116206-75-8

Basic information

• Product Name: 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine
• Synonyms: 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine;Benzenamine, 4,4'-(10,20-diphenyl-21H,23H-porphine-5,15-diyl)bis-
• CAS NO: 116206-75-8
• Molecular Formula: C₄₄H₃₂N₆
• Molecular Weight: 644.77
• Mol File: 116206-75-8.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• Density: 1.302±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine(116206-75-8)
• EPA Substance Registry System: 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine(116206-75-8)

Safety Data

• Hazardous Substances Data: 116206-75-8(Hazardous Substances Data)

Usage

General Description

5,15-Di(4-aminophenyl)-10,20-diphenyl porphine is a synthetic compound that belongs to the porphyrin class of chemicals. Porphyrins are a group of heterocyclic macrocycle organic compounds, of which many occur in nature and play critical roles in biological processes such as oxygen transport (hemoglobin), electron transfer (cytochromes), and photosynthesis (chlorophyll). 5,15-Di(4-aminophenyl)-10,20-diphenyl porphine, with its multiple phenyl rings and nitrogen atoms, is characterized by its rich electronic properties and binding capabilities. It is often studied for its potential use in sensors, imaging probes, and photodynamic therapy due to its ability to absorb light and produce reactive oxygen species. However, it is a complex compound to synthesize and its potential applications are still under investigation.

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Relevant articles and documents

Effect of overall charge and charge distribution on cellular uptake, distribution and phototoxicity of cationic porphyrins in HEp2 cells

Five cationic porphyrins bearing one to four -N(CH3)3+ groups linked to the p-phenyl positions of 5,10,15,20-tetraphenylporphyrin (TPP) were synthesized in order to study the effect of overall charge and its distribution on the cellular uptake, phototoxicity and intracellular localization using human carcinoma HEp2 cells. The di-cationic porphyrins DADP-o and DADP-a accumulated the most within cells and preferentially localize within vesicular compartments and in mitochondria. Of these two only DADP-a was phototoxic to the cells (IC50=3μM at 1J/cm2). The mono-cationic porphyrin MAP was found to be the most phototoxic of the series, and it localized mainly in lipid membranes, including the plasma membrane, ER, mitochondria, and Golgi. Both the tri-cationic porphyrin TRAP and the tetra-cationic porphyrin TEAP localized subcellularly mainly in the mitochondria, but of the two only TEAP showed moderate phototoxicity (IC50=8μM at 1J/cm2). Our results suggest that MAP is the most promising PDT photosensitizer, and that both DADP-o and TRAP might find application as transport vehicles for therapeutics into cells.

A Redox Stimulation-Activated Amphiphile for Enhanced Photodynamic Therapy

The development of more efficient photosensitizers with minimal damage to surrounding normal tissues has been a valuable and challenging subject during photodynamic therapy (PDT). Herein, a stimuli-activated porphyrinic photosensitizer (PEG-TPP-DNB; PEG =

Steering on-surface polymerization with metal-directed template

On-surface polymerization represents a novel bottom-up approach for producing macromolecular structures. To date, however, most of the structures formed using this method exhibit a broad size distribution and are disorderly adsorbed on the surface. Here we demonstrate a strategy of using metal-directed template to control the on-surface polymerization process. We chose a bifunctional compound which contains pyridyl and bromine end groups as the precursor. Linear template afforded by pyridyl-Cu-pyridyl coordination effectively promoted Ullmann coupling of the monomers on a Au(111) surface. Taking advantage of efficient topochemical enhancement owing to the conformation flexibility of the Cu-pyridyl bonds, macromolecular porphyrin structures that exhibit a narrow size distribution were synthesized. We used scanning tunneling microscopy and kinetic Monte Carlo simulation to gain insights into the metal-directed polymerization at the single molecule level. The results reveal that the polymerization process profited from the rich chemistry of Cu which catalyzed the C-C bond formation, controlled the size of the macromolecular products, and organized the macromolecules in a highly ordered manner on the surface.

Syntheses and photophysical properties of diaminotetraphenylporphyrins and their corresponding polyimides

Two free base porphyrins, 5,10-bis(4-aminophenyl)-15,20-diphenylporphyrin (cis-DATPP), 5,15-bis(4-aminophenyl)-10,20-diphenylporphyrin (trans-DATPP), and their zinc metalated analogues (cis-ZnDATPP and trans-ZnDATPP) were synthesized. A series of their co

Selenoxide elimination manipulate the oxidative stress to improve the antitumor efficacy

Selenoxide elimination reaction has been widely used in the field of organic synthesis. However, few studies have been conducted to apply this reaction in biodegradable nanomedicine. In this work, the selenoxide elimination reaction was used for cancer tr

Investigation of a molecular morphology effect on polyphenylazomethine dendrimers; physical properties and metal-assembling processes

A series of novel dendritic polyphenylazomethines (DPA) with asymmetric morphologies was synthesized. Their physical properties, such as encapsulating effect, molecular dynamics, and metal assembly, are strongly dependent on the entire conformation of the

A chain porphyrin polymer and its synthesis method (by machine translation)

A chain porphyrin polymer is composed of two amino phenyl porphyrin and terephthalic formaldehyde aldehyde ammonia condensation polymerization through the alternate link, so as to form a chain structure of the polymer, this chain porphyrin polymer and its