130274-66-7

Usage

Derivative of pyrrole

Pyrrole is a five-membered aromatic heterocycle The compound is based on the pyrrole structure, which consists of a five-membered ring with one nitrogen atom and four carbon atoms, known for its aromatic properties.

Five-membered ring

The pyrrole core has a five-membered structure The compound retains the five-membered ring characteristic of pyrrole, which contributes to its aromatic nature and stability.

Aromatic heterocycle

Pyrrole is an aromatic heterocycle The presence of the nitrogen atom in the five-membered ring gives the compound its aromatic properties, making it a desirable structure for various applications in organic synthesis and medicinal chemistry.

Two carboxaldehyde functional groups

The compound contains two aldehyde groups These functional groups are present at the 2 and 5 positions of the pyrrole ring, which can participate in various chemical reactions and contribute to the compound's reactivity.

Two ethyl substituents

The compound has two ethyl groups attached to the 3 and 4 positions These substituents are located on the pyrrole ring and can influence the compound's physical and chemical properties, as well as its reactivity.

Potential applications in organic synthesis

The compound's structural features and reactivity make it a candidate for use in organic synthesis Due to its unique structure and functional groups, 1H-Pyrrole-2,5-dicarboxaldehyde,3,4-diethyl-(9CI) can be used as a building block or intermediate in the synthesis of more complex organic molecules.

Potential applications in medicinal chemistry

The compound's structural features and reactivity may be useful in the development of new pharmaceuticals The presence of the pyrrole ring and various functional groups in the compound may contribute to its biological activity, making it a potential candidate for further investigation in medicinal chemistry.

Further research needed

More studies are required to explore the specific properties and potential uses of the compound in various fields Although 1H-Pyrrole-2,5-dicarboxaldehyde,3,4-diethyl-(9CI) shows promise in organic synthesis and medicinal chemistry, additional research is necessary to fully understand its properties and potential applications.

Upstream product

• 138693-90-0 2-cyano-3-(3,4-diethyl-1H-pyrrol-2-yl) acrylic acid ethyl ester 
• 122-51-0 orthoformic acid triethyl ester 
• 157873-93-3 3,4-diethyl-1H-pyrrole-2-carboxylic acid 
• 3750-83-2 4-acetoxy-3-nitrohexane 
• 97336-41-9 ethyl 3,4-diethyl-1H-pyrrole-2-carboxylate 
• 16200-52-5 3,4-diethyl-1H-pyrrole 

Downstream Products

• 2683-82-1 2,3,7,8,12,13,17,18-octaethyl-porphyrin 

Relevant academic research and scientific papers

Intermolecularly hydrogen-bonded dimeric helices: tripyrrindiones

A rare and unusual class of tripyrrolic compounds, violet-colored tripyrrin-1,14-diones, can be prepared easily and in moderately high yields from base (piperidine)-catalyzed condensation of 3-pyrrolin-2-ones with 2,5-diformylpyrroles. Dipyrrinones adopt the all-syn-Z conformation leading to helical, lock-washer like structures, which form dimers that are held together by intermolecular hydrogen bonds in nonpolar solvents and in the crystal. Strong bathochromic spectral shifts of the tripyrrindione ～480 nm long wavelength UV-visible absorption band are seen with added base: DBU, 615 nm; TFA, 573 nm; and Zn(OAc)2, 586 nm.

Synthesis, structural characterization, aromatic characteristics, and metalation of neo-confused porphyrins, a newly discovered class of porphyrin isomers

Neo-confused porphyrins represent a unique family of porphyrin isomers that retain overall aromatic characteristics by virtue of a 17-atom 18π electron delocalization pathway. These porphyrin analogues have a pyrrolic subunit linked in a 1,3-fashion so that a nitrogen atom is directly connected to a meso-bridging carbon. Pyrrole-3-carbaldehydes were shown to react with sodium hydride and 5-acetoxymethylpyrrole-2-carbaldehydes in DMF to give the crucial neo-confused dipyrrolic dialdehyde intermediates. MacDonald "2 + 2" condensation of the dialdehydes with a dipyrrylmethane afforded a dihydroporphyrinoid, and subsequent oxidation with 0.2% aqueous ferric chloride generated a series of fully conjugated neo-confused porphyrins. Unusual dihydroporphyrin byproducts were also identified. Reaction of neo-confused porphyrins with nickel(II) or palladium(II) acetate in refluxing acetonitrile gave excellent yields of the corresponding organometallic derivatives. Proton NMR spectroscopy demonstrates that the diatropic character of this system is diminished compared to regular porphyrins, although neo-confused porphyrins retain porphyrin-like UV-vis spectra. Protonation led to the sequential formation of mono- and dicationic species. Proton NMR spectra for the dications showed the presence of enhanced diamagnetic ring currents.

New one-step synthesis of 3,4-disubstituted pyrrole-2,5-dicarbaldehydes

A smooth and convenient one-step synthesis of 3,4-disubstituted pyrrole- 2,5-dicarbaldehydes 2 is reported. This reaction involves the condensation of β-substituted pyrrole-2-carboxylic acids with triethyl orthoformate in trifluoroacetic acid to give the title compounds in good yield.

Acetylene-cumulene porphycene compounds for photodynamic therapy

Dihydro- and tetrahydro-acetylene-cumulene porphycene compounds having the structure shown below STR1 are useful as photogynamic therapy agents.