1051971-72-2

Usage

Uses

Used in Photochemical Applications:
Dibromo zinc bis[3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]porphyrin is used as a photosensitizer for its potential light-absorbing properties, making it a candidate for applications in photochemical reactions where light energy is harnessed to drive chemical transformations.
Used in Photophysical Research:
In the field of photophysics, Dibromo zinc bis[3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]porphyrin is used as a model compound to study the behavior of complex organic molecules under light exposure, contributing to the understanding of light-matter interactions at the molecular level.
Used in Organic Synthesis:
Due to its multiple functional groups, Dibromo zinc bis[3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]porphyrin is used as a reagent or intermediate in organic synthesis, particularly in reactions that require the formation or manipulation of ether and alcohol functionalities.
Used in Material Science:
In material science, Dibromo zinc bis[3-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]phenyl]porphyrin is used as a component in the development of advanced materials, potentially exploiting its chelating properties with metal ions and its light-absorbing characteristics for applications in areas such as solar energy conversion or sensing technologies.

Upstream product

• 1051971-71-1 5,15-bis(3-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)phenyl)porphyrinatozinc 
• 128-08-5 N-Bromosuccinimide 
• 1051971-71-1 5,15-bis-(3-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)porphyrin zinc 
• 62921-74-8 2-(2-(2-methoxyethoxy)ethoxy)ethyl p-toluenesulfonate 
• 868159-50-6 3-(2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy)-benzaldehyde 

Downstream Products

• 1051971-73-3 C₆₆H₈₅BrN₄O₈SiZn 
• 1144514-30-6 Zn((MeO(CH₂CH₂O)3C₆H₄)2(THSCC)2C₂₀H₈N₂) 
• 1051971-73-3 Zn((MeO(CH₂CH₂O)3C₆H₄)2(THSCC)(Br)C₂₀H₈N₂) 

Relevant academic research and scientific papers

Synthesis of hydrophilic conjugated porphyrin dimers for one-photon and two-photon photodynamic therapy at NIR wavelengths

We report the synthesis of a series of hydrophilic butadiyne-linked conjugated zinc porphyrin dimers (1-7), designed as photodynamic therapy (PDT) agents. These porphyrin dimers exhibit exceptionally high two-photon absorption cross sections (δmax≈ 8,000-17,000 GM) and red-shifted linear absorption spectra (λmax≈ 700-800 nm) making them ideal candidates for one-photon and two-photon excited photodynamic therapy. Four polar triethyleneglycol substituents are positioned along the sides of each dimer, but, on their own, these TEG chains do not confer sufficient solubility in aqueous physiological media for reproducible delivery into live cells. Charged cationic (methylpyridinium and trimethylammonium) and anionic (sulfonate and carboxylate) substituents have been appended to the meso-positions of porphyrin dimers using three synthetic strategies: 1) Suzuki coupling, 2) Sonogashira coupling, and 3) nucleophilic Senge arylation. Approaches 1 and 3 both allow attachment of aromatic substituents directly to the meso-positions of porphyrins. Approach 2 provides a route to hydrophilic porphyrin dimers with an ethyne link between the porphyrin and the polar aromatic substituent. The palladium-catalysed approaches 1 and 2 allow the synthesis of a broader range of meso-capped porphyrins, as many aryl halides are available. However the synthesis of the intermediate required for these routes necessitates a statistical reaction step, which decreases the overall yield. On the other hand, Senge-arylation provides highly regioselective nucleophilic aromatic substitution, and offers higher overall yield than the other routes. All these charged dimers exhibit good solubility in polar solvents (e.g. methanol) and aqueous solvent mixtures (aqueous DMSO or DMF).

PORPHYRIN COMPOUNDS

The present invention relates to porphyrin compounds of formula (I), to processes for preparing said compounds, to pharmaceutical compositions comprising said compounds and their use in photodynamic therapy. The porphyrin compounds exhibit high two photon absorption cross section values, are soluble and are readily absorbed by cells making them suitable for use in two photon photodynamic therapy.