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Phenoxazine

CAS No.:
135-67-1
Catalog Number:
AG0035GW
Molecular Formula:
C12H9NO
Molecular Weight:
183.2060
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1g
98%
In Stock USA
United States
$19
- +
5g
98%
In Stock USA
United States
$69
- +
10g
98%
In Stock USA
United States
$119
- +
25g
98%
In Stock USA
United States
$238
- +
100g
98%
In Stock USA
United States
$850
- +
Product Description
Catalog Number:
AG0035GW
Chemical Name:
Phenoxazine
CAS Number:
135-67-1
Molecular Formula:
C12H9NO
Molecular Weight:
183.2060
MDL Number:
MFCD00005014
IUPAC Name:
10H-phenoxazine
InChI:
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
SMILES:
c1ccc2c(c1)Oc1c(N2)cccc1
EC Number:
205-210-8
UNII:
C2ZWT499SG
NSC Number:
72990
Properties
Complexity:
187  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
183.068g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
183.21g/mol
Monoisotopic Mass:
183.068g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
21.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
Efficient green thermally activated delayed fluorescence (TADF) from a phenoxazine-triphenyltriazine (PXZ-TRZ) derivative. Chemical communications (Cambridge, England) 20121204
N-substituted phenoxazine and acridone derivatives: structure-activity relationships of potent P2X4 receptor antagonists. Journal of medicinal chemistry 20121126
High efficiency new hole injection materials for organic light emitting diodes based on dimeric phenothiazine and phenoxazine moiety derivatives. Journal of nanoscience and nanotechnology 20120501
Transition-metal-free intramolecular N-arylations. Organic letters 20120406
4,6-Bis(diphenyl-phosphan-yl)-2,8-di-methyl-phenoxathiin dichloro-methane monosolvate. Acta crystallographica. Section E, Structure reports online 20120401
Innate immune response of human plasmacytoid dendritic cells to poxvirus infection is subverted by vaccinia E3 via its Z-DNA/RNA binding domain. PloS one 20120101
Azaxanthene based selective glucocorticoid receptor modulators: design, synthesis, and pharmacological evaluation of (S)-4-(5-(1-((1,3,4-thiadiazol-2-yl)amino)-2-methyl-1-oxopropan-2-yl)-5H-chromeno[2,3-b]pyridin-2-yl)-2-fluoro-N,N-dimethylbenzamide (BMS-776532) and its methylene homologue (BMS-791826). Journal of medicinal chemistry 20111027
Synthesis and in vitro antiprotozoal activities of 5-phenyliminobenzo[a]phenoxazine derivatives. Bioorganic & medicinal chemistry letters 20111001
Brightly fluorescent purple and blue labels for amines and proteins. Bioorganic & medicinal chemistry letters 20110915
Molecular modeling study of intercalation complexes of tricyclic carboxamides with d(CCGGCGCCGG)₂ and d(CGCGAATTCGCG)₂. Journal of molecular modeling 20110801
Comparative study of alternating low-band-gap benzothiadiazole co-oligomers. Journal of fluorescence 20110701
N-benzoylated phenoxazines and phenothiazines: synthesis, antiproliferative activity, and inhibition of tubulin polymerization. Journal of medicinal chemistry 20110623
Phenoxazine dyes for dye-sensitized solar cells: relationship between molecular structure and electron lifetime. Chemistry (Weinheim an der Bergstrasse, Germany) 20110527
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. Proceedings of the Japan Academy. Series B, Physical and biological sciences 20110511
Structure-function relationships of phenoxazine nucleosides for identification of mismatches in duplex DNA by fluorescence spectroscopy. Chembiochem : a European journal of chemical biology 20110307
Rapid decrease of intracellular pH associated with inhibition of Na+/H+ exchanger precedes apoptotic events in the MNK45 and MNK74 gastric cancer cell lines treated with 2-aminophenoxazine-3-one. Oncology reports 20110201
Organometallic anticancer compounds. Journal of medicinal chemistry 20110113
Phenoxazine based units--synthesis, photophysics and electrochemistry. Journal of fluorescence 20110101
An ensemble and single-molecule fluorescence microscopy investigation of phase-separated monolayer films stained with Nile Red. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110101
Effect of polyunsaturated fatty acids on drug-sensitive and resistant tumor cells in vitro. Lipids in health and disease 20110101
A new way for synthesis of phenoxazine and diphenoxazine derivatives via electrochemical method. Chemical & pharmaceutical bulletin 20110101
Resorufin analogs preferentially bind cerebrovascular amyloid: potential use as imaging ligands for cerebral amyloid angiopathy. Molecular neurodegeneration 20110101
Drug-resistant tuberculosis: emerging treatment options. Clinical pharmacology : advances and applications 20110101
Chemical fate and mutagenic formation potentials of phenothiazine and related compounds during water chlorination. The Journal of toxicological sciences 20101201
Investigations on the photoreactions of phenothiazine and phenoxazine in presence of 9-cyanoanthracene by using steady state and time resolved spectroscopic techniques. Journal of fluorescence 20100901
Photophysical and structural properties of the fluorescent nucleobase analogues of the tricyclic cytosine (tC) family. Physical chemistry chemical physics : PCCP 20100821
Structure and antibacterial activity of the silver(I) complex of 2-aminophenoxazine-3-one. Metallomics : integrated biometal science 20100801
Palladium-catalyzed domino C-C/C-N coupling using a norbornene template: synthesis of substituted benzomorpholines, phenoxazines, and dihydrodibenzoxazepines. The Journal of organic chemistry 20100521
In vitro antibacterial activity of Phx-3 against Helicobacter pylori. Biological & pharmaceutical bulletin 20100101
Phenoxazine derivatives suppress the infections caused by herpes simplex virus type-1 and herpes simplex virus type-2 intravaginally inoculated into mice. Journal of pharmacological sciences 20100101
Development of an alcohol dehydrogenase biosensor for ethanol determination with toluidine blue O covalently attached to a cellulose acetate modified electrode. Sensors (Basel, Switzerland) 20100101
Environmentally sensitive fluorescent sensors based on synthetic peptides. Sensors (Basel, Switzerland) 20100101
A comprehensive review of glucose biosensors based on nanostructured metal-oxides. Sensors (Basel, Switzerland) 20100101
Molecular recognition of cationic phenothiazinium and phenoxazinium dyes with pi-extended 2'-deoxyadenosine nucleotides. Chemical communications (Cambridge, England) 20091128
Tuning of phenoxazine chromophores for efficient organic dye-sensitized solar cells. Chemical communications (Cambridge, England) 20091107
Novel oxidative electrophilic coupling reactions of phenoxazine derivatives with MBTH and their applications to spectrophotometric determination of residual chlorine in drinking water and environmental water samples. Journal of hazardous materials 20091015
Novel reactivity of dibenzothiophene monooxygenase from Bacillus subtilis WU-S2B. Bioscience, biotechnology, and biochemistry 20090901
Laccase-mediated synthesis of novel substituted phenoxazine chromophores featuring tuneable water solubility. Chemistry (Weinheim an der Bergstrasse, Germany) 20090817
Intensification of biocatalytical processes by synergistic substrate conversion. Fungal peroxidase catalyzed N-hydroxy derivative oxidation in presence of 10-propyl sulfonic acid phenoxazine. Applied biochemistry and biotechnology 20090801
Photosensitization of ruthenium nitrosyls to red light with an isoelectronic series of heavy-atom chromophores: experimental and density functional theory studies on the effects of O-, S- and Se-substituted coordinated dyes. Inorganic chemistry 20090720
Novel imine antioxidants at low nanomolar concentrations protect dopaminergic cells from oxidative neurotoxicity. Journal of neurochemistry 20090701
Anticancer effects of phenoxazine derivatives revealed by inhibition of cell growth and viability, disregulation of cell cycle, and apoptosis induction in HTLV-1-positive leukemia cells. Journal of pharmacological sciences 20090501
Apoptosis induced by acrylamide is suppressed in a 21.5% fat diet through caspase-3-independent pathway in mice testis. Toxicology mechanisms and methods 20090301
CNOB/ChrR6, a new prodrug enzyme cancer chemotherapy. Molecular cancer therapeutics 20090201
Novel transthyretin amyloid fibril formation inhibitors: synthesis, biological evaluation, and X-ray structural analysis. PloS one 20090101
Pro-oxidant effects of phenothiazine and phenoxazine on erythrocytes in the presence of peroxyl radical. Journal of biochemical and molecular toxicology 20090101
Redmond Red as a redox probe for the DNA-mediated detection of abasic sites. Bioconjugate chemistry 20081119
Comparative effects of cationic triarylmethane, phenoxazine and phenothiazine dyes on horse serum butyrylcholinesterase. Archives of biochemistry and biophysics 20081015
Driving forces for the mutual conversions between phenothiazines and their various reaction intermediates in acetonitrile. The journal of physical chemistry. B 20080918
Dye-polyoxometalate composite films: self-assembly, thermal and photochemical properties. Journal of colloid and interface science 20080801
Suppression of the proliferation of cancer cell lines, KB-3-1 and K562 cells preceded by a decrease in intracellular pH caused by phenoxazine derivatives. Oncology reports 20080501
Substitutional disorder in the substituted nixantphos ligand C(39)H(32)Br(0.27)Cl(0.73)NOP(2). Acta crystallographica. Section E, Structure reports online 20080501
4,6-Bis(diphenyl-phosphino)phenoxazine (nixantphos). Acta crystallographica. Section E, Structure reports online 20080401
Phenoxazine derivatives inactivate human cytomegalovirus, herpes simplex virus-1, and herpes simplex virus-2 in vitro. Journal of pharmacological sciences 20080301
New insight for fluoroquinophenoxazine derivatives as possibly new potent topoisomerase I inhibitor. Bioorganic & medicinal chemistry letters 20080215
Lovastatin sensitized human glioblastoma cells to TRAIL-induced apoptosis. Journal of neuro-oncology 20080201
Phenoxazine derivative, 2-amino-4,4alpha-dihydro-4alpha,7-dimethyl-3H-phenoxazine-3-one suppresses growth of human retinoblastoma cell line Y79 in vitro and in vivo. Oncology reports 20080101
Plasmid loss in plasmid-carrying strains of Escherichia coli treated with phenoxazines and an approach to study their DNA binding properties. Nucleosides, nucleotides & nucleic acids 20080101
Compatible solute influence on nucleic acids: many questions but few answers. Saline systems 20080101
Novel oxidative coupling reactions of cisapride or metaclopramide with phenoxazines and their applications in the determination of nitrite at trace level in environmental samples. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101
Binding affinities of oligonucleotides and PNAs containing phenoxazine and G-clamp cytosine analogues are unusually sequence-dependent. Organic letters 20071025
Novel reactions for simple and sensitive spectrophotometric determination of nitrite. Talanta 20070615
Multi-site inhibition of human plasma cholinesterase by cationic phenoxazine and phenothiazine dyes. Archives of biochemistry and biophysics 20070515
Development of ruthenium antitumor drugs that overcome multidrug resistance mechanisms. Journal of medicinal chemistry 20070503
Antioxidants determination with laccase. Talanta 20070430
Free-radical-scavenging effect of carbazole derivatives on AAPH-induced hemolysis of human erythrocytes. Bioorganic & medicinal chemistry 20070301
Caspase-independent cell death revealed in human gastric cancer cell lines, MKN45 and KATO III treated with phenoxazine derivatives. Oncology reports 20070201
Phenoxazine derivatives 2-amino-4,4alpha-dihydro-4alpha-phenoxazine-3-one and 2-aminophenoxazine-3-one-induced apoptosis through a caspase-independent mechanism in human neuroblastoma cell line NB-1 cells. Biological & pharmaceutical bulletin 20070201
Mechanisms of the inhibitory effects of a phenoxazine compound, 2-amino-4,4 alpha-dihydro-4 alpha-7-dimethyl-3H-phenoxazine-3-one, on the contraction of the smooth muscle of the guinea pig taenia cecum. Journal of smooth muscle research = Nihon Heikatsukin Gakkai kikanshi 20070201
Aqueous solubility data for pressurized hot water extraction for solid heterocyclic analogs of anthracene, phenanthrene and fluorene. Journal of chromatography. A 20070126
Phenoxazine derivatives induce caspase-independent cell death in human glioblastoma cell lines, A-172 and U-251 MG. Oncology reports 20070101
[Evaluation of the trichellocidal activity of lantirin (IMP-17)]. Meditsinskaia parazitologiia i parazitarnye bolezni 20070101
Quantitative structure-cytotoxicity relationship analysis of phenoxazine derivatives by semiempirical molecular-orbital method. Anticancer research 20070101
Tumor-specificity and type of cell death induced by phenoxazines. Anticancer research 20070101
Inhibition of choline oxidase by quinoid dyes. Journal of enzyme inhibition and medicinal chemistry 20061201
2-aminophenoxazine-3-one suppresses the growth of mouse malignant melanoma B16 cells transplanted into C57BL/6Cr Slc mice. Biological & pharmaceutical bulletin 20061101
A study on the perturbation of model lipid membranes by phenoxazines. Bioorganic & medicinal chemistry 20060901
Synthesis and properties of benzo[a]phenoxazinium chalcogen analogues as novel broad-spectrum antimicrobial photosensitizers. Journal of medicinal chemistry 20060824
The role of photosensitizer molecular charge and structure on the efficacy of photodynamic therapy against Leishmania parasites. Chemistry & biology 20060801
A long-wavelength fluorescent glucose biosensor based on bioconjugates of galactose/glucose binding protein and Nile Red derivatives. Diabetes technology & therapeutics 20060601
Inhibition of calmodulin-dependent cyclic AMP phosphodiesterase by phenoxazines. Biochemical and biophysical research communications 20060414
Anticancer effects of phenoxazine derivatives combined with tumor necrosis factor-related apoptosis-inducing ligand on pancreatic cancer cell lines, KLM-1 and MIA-PaCa-2. Oncology reports 20060401
Benzo[a]phenoxazines: a new group of potent P-glycoprotein inhibitors. In vivo (Athens, Greece) 20060101
Synthesis of thiol-reactive, long-wavelength fluorescent phenoxazine derivatives for biosensor applications. Bioconjugate chemistry 20060101
Bioinorganic chemistry in thyroid gland: effect of antithyroid drugs on peroxidase-catalyzed oxidation and iodination reactions. Bioinorganic chemistry and applications 20060101
Chlamydia pneumoniae growth inhibition in human monocytic THP-1 cells and human epithelial HEp-2 cells by a novel phenoxazine derivative. Journal of medical microbiology 20051201
Identification of N10-substituted phenoxazines as potent and specific inhibitors of Akt signaling. The Journal of biological chemistry 20050909
A phenoxazine compound, 2-amino-4,4alpha-dihydro-4alpha-7-dimethyl-3H-phenoxazine-3-one reverses the phenylephrine or high-K+ induced contraction of smooth muscles in rat aorta and guinea pig tenia cecum. Biological & pharmaceutical bulletin 20050801
Synergistic enhancement of TRAIL- and tumor necrosis factor alpha-induced cell death by a phenoxazine derivative. Molecular cancer therapeutics 20050701
Prediction of genotoxicity of chemical compounds by statistical learning methods. Chemical research in toxicology 20050601
2-amino-phenoxazine-3-one attenuates glucose-induced augmentation of embryonic form of myosin heavy chain, endothelin-1 and plasminogen activator inhibitor-1 in human umbilical vein endothelial cells. Biological & pharmaceutical bulletin 20050501
Suppression of proliferation of poliovirus and porcine parvovirus by novel phenoxazines, 2-amino-4,4 alpha-dihydro-4 alpha-7-dimethyl-3H-phenoxazine-3-one and 3-amino-1,4 alpha-dihydro-4 alpha-8-dimethyl-2H-phenoxazine-2-one. Biological & pharmaceutical bulletin 20050501
Reactions of excited states of phenoxazin-3-one dyes with amino acids. Photochemistry and photobiology 20050101
Anthracyclines, proteasome activity and multi-drug-resistance. BMC cancer 20050101
Intravenous pharmacokinetics, oral bioavailability and dose proportionality of ragaglitazar, a novel PPAR-dual activator in rats. Biopharmaceutics & drug disposition 20041001
Phenoxazine compounds produced by the reactions with bovine hemoglobin show antimicrobial activity against non-tuberculosis mycobacteria. The Tohoku journal of experimental medicine 20040501
The phenoxazine derivative Phx-1 suppresses IgE-mediated degranulation in rat basophilic leukemia RBL-2H3 cells. Journal of pharmacological sciences 20040301
Cancer chemopreventive effect of phenothiazines and related tri-heterocyclic analogues in the 12-O-tetradecanoylphorbol-13-acetate promoted Epstein-Barr virus early antigen activation and the mouse skin two-stage carcinogenesis models. Pharmacological research 20040201
Interaction of 2-chloro-N10-substituted phenoxazine with DNA and effect on DNA melting. Nucleosides, nucleotides & nucleic acids 20040101
Screen-printed electrodes with electropolymerized Meldola Blue as versatile detectors in biosensors. Biosensors & bioelectronics 20030501
Synthesis and biological and structural characterization of the dual-acting peroxisome proliferator-activated receptor alpha/gamma agonist ragaglitazar. Journal of medicinal chemistry 20030410
Photochemical and thermal transformations of 1-aryloxy-2- and 4-azidoanthraquinones. Chemistry (Weinheim an der Bergstrasse, Germany) 20030404
A novel phenoxazine derivative suppresses proliferation of human endometrial adenocarcinoma cell lines, inducing G2M accumulation and apoptosis. Oncology reports 20030101
Effects of base modifications on antisense properties of 2'-O-methoxyethyl and PNA oligonucleotides. Antisense & nucleic acid drug development 20030101
High-affinity peptide nucleic acid oligomers containing tricyclic cytosine analogues. Organic letters 20021212
A novel phenoxazine derivative suppresses surface IgM expression in DT40 B cell line. British journal of pharmacology 20021101
Antitumor activity of a phenoxazine compound, 2-amino-4,4alpha-dihydro-4alpha,7-dimethyl-3H-phenoxazine-3-one against human B cell and T cell lymphoblastoid cell lines: induction of mixed types of cell death, apoptosis, and necrosis. Journal of cancer research and clinical oncology 20020701
Iodine(V) reagents in organic synthesis. Part 1. Synthesis of polycyclic heterocycles via Dess-Martin periodinane-mediated cascade cyclization: generality, scope, and mechanism of the reaction. Journal of the American Chemical Society 20020313
Effects of novel phenoxazine compounds, 2-amino-4, 4a-dihydro-4alpha, 7-dimethyl-3H-phenoxazine-3-one and 3-amino-1, 4alpha-dihydro-4alpha, 8-dimethyl-2H-phenoxazine-2-one on proliferation of phytohemagglutinin- or anti-human IgM-activated human peripheral blood mononuclear cells. The Tohoku journal of experimental medicine 20020301
Nuclease resistance of oligonucleotides containing the tricyclic cytosine analogues phenoxazine and 9-(2-aminoethoxy)-phenoxazine ('G-clamp') and origins of their nuclease resistance properties. Biochemistry 20020129
Oxidation of phenothiazine and phenoxazine by Cunninghamella elegans. Xenobiotica; the fate of foreign compounds in biological systems 20011101
Protective activity of aromatic amines and imines against oxidative nerve cell death. Biological chemistry 20011101
(-)3-[4-[2-(Phenoxazin-10-yl)ethoxy]phenyl]-2-ethoxypropanoic acid [(-)DRF 2725]: a dual PPAR agonist with potent antihyperglycemic and lipid modulating activity. Journal of medicinal chemistry 20010802
Antitumor effects of a novel phenoxazine derivative on human leukemia cell lines in vitro and in vivo. Clinical cancer research : an official journal of the American Association for Cancer Research 20010301
Properties