Cas no 52199-35-6 (2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline)

2,2',2'',2'''-Porphyrin-5,10,15,20-tetrayltetraaniline is a functionalized porphyrin derivative featuring four aniline substituents at the meso-positions. This compound exhibits strong π-conjugation and electron-rich properties, making it valuable for applications in organic electronics, catalysis, and supramolecular chemistry. Its rigid porphyrin core ensures structural stability, while the peripheral aniline groups enhance solubility and facilitate further chemical modifications. The compound’s tunable electronic properties and ability to coordinate with metal ions make it suitable for use in dye-sensitized solar cells, molecular sensors, and photocatalytic systems. Its well-defined structure and synthetic versatility position it as a promising building block for advanced materials research.
2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline structure
52199-35-6 structure
Product Name:2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline
CAS No:52199-35-6
MF:C44H34N8
MW:674.794368267059
CID:1576153
PubChem ID:135431066
Update Time:2025-08-05

2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline Chemical and Physical Properties

Names and Identifiers

    • 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline
    • 3,6&gt
    • .1&lt
    • 8,11&gt
    • 13,16&gt
    • ]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-2-yl]phenylamine
    • 5,10,15,20-Tetra(2-aminophenyl)-21H,23H-porphine
    • benzenamine, 2,2',2'',2'''-(21H,23H-porphine-5,10,15,20-tetrayl)tetrakis-
    • 2-[7,12,17-Tris(2-aminophenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1< 3,6> .1< 8,11> .1< 13,16> ]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-2-yl]phenylamine
    • SCHEMBL38286
    • meso-tetrakis(o-aminophenyl)porphyrin
    • 5,10,15,20-tetrakis(2-aminophenyl)porphyrin
    • FDJUBNCEVCSIAV-UHFFFAOYSA-N
    • tetrakis(o-aminophenyl)porphyrin
    • DD-048
    • Benzenamine, 2,2',2'',2'''-(21H,23H-porphyrin-5,10,15,20-tetrayl)tetrakis-
    • CHEBI:52277
    • 2-[(5Z,10Z,14Z,19Z)-10,15,20-tris(2-aminophenyl)-21,23-dihydroporphyrin-5-yl]aniline
    • 68070-27-9
    • Q27123345
    • 2-[7,12,17-Tris(2-aminophenyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1<3,6>.1<8,11>.1<13,16>]tetracosa-1,3,5,7,9,11(23),12,14,16,18(21),19-undecaen-2-yl]phenylamine
    • 52199-35-6
    • 2,2',2'',2'''-(Porphyrin-5,10,15,20-tetrayl)tetraaniline
    • FDJUBNCEVCSIAV-LWQDQPMZSA-N
    • Benzenamine,2,2',2',2''-(21H,23H-porphyrin-5,10,15,20-tetrayl)tetrakis-
    • Inchi: 1S/C44H34N8/c45-29-13-5-1-9-25(29)41-33-17-19-35(49-33)42(26-10-2-6-14-30(26)46)37-21-23-39(51-37)44(28-12-4-8-16-32(28)48)40-24-22-38(52-40)43(36-20-18-34(41)50-36)27-11-3-7-15-31(27)47/h1-24,49,52H,45-48H2/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-
    • InChI Key: FDJUBNCEVCSIAV-LWQDQPMZSA-N
    • SMILES: N1C2C=CC1=C(C1C=CC=CC=1N)C1C=CC(=C(C3C=CC=CC=3N)C3=CC=C(C(C4C=CC=CC=4N)=C4C=CC(C=2C2C=CC=CC=2N)=N4)N3)N=1 |c:18,45,t:5,40|

Computed Properties

  • Exact Mass: 674.29102
  • Monoisotopic Mass: 674.29064312g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 6
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 52
  • Rotatable Bond Count: 4
  • Complexity: 997
  • 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: 7.7
  • Topological Polar Surface Area: 161?2

Experimental Properties

  • PSA: 156.62

2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline Pricemore >>

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Additional information on 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline

Introduction to 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline (CAS No. 52199-35-6)

2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline, identified by the Chemical Abstracts Service Number (CAS No.) 52199-35-6, is a highly specialized macrocyclic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound belongs to the porphyrin family, a class of tetrapyrrolic macrocycles that are widely recognized for their remarkable structural and functional versatility. Porphyrins are the fundamental components of many natural biological molecules, including heme groups in hemoglobin and chlorophyll in plants, underscoring their biological significance.

The structure of 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline features a central porphyrin core that is extended by four aniline substituents at the 5, 10, 15, and 20 positions. This specific arrangement imparts unique electronic and steric properties to the molecule, making it a valuable scaffold for various applications in catalysis, sensing, and medicinal chemistry. The compound's ability to exhibit tunable redox properties and its high affinity for metal ions have positioned it as a promising candidate in the development of novel therapeutic agents.

In recent years, there has been a surge in research focused on porphyrin-based compounds due to their potential in addressing complex biological challenges. One of the most compelling areas of investigation involves the use of porphyrins as photosensitizers in photodynamic therapy (PDT). PDT is an emerging modality for treating cancer and other diseases by utilizing light activation of photosensitizing agents to generate reactive oxygen species (ROS) that induce cell death. The extended π-conjugation system of 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline enhances its ability to absorb light in the therapeutic window (typically around 600-800 nm), making it an ideal candidate for such applications.

Moreover, the aniline substituents in 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline contribute to its ability to form stable metal complexes. Transition metal complexes of porphyrins have been extensively studied for their catalytic activity in various transformations. For instance, iron(II) and manganese(II) complexes of porphyrins have shown promise in mimicking cellular antioxidant enzymes like superoxide dismutase (SOD). These complexes can scavenge superoxide radicals and protect cells from oxidative stress-induced damage. The development of such metalloporphyrins as therapeutic agents is an active area of research with significant implications for treating neurodegenerative diseases and cancer.

Another exciting application of 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline lies in its potential as a molecular beacon or fluorescent probe. Porphyrins exhibit strong fluorescence upon metal coordination or photoexcitation. This property has been exploited to develop highly sensitive probes for detecting metal ions in biological systems. For example, zinc(II) porphyrins have been used to image zinc levels in neurons due to their high selectivity and brightness. Such probes are invaluable tools for understanding the role of metal ions in various physiological processes.

The synthesis of 2,2',2'',2'''-porphyrin-5,10,15,20-tetrayltetraaniline involves multi-step organic transformations that require precise control over reaction conditions. The synthesis typically begins with the condensation of pyrrole derivatives followed by mesylation or acylation to introduce the aniline substituents at the appropriate positions. Recent advances in synthetic methodologies have enabled more efficient and scalable production of this compound. For instance,the use of transition-metal-catalyzed cross-coupling reactions has streamlined the introduction of aryl groups into the porphyrin framework,reducing both reaction times and byproduct formation.

In addition to its applications in medicine,cas no 52199-35-6 has found utility in materials science。Porphyrin-based polymers and coatings have been developed due to their excellent light-harvesting properties。These materials are being explored for use in organic photovoltaics (OPVs) and dye-sensitized solar cells (DSSCs). The ability of porphyrins to absorb a broad spectrum of light makes them ideal candidates for converting solar energy into electrical power efficiently.

The growing interest in cas no 52199-35-6 has also spurred research into its derivatives,which may exhibit enhanced or modified properties compared to its parent structure。For example,functionalization with biomolecules such as peptides or carbohydrates can lead to targeted delivery systems,where porphyrins act as carriers for therapeutic agents. Such conjugates are being investigated for their potential use in drug delivery systems that can selectively target diseased cells while minimizing side effects.

Electrochemical applications of cas no 52199-35-6 are another area of active investigation。Porphyrin-based redox-active materials have been incorporated into electrochemical sensors for detecting various analytes,including glucose、oxygen、and heavy metals。These sensors leverage the reversible redox transitions of porphyrins to generate electrical signals that can be measured and correlated with analyte concentration。

The future prospects for cas no 52199-35-6 are vast,with ongoing research aimed at uncovering new applications and improving existing ones。Advances in computational chemistry and molecular modeling are expected to play a crucial role in designing novel porphyrin derivatives with tailored properties。Additionally,the integration of machine learning techniques into synthetic planning could accelerate the discovery process,leading to faster development cycles。

In conclusion,cas no 52199-35-6 represents a cornerstone compound in modern chemical biology and pharmaceutical research。Its unique structural features make it an exceptionally versatile molecule with applications spanning medicine、materials science、and energy technology。As research continues to uncover new possibilities,the significance c?a this compound is set to grow even further,offering hope for innovative solutions to some c?a humanity's most pressing challenges。

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