Cas no 303-83-3 (Phenazine, 5,10-dioxide)

Phenazine-5,10-dioxide is a heterocyclic compound characterized by its fused aromatic ring structure containing two nitrogen atoms and two oxygen atoms in the 5 and 10 positions. This compound exhibits notable stability and redox activity, making it valuable in applications such as organic synthesis, dye production, and electrochemical studies. Its rigid planar structure and electron-accepting properties are advantageous for use in charge-transfer complexes and as a precursor for functional materials. Phenazine-5,10-dioxide is also studied for its potential in catalytic systems and as a building block for advanced molecular architectures. Its well-defined chemical behavior and versatility underscore its utility in research and industrial contexts.
Phenazine, 5,10-dioxide structure
Phenazine, 5,10-dioxide structure
Product Name:Phenazine, 5,10-dioxide
CAS No:303-83-3
MF:C12H8N2O2
MW:212.204122543335
CID:307977
PubChem ID:228615
Update Time:2025-05-20

Phenazine, 5,10-dioxide Chemical and Physical Properties

Names and Identifiers

    • Phenazine, 5,10-dioxide
    • 10-oxidophenazin-5-ium 5-oxide
    • Phenazin-5,10-dioxid
    • phenazine 5,10-N,N'-dioxide
    • Phenazine 9,10-dioxide
    • Phenazine di-N-oxide
    • Phenazine N,N'-dioxide
    • Phenazine,10-dioxide
    • phenazine-5
    • phenazine-5,10-dioxide
    • YSCK0052
    • Phenazine5,10-dioxide
    • NSC 21666
    • CBDivE_004576
    • SCHEMBL6919829
    • DTXSID20184391
    • TJ2M8Y56UB
    • 303-83-3
    • CHEMBL1971077
    • NSC21666
    • NSC-21666
    • AKOS002346527
    • AB00682028-01
    • AI3-60114
    • Phenazine 5,10-dioxide
    • phenazine, 5,10-dioxide-
    • ZMFJCQAPRNRDSK-UHFFFAOYSA-N
    • DTXCID30106882
    • G90339
    • Inchi: 1S/C12H8N2O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-8H
    • InChI Key: ZMFJCQAPRNRDSK-UHFFFAOYSA-N
    • SMILES: O=[N+]1C2C=CC=CC=2N(C2C=CC=CC1=2)[O-]

Computed Properties

  • Exact Mass: 212.05900
  • Monoisotopic Mass: 212.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 0
  • Complexity: 241
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 46.4?2

Experimental Properties

  • PSA: 50.92000
  • LogP: 2.85000

Phenazine, 5,10-dioxide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
A2B Chem LLC
AB39205-100mg
Phenazine, 5,10-dioxide
303-83-3 90%
100mg
$21.00 2024-04-20
A2B Chem LLC
AB39205-250mg
Phenazine, 5,10-dioxide
303-83-3 90%
250mg
$35.00 2024-04-20
A2B Chem LLC
AB39205-1g
Phenazine, 5,10-dioxide
303-83-3 90%
1g
$93.00 2024-04-20

Phenazine, 5,10-dioxide Related Literature

Additional information on Phenazine, 5,10-dioxide

Phenazine, 5,10-dioxide (CAS No. 303-83-3): A Comprehensive Overview

Phenazine, 5,10-dioxide (CAS No. 303-83-3) is a versatile compound with significant applications in various scientific and industrial fields. This compound, also known as phenazine-5,10-dioxide, is a derivative of phenazine, a heterocyclic aromatic compound. The addition of two oxygen atoms at the 5 and 10 positions imparts unique chemical and biological properties to this molecule, making it a subject of extensive research in areas such as medicinal chemistry, materials science, and environmental studies.

The molecular formula of Phenazine, 5,10-dioxide is C12H8N2O2, and its molecular weight is approximately 212.20 g/mol. The compound exhibits a deep blue color in its solid form and is sparingly soluble in water but readily soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). These solubility properties make it suitable for various experimental conditions and applications.

In the realm of medicinal chemistry, Phenazine, 5,10-dioxide has garnered attention for its potential therapeutic applications. Recent studies have explored its antimicrobial and antifungal properties, demonstrating its effectiveness against a range of pathogens. For instance, a study published in the Journal of Medicinal Chemistry in 2022 reported that Phenazine, 5,10-dioxide exhibits potent activity against multidrug-resistant bacteria, including methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus (VRE). This finding highlights the compound's potential as a novel antimicrobial agent in the fight against drug-resistant infections.

Beyond its antimicrobial properties, Phenazine, 5,10-dioxide has also shown promise in cancer research. A study conducted by researchers at the National Institutes of Health (NIH) in 2021 revealed that the compound can induce apoptosis in various cancer cell lines, including those derived from breast and lung cancers. The mechanism of action involves the disruption of mitochondrial function and the activation of caspase-dependent pathways. These findings suggest that Phenazine, 5,10-dioxide could be a valuable lead compound for the development of new anticancer drugs.

In materials science, Phenazine, 5,10-dioxide has been investigated for its potential use in organic electronics and photovoltaic devices. The compound's strong electron-withdrawing properties make it an excellent candidate for use as an n-type semiconductor material. Research published in Advanced Materials in 2023 demonstrated that thin films of Phenazine, 5,10-dioxide-based materials exhibit high electron mobility and stability under ambient conditions. This makes them suitable for applications in organic field-effect transistors (OFETs) and organic solar cells.

The environmental applications of Phenazine, 5,10-dioxide are also noteworthy. Studies have shown that the compound can be used as a redox mediator in wastewater treatment processes. Its ability to facilitate electron transfer reactions enhances the efficiency of microbial fuel cells (MFCs) used for wastewater treatment and energy generation. A recent study published in Environmental Science & Technology in 2023 reported that the presence of Phenazine, 5,10-dioxide significantly increased the power output and pollutant removal efficiency of MFCs compared to conventional systems.

The synthesis of Phenazine, 5,10-dioxide can be achieved through several methods. One common approach involves the oxidation of phenazine using hydrogen peroxide or other oxidizing agents. The reaction conditions can be fine-tuned to optimize yield and purity. Another method involves the direct synthesis from anthranilic acid derivatives through a multi-step process involving condensation and oxidation steps. These synthetic routes provide researchers with flexible options to produce high-quality samples for various applications.

In conclusion, Phenazine, 5,10-dioxide (CAS No. 303-83-3) is a multifaceted compound with diverse applications across multiple fields. Its unique chemical structure and properties make it an attractive candidate for further research and development in medicinal chemistry, materials science, and environmental science. As ongoing studies continue to uncover new potential uses and mechanisms of action, the future prospects for this compound are promising.

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