Phenoxazine - ≥98% , CAS No.135-67-1

CAS: 135-67-1 Cat. No.: P100418 Molecular Weight: 183.21 Beilstein Registry Number: 27,62 EC Number: 205-210-8

GRADE & PURITY ≥98%

Synonyms

EN300-218834 | 2,3;5,6-Dibenzo-1,4-oxazine | AM20020419 | PHENOXAZINE [MI] | Q731009 | EINECS 205-210-8 | Phenazoxine | UNII-C2ZWT499SG | Z276157518 | 10H-Phenoxazine | NSC-72990 | SCHEMBL3136415 | DTXSID10159199 | AKOS003368480 | HY-34463 | OL10171 | W-1

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

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

Specifications

Synonyms

EN300-218834 | 2, 3;5, 6-Dibenzo-1, 4-oxazine | AM20020419 | PHENOXAZINE [MI] | Q731009 | EINECS 205-210-8 | Phenazoxine | UNII-C2ZWT499SG | Z276157518 | 10H-Phenoxazine | NSC-72990 | SCHEMBL3136415 | DTXSID10159199 | AKOS003368480 | HY-34463 | OL10171 | W-1

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504754141
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504754141
• Canonical Smiles: C1=CC=C2C(=C1)NC3=CC=CC=C3O2
• IUPAC Name: 10H-phenoxazine
• InChIKey: TZMSYXZUNZXBOL-UHFFFAOYSA-N
• INCHI: 1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
• Isomeric SMILES: C1=CC=C2C(=C1)NC3=CC=CC=C3O2
• Molecular Weight: 183.21
• Beilstein: 27,62
• Reaxy-Rn: 143234
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=143234&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzoxazines
      • Subclass Phenoxazines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzoxazines
• Subclass: Phenoxazines
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenoxazines
• Alternative Parents: Diarylethers Benzenoids Secondary amines Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Phenoxazine - Diaryl ether - Benzenoid - Oxacycle - Azacycle - Secondary amine - Ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ALOX5 Tclin Arachidonate 5-lipoxygenase (1 Activities)

Discover Target: ALOX5

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

K562 (73714 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

U-937 (7138 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HepG2 (196354 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase (1258 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Oryctolagus cuniculus (11301 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TUBB2B Tubulin (2175 Activities)

Discover Target: TUBB2B

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol. Insoluble in water.
• Sensitivity: Air & Hot Sensitive；Light sensitive
• Melt Point(°C): 154°C
• Molecular Weight: 183.210 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.068 Da
• Monoisotopic Mass: 183.068 Da
• Topological Polar Surface Area: 21.300 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 186.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Mengna Qin, Guibao Wu, Kai Zheng, Xiaofei Yu, Juan Xu, Jianyu Cao.  (2024)  A highly water-soluble phenoxazine quaternary ammonium compound catholyte for pH-neutral aqueous organic redox flow batteries.  Journal of Energy Storage,      [PMID:] [10.1016/j.est.2024.114162]

2. Yixuan Xu, Changchang Teng, Yating Wang, Dejia Chen, Dalong Yin, Lifeng Yan.  (2024)  Self-enhanced regulation of stable organic radicals with polypeptide nanoparticles for mild second near-infrared phototheranostics.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:38729006] [10.1016/j.jcis.2024.05.032]