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263893

Sigma-Aldrich

Phenoxazin

≥99%, purified by sublimation

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About This Item

Empirische Formel (Hill-System):
C12H9NO
CAS-Nummer:
135-67-1
Molekulargewicht:
183.21
Beilstein:
143234
EG-Nummer:
205-210-8
MDL-Nummer:
MFCD00005014
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24855892

Assay

≥99%

Aufgereinigt durch

sublimation

mp (Schmelzpunkt)

156-159 °C (lit.)

Löslichkeit

benzene: freely soluble(lit.)
chloroform: freely soluble(lit.)
diethyl ether: freely soluble(lit.)
ethanol: freely soluble(lit.)
petroleum ether: very slightly soluble(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

InChIKey

TZMSYXZUNZXBOL-UHFFFAOYSA-N

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Allgemeine Beschreibung

Phenoxazine dyes, including several Nile blue analogs, are known to localize selectively in animal tumors.

Anwendung

Phenoxazine is a tricyclic 2′deoxycytidine analog that has been used to improve stacking interactions between heterocycles of oligonucleotide/RNA hybrids and to enhance cellular uptake.

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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C W Lin et al.
Cancer research, 51(4), 1109-1116 (1991-02-15)
The overall goal of our research is to develop effective new photosensitizers for tumor-selective photodynamic therapy. Phenoxazine dyes, including several Nile blue analogues, are known to localize selectively in animal tumors. Structural modifications yielded several series of analogues with substantially
W M Flanagan et al.
Nature biotechnology, 17(1), 48-52 (1999-01-27)
One of the major barriers to the development of antisense therapeutics has been their poor bioavailability. Numerous oligonucleotide modifications have been synthesized and evaluated for enhanced cellular permeation with limited success. Phenoxazine, a tricyclic 2' deoxycytidine analog, was designed to
Juozas Kulys et al.
Applied biochemistry and biotechnology, 158(2), 445-456 (2008-11-19)
Many industrial pollutants, xenobiotics, and industry-important compounds are known to be oxidized by peroxidases. It has been shown that highly efficient peroxidase substrates are able to enhance the oxidation of low reactive substrate by acting as mediators. To explore this
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
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
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