67605-64-5

Usage

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

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

Downstream Products

• 126442-91-9 1-Ethyl-2-{(E)-3-[1-ethyl-3,3-dimethyl-1,3-dihydro-indol-(2Z)-ylidene]-propenyl}-3,3-dimethyl-5-[4-((1Z,4Z,9Z,15Z)-10,15,20-triphenyl-porphyrin-5-yl)-phenylcarbamoyl]-3H-indolium; iodide 
• 126473-59-4 1-Ethyl-2-{(1E,3E,5E)-7-[1-ethyl-3,3-dimethyl-1,3-dihydro-indol-(2Z)-ylidene]-hepta-1,3,5-trienyl}-3,3-dimethyl-5-[4-((1Z,4Z,9Z,15Z)-10,15,20-triphenyl-porphyrin-5-yl)-phenylcarbamoyl]-3H-indolium; iodide 

Relevant academic research and scientific papers

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

Biotin-conjugated PEGylated porphyrin self-assembled nanoparticles co-targeting mitochondria and lysosomes for advanced chemo-photodynamic combination therapy

The combination of chemotherapy and photodynamic therapy (chemo-PDT) has been suggested as an alternative therapy for drug-resistant cancers. In this study, biotin-conjugated PEGylated photosensitizer (PS) self-assembled nanoparticles (meso-tetraphenylpor

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,

Nanoparticles based on glycyrrhetinic acid modified porphyrin for photodynamic therapy of cancer

Self-assembled small molecules, as a novel form of drug presentation, have splendid capabilities for water stability and cell endocytosis. Photodynamic therapy (PDT) is regarded as a promising cancer treatment because it is less invasive and has fewer sid

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.

Synthesis and photocytotoxicity of nitroxyl radical-substituted porphyrin

A novel tetraphenylporphyrin derivative bearing nitroxyl radical moiety was efficiently synthesized by improved preparation of monoamino-substituted tetraphenylporphyrin as the precursor. Preliminary photocytotoxicity investigation of the spin labeled por

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

Tunable memory performances of the porphyrin terminated hyperbranched polyimides

Herein, a functional hyperbranched polyimide, denoted as ATPP-HBPI, was synthesized by termination of polyamic acid with 5-(4-aminophenyl)-10, 15, 20-triphenylporphyrin (ATPP) and chemical imidization. Subsequently, ATPP-HBPI was coordinated with Zn ion t

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.

Photosensitizer-peptoid conjugates for photoinactivation of Gram-negative bacteria: structure-activity relationship and mechanistic studies

Multitarget engagement is considered an effective strategy to overcome the threat of bacterial infection, and antimicrobials with multiple mechanisms of action have been successful as natural chemical weaponry. Here, we synthesized a library of photosensitizer-peptoid conjugates (PsPCs) as novel antimicrobial photodynamic therapy (aPDT) agents. The peptoids, linkers, and photosensitizers were varied, and their structure-antimicrobial activity relationships againstEscherichia coliwere evaluated; PsPC9was indicated to be the most promising photoresponsive antimicrobial agent among the synthesized PsPCs. Spectroscopic analyses indicated that9generated singlet oxygen upon absorption of visible light (420 nm) while maintaining the weakly helical conformation of the peptoid. Mechanistic studies suggested that damage to the bacterial membrane and cleavage of DNA upon light irradiation were the main causes of bactericidal activity, which was supported by flow cytometry and DNA gel electrophoresis experiments. We demonstrated that the optimal combination of membrane-active peptoids and photosensitizers can generate an efficient aPDT agent that targets multiple sites of bacterial components and kills bacteria by membrane disruption and reactive oxygen species generation.