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263893

Sigma-Aldrich

Phenoxazine

≥99%, purified by sublimation

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About This Item

Formule empirique (notation de Hill):
C12H9NO
Numéro CAS:
135-67-1
Poids moléculaire :
183.21
Beilstein:
143234
Numéro CE :
205-210-8
Numéro MDL:
MFCD00005014
Code UNSPSC :
12352100
ID de substance PubChem :
24855892

Essai

≥99%

Produit purifié par

sublimation

Pf

156-159 °C (lit.)

Solubilité

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

Chaîne SMILES 

N1c2ccccc2Oc3ccccc13

InChI

1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H

Clé InChI

TZMSYXZUNZXBOL-UHFFFAOYSA-N

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Description générale

Phenoxazine dyes, including several Nile blue analogs, are known to localize selectively in animal tumors[1].

Application

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[2].

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
00924MD
18118DB
07505AG
06008EY
13727MU

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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
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
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
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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