67605-64-5

Basic information

• Product Name: 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine
• Synonyms: 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine;4-(10,15,20-Triphenylporphyrin-5-yl)phenylamine;5-(4-Aminophenyl)-10,15,20-triphenyl-21H,23H-porphine;5-(4-aMinophenyl)-10,15,20-triphenyl porphine;4-(10,14-(10,15,20-triphenyl-21H,23H-porphin-5-yl)-Benzenamine;4-[(1Z,4Z,9Z,15Z)-10,15,20-triphenyl-21,23-dihydroporphyrin-5-yl]aniline
• CAS NO: 67605-64-5
• Molecular Formula: C₄₄H₃₁N₅
• Molecular Weight: 629.75044
• Mol File: 67605-64-5.mol
• Article Data: 90

Chemical Properties

• Appearance: /
• Density: 1.278
• CAS DataBase Reference: 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine(67605-64-5)
• EPA Substance Registry System: 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine(67605-64-5)

Safety Data

• Hazardous Substances Data: 67605-64-5(Hazardous Substances Data)

Usage

Description

4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine is a complex organic chemical compound that features a porphyrin molecule, specifically the 10,15,20-Triphenyl-21H,23H-porphin-5-yl group, attached to a benzene ring which is further connected to an amine group. Porphyrins are known for their significant roles in biological processes, including oxygen transport and energy production within cells. The integration of the amine group in this compound hints at its potential utility in various fields such as organic synthesis, coordination chemistry, and material science, pending further investigation into its properties and applications.

Uses

Used in Organic Synthesis:
4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine is used as a synthetic intermediate for the creation of complex organic molecules, leveraging its unique structure and functional groups to facilitate chemical reactions and the formation of new compounds.
Used in Coordination Chemistry:
In coordination chemistry, 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine serves as a ligand, potentially forming stable complexes with various metal ions. Its porphyrin core and amine functionality contribute to its ability to chelate metals, making it a candidate for applications in catalysis and the development of new materials with specific properties.
Used in Material Science:
4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine is used as a building block in material science for the design and synthesis of novel materials. Its structural features may endow these materials with unique electronic, optical, or catalytic properties, which could be harnessed in high-tech applications.
Used in Pharmaceutical Development:
Although not explicitly stated in the provided materials, due to the compound's complex nature and potential for interaction with biological systems, 4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine could be explored for its potential in pharmaceutical development, possibly as a drug candidate or a component in drug delivery systems, given its structural attributes and the known biological relevance of porphyrins.
Used in Research and Development:
4-(10,15,20-Triphenyl-21H,23H-porphin-5-yl)benzenamine is used as a subject of research in academic and industrial laboratories to understand its chemical properties, reactivity, and potential applications in various fields. This research could lead to new discoveries and innovations in chemistry and related disciplines.

Upstream product

• 109-97-7 pyrrole 
• 555-16-8 4-nitrobenzaldehdye 
• 100-52-7 benzaldehyde 
• 67605-65-6 5,10,15-tris(phenyl)-20-(4-nitrophenyl)porphyrin 
• 917-23-7 5,15,10,20-tetraphenylporphyrin 
• 67605-65-6 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin 
• 126442-89-5 5-(4-acetamidophenyl)-10,15,20-tris(phenyl)porphyrin 

Downstream Products

• 1025922-86-4 C₉₁H₆₀ClN₁₃ 

Relevant articles and documents

Synthesis of a series of zinc porphyrins and spectroscopic changes upon coordination reaction with imidazole derivatives

Three metal-free porphyrins modified with Boc-L-threonine and their zinc analogs were synthesized and characterized by elemental analysis, 1H NMR, UV/vis, and fluorescence spectroscopies. The binding of imidazole derivatives to these zinc porph

Photochemotherapeutic strategy against Acanthamoeba infections

Acanthamoeba is a protist pathogen that can cause serious human infections, including blinding keratitis and a granulomatous amoebic encephalitis that almost always results in death. The current treatment for these infections includes a mixture of drugs,

Spectroscopic investigations and theoretical calculations of DABCO induced xanthene bridged self-Assembled zinc(II) porphyrin dimer

An in-depth study of the electronic structure of a 1,4-diazabicyclo[2.2.2]octane (DABCO) induced molecular self-Assembled xanthene-bridged and amide-bonded porphyrin dimer is reported. Density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations are used to identify trends in the optical spectroscopic properties. B3LYP geometry optimization predicts the formation of an almost perfectly eclipsed structure with respect to the two porphyrin rings with the analogous pyrrole nitrogens separated by 7.7-8.1 ?. The observed distinctive derivative-shaped band morphology of the pseudo-Faraday-A1 terms in the MCD spectra has been used to identify the main electronic Q and B-bands and to validate the TD-DFT calculations. The absence of a discernible splitting of the redox steps or a quenching of the fluorescence demonstrates that there is no significant exciton coupling between the two porphyrin rings.

Cationic porphyrin-quinoxaline conjugate as a photochemically triggered novel cytotoxic agent

A novel cationic porphyrin-quinoxaline conjugate 8 was prepared in good yield by the coupling of activated quinoxaline carboxylic acid 5 with an appropriate aminoporphyrin. The UV-vis spectra of conjugate 8 with the addition of ctDNA shows substantial hyp

Porphyrin and galactosyl conjugated micelles for targeting photodynamic therapy

Purpose: To study the targeting and photodynamic therapy efficiency of porphyrin and galactosyl conjugated micelles based on amphiphilic copolymer galactosyl and mono-aminoporphyrin (APP) incoporated poly(2-aminoethyl methacrylate)-polycaprolactone (Gal-APP-PAEMA-PCL). Methods: Poly(2-aminoethyl methacrylate)-polycaprolactone (PAEMA-PCL) was synthesized by the combination of ring opening polymerization and reversible addition-fragmentation chain transfer (RAFT) polymerization, and then Gal-APP-PAEMA-PCL was obtained after conjugation of lactobionic acid and 5-(4-aminophenyl)-10,15,20- triphenylporphyrin (APP) to PAEMA-PCL. The chemical structures of the copolymers were characterized, and their biological properties were evaluated in human laryngeal carcinoma (HEp2) and human hepatocellular liver carcinoma (HepG2) cells. Results: Both APP-PAEMA-PCL and Gal-APP-PAEMA-PCL did not exhibit dark cytotoxicity to HEp2 cells and HepG2 cells. However, Gal-APP-PAEMA-PCL was taken up selectively by HepG2 cells and had the higher phototoxicity effect. Both polymers preferentially localized within cellular vesicles that correlated to the lysosomes. Conclusions: The results indicated that porphyrin and galactosyl conjugated polymer micelles exhibited higher targeting and photodynamic therapy efficacy in HepG2 cells than in HEp2 cells.

Facile synthesis, spectroscopic and electrochemical properties, and theoretical calculations of porphyrin dimers with a bridging amide-bonded xanthene moiety

A free base porphyrin dimer bridged by a flexible amide-bonded xanthene moiety and its binuclear zinc(II) complex zinc(II) complex were synthesized and characterized. Structural characterization by MS and 1H NMR spectroscopy confirmed the bridg

Schiff base bridged biporphyrin: Synthesis, characterization and spectral properties

Chromophoric molecules with mono-aminophenyl, 5-aminophenyl-10, 15, 20-triphenyl porphyrin, were chemically reduced from the precursors of 5-nitrophenyl-10, 15, 20-triphenyl porphyrin. The titled Schiff base bridged biporphyrins were furthermore prepared

An Artificial Hemoprotein with Inducible Peroxidase- and Monooxygenase-Like Activities

A novel inducible artificial metalloenzyme obtained by covalent attachment of a manganese(III)-tetraphenylporphyrin (MnTPP) to the artificial bidomain repeat protein, (A3A3′)Y26C, is reported. The protein is part of the αRep family. The biohybrid was fully characterized by MALDI-ToF mass spectrometry, circular dichroism and UV/Vis spectroscopies. The peroxidase and monooxygenase activities were evaluated on the original and modified scaffolds including those that have a) an additional imidazole, b) a specific αRep bA3-2 that is known to induce the opening of the (A3A3′) interdomain region and c) a derivative of the αRep bA3-2 inducer extended with a His6-Tag (His6-bA3-2). Catalytic profiles are highly dependent on the presence of co-catalysts with the best activity obtained with His6-bA3-2. The entire mechanism was rationalized by an integrative molecular modeling study that includes protein–ligand docking and large-scale molecular dynamics. This constitutes the first example of an entirely artificial metalloenzyme with inducible peroxidase and monooxygenase activities, reminiscent of allosteric regulation of natural enzymatic pathways.

Synthesis and circular dichroism of tartrate-linked porphyrin dimers

Synthesis, characterization and circular dichroism of two tartrate-linked porphyrin dimers are described. Circular dichroism of zinc dimers and pyridine complexes is also reported.

Synthesis of a novel CB2 cannabinoid-porphyrin conjugate based on an antitumor chromenopyrazoledione

With the objective of developing an antitumor agent, the synthesis of a chromenopyrazoledione conjugated to a tetraphenylporphyrin is described. A complete conformational analysis of the novel porphyrin conjugate was performed using ab initio Hartree-Fock calculations at the 6-31G?level. The novel conjugate (14) shows stronger absorption intensity for both Soret and Q-bands than the free meso-tetraphenylporphyrin. It binds weakly but selectively to the cannabinoid receptor type-2. During the synthetic approach, a new tetraphenylporphyrin, 5-[4-(3,5-dioxomorpholino)phenyl]-10,15,20-triphenylporphyrin (10), has been characterized.

Fluorescent sensor for imidazole derivatives based on monomer-dimer equilibrium of a zinc porphyrin complex in a polymeric film

A new zinc(II) porphyrin conjugate with an appended pyrene subunit has been synthesized and shown to exhibit significant and analytical usefulness for fluorescence sensing toward imidazole derivatives. The molecular recognition was based on the bridging i

Self-assembly of Amphiphilic Porphyrins To Construct Nanoparticles for Highly Efficient Photodynamic Therapy

Hydrophobic photosensitizers greatly affect cell permeability and enrichment in tumors, but they cannot be used directly for clinical applications because they always aggregate in water, preventing their circulation in the blood and accumulation in tumor

Tetraphenylporphyrin covalent functionalized titanium disulfide nonlinear nanometer hybrid material and preparation thereof

The invention relates to a tetraphenylporphyrin covalent functionalized titanium disulfide nonlinear nanometer hybrid material and a preparation method thereof, wherein the hybrid material is prepared from tetraphenylporphyrin diazonium salt TPP-N. 2