52073-75-3

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-Pyridyl)dipyrromethane is used as a building block for the synthesis of various porphyrin analogues and other related compounds, which have potential applications in medicinal chemistry.
Used in Bio-Organic Chemistry:
5-(4-Pyridyl)dipyrromethane is used as an intermediate in the development of novel materials and pharmaceuticals, due to its unique structure and properties.
Used in Organometallic Chemistry:
5-(4-Pyridyl)dipyrromethane is used in the development of materials for optoelectronics and catalysis, owing to its potential applications in these areas.

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 109-97-7 pyrrole 

Downstream Products

• 69458-21-5 5-(Monopyridyl)-10,15,20-(triphenyl)porphyrin 
• 16834-13-2 5,10,15,20-tetra(4-pyridyl)-21H,23H-porphine 
• 57056-44-7 H₂-5,15-di(p-methoxycarbonylphenyl)-10,20-di(p-tolyl)porphyrin 

Relevant academic research and scientific papers

Self-assembly of two distinct supramolecular motifs in a single crystalline framework

Copper(II) complexes based on dipyrromethene ligands self-assemble into molecular hexagons (green) and double-helical coordination polymers (blue and yellow) within the same crystalline lattice organized by the self-segregation of CF3 groups.

Different metal upper porphyrin based self-assembly sensitizers for application in efficient dye-sensitized solar cells

Four different metal atom dyes MP (M: Zn, Cd, Ag, Cu) as upper porphyrin molecular have been designed and synthesized. On the other side of ZnPA contains four carboxylic acids as the horizontal anchor porphyrin for binding to TiO2. We constructed MP-ZnPA assembled approach, and applied in dye-sensitized solar cells. Photoelectrochemical studies reveal the self-assembled structure dye photocurrent (Jsc) are higher than anchor porphyrin. The enhancement of Jsc can be ascribed to the improved light-harvesting ability induced by the axially coordinated MP. However, upper different metal atom porphyrins cannot play a positive role in improving the photovoltages (Voc) because of MP-ZnPA devices possess the dye aggregation. The effects of the MP-ZnPA assembled on the optical, theory calculations and photovoltaic properties were investigated. AgP-ZnPA and ZnP-ZnPA have the higher molar extinction coefficient and sufficient charge injection into the TiO2 conduction band. Therefore, AgP-ZnPA and ZnP-ZnPA have superior photovoltaic behavior. We constructed a three-layer self-assembled (ZnP1-AgP-ZnPA) solar cell, which the photovoltaic efficiency of the three-layer self-assembled solar cell is significantly reduced. Consequently, double-layer self-assembly, which is one of the effective strategies for improving the performance of self-assembly supramolecular solar cells.

Fluorescent molecular photoswitch based on basket-shaped porphyrins

Here we present two novel basket-shaped porphyrins bridged by photochromic diarylethene derivatives, which show significant photoswitchable fluorescent properties. Their synthesis, structures, photochromism and fluorescence characteristics were reported in detail. They are desirable for reversible light-driven fluorescent molecular switches.

Bioinspired nanophotosensitizers: Synthesis and characterization of porphyrin-noble metal nanoparticle conjugates

A methodology to enhance biological delivery of photosensitizers by incorporating them into nanomaterials has been developed. In order to prepare photosensitizer nanoconjugates as biocompatible and selective probes, initially, bioconjugatable porphyrinic

Synthesis of dipyrromethanes in aqueous media using boric acid

Boric acid acts as an efficient and green catalyst for the condensation reaction of pyrrole and aldehydes in aqueous medium to produce parallel library of dipyrromethanes including new compound analogue, meso-acetyldipyrromethane in moderate to good yield. The use of boric acid as catalyst and selective reactivity of aldehydes over ketones in its presence, and water as reaction medium are important attributes in the present protocol.

5-Phenyl-dipyrromethane and 5-(4-pyridyl)-dipyrromethane as modular building blocks for bio-inspired conductive molecularly imprinted polymer (cMIP). An electrochemical and piezoelectric investigation

5-Phenyl-dipyrromethane (5-ph-DP) and 5-(4-pyridyl)dipyrromethane (5-py-DP) are proposed, for the first time, as electroactive building blocks for the preparation of sensors based on molecularly imprinted conductive polymers (cMIP). This paper reports the

METHOD FOR MANUFACTURING NITROGEN-CONTAINING CARBON ALLOY, NITROGEN-CONTAINING CARBON ALLOY, AND FUEL CELL CATALYST

Provided is a method for manufacturing a nitrogen-containing carbon alloy having a sufficiently high oxygen reduction reaction activity, a nitrogen-containing carbon alloy, and a fuel cell catalyst. The method for manufacturing a nitrogen-containing carbo

Pentaphyrins useful in the biomedical field

The present disclosure relates to novel pentaphyrins, which can be used for instance in the biomedical field, or in cation or anion binding applications or for manufacturing near infrared materials.

Two-photon oxygen sensing with quantum dot-porphyrin conjugates

Supramolecular assemblies of a quantum dot (QD) associated to palladium(II) porphyrins have been developed to detect oxygen (pO2) in organic solvents. Palladium porphyrins are sensitive in the 0-160 Torr range, making them ideal phosphors for i

The effect of pyridyl substituents on the thermodynamics of porphyrin binding to G-quadruplex DNA

Most of the G-quadruplex interactive molecules reported to date contain extended aromatic flat ring systems and are believed to bind principally by π-π stacking on the end G-tetrads of the quadruplex structure. One such molecule, TMPyP4, (5,10,15,20-tetra(N-methyl-4-pyridyl)porphyrin), exhibits high affinity and some selectivity for G-quadruplex DNA over duplex DNA. Although not a realistic drug candidate, TMPyP4 is used in many nucleic acid research laboratories as a model ligand for the study of small molecule G-quadruplex interactions. Here we report on the synthesis and G-quadruplex interactions of four new cationic porphyrin ligands having only 1, 2, or 3 (N-methyl-4-pyridyl) substituents. The four new ligands are: P(5) (5-(N-methyl-4-pyridyl)porphyrin), P(5,10) (5,10-di(N-methyl-4-pyridyl)porphyrin), P(5,15) (5,15-di(N-methyl-4- pyridyl)porphyrin), and P(5,10,15) (5,10,15-tri(N-methyl-4-pyridyl)porphyrin). Even though these compounds have been previously synthesized, we report alternative synthetic routes that are more efficient and that result in higher yields. We have used ITC, CD, and ESI-MS to explore the effects of the number of N-methyl-4-pyridyl substituents and the substituent position on the porphyrin on the G-quadruplex binding energetics. The relative affinities for binding these ligands to the WT Bcl-2 promoter sequence G-quadruplex are: K TMPyP4 ≈ KP(5,15) > KP(5,10,15) >>> KP(5,10), KP(5). The saturation stoichiometry is 2:1 for both P(5,15) and P(5,10,15), while neither P(5) nor P(5,10) exhibit significant complex formation with the WT Bcl-2 promoter sequence G-quadruplex. Additionally, binding of P(5,15) appears to interact by an 'intercalation mode' while P(5,10,15) appears to interact by an 'end-stacking mode'.