqueous solutions; studies have shown that binding is driven mainly by aromatic interactions and that size and shape-complementarity of the aromatic rings in host and guest provides selectivity.
Praew Thansandote et al.
The Journal of organic chemistry, 75(10), 3495-3498 (2010-04-29)
A rapid, four-step approach to alkyl- and aryl-substituted benzomorpholines is accomplished by a Pd-catalyzed domino C-C/C-N bond coupling using a norbornene template. Extension to phenoxazines and dihydrodibenzoxazepines is presented.

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