2199-63-5

Usage

Uses

Used in Pharmaceutical Industry:
2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs. Its unique structure allows for the creation of molecules with specific therapeutic properties, enhancing the range of treatments available in medicine.
Used in Dye Industry:
In the dye industry, 2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is utilized as a precursor for the production of dyes. Its chemical properties facilitate the creation of dyes with distinct color characteristics, which are essential for various applications, including textiles, printing, and other industrial processes.
Used in Organic Electronics:
2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is employed as a starting material in the field of organic electronics due to its potential to form components with specific electronic properties. Its incorporation into electronic materials can lead to advancements in the performance and functionality of organic electronic devices.
Used in Organic Synthesis:
As a building block in organic synthesis, 2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is used for the synthesis of complex organic molecules. Its reactivity and structural features make it a valuable component in the creation of a wide array of chemical compounds, contributing to the diversity of organic chemistry.

InChI:InChI=1/C7H9NO/c1-5-3-7(4-9)6(2)8-5/h3-4,8H,1-2H3

Upstream product

• 625-84-3 2,5-Dimethylpyrrole 
• 67-66-3 chloroform 
• 68-12-2 N,N-dimethyl-formamide 
• 97142-87-5 1-formyl-2,5-dimethyl-pyrrole 
• 1478-41-7 diethoxycarbonium fluoroborate 
• 124647-48-9 N-(hydroxy-2' methyl-1' ethyl) amino-3 butene-2 oate d'ethyle 
• 231609-59-9 2-(2-cyano-1-methylvinylamino)-N-methoxy-N-methylpropionamide 
• 109-94-4 formic acid ethyl ester 

Downstream Products

• 2406-14-6 2,5-dimethyl-pyrrole-3-carbaldehyde-(4-nitro-phenylhydrazone) 

Relevant academic research and scientific papers

Synthesis, structure and in vitro anti-trypanosomal activity of non-toxic arylpyrrole-based chalcone derivatives

With an intention of identifying chalcone derivatives exhibiting anti-protozoal activity, a cohort of relatively unexplored arylpyrrole-based chalcone derivatives were synthesized in moderate to good yields. The resultant compounds were evaluated in vitro for their potential activity against a cultured Trypanosoma brucei brucei 427 strain. Several compounds displayed mostly modest in vitro anti-trypanosomal activity with compounds 10e and 10h emerging as active candidates with IC50 values of 4.09 and 5.11 μM, respectively. More importantly, a concomitant assessment of their activity against a human cervix adenocarcinoma (HeLa) cell line revealed that these compounds are non-toxic.

Discovery and optimisation studies of antimalarial phenotypic hits

There is an urgent need for the development of new antimalarial compounds. As a result of a phenotypic screen, several compounds with potent activity against the parasite Plasmodium falciparum were identified. Characterization of these compounds is discussed, along with approaches to optimise the physicochemical properties. The in vitro antimalarial activity of these compounds against P. falciparum K1 had EC50 values in the range of 0.09e29 mM, and generally good selectivity (typically >100-fold) compared to a mammalian cell line (L6). One example showed no significant activity against a rodent model of malaria, and more work is needed to optimise these compounds.

Versatility of Weinreb amides in the Knorr pyrrole synthesis

N-Methoxy-N-methyl-α-enaminocarboxamides were prepared starting from enamines and Weinreb α-aminoamides. Their reaction with oganometallic compounds and subsequent cyclization constitute a versatile alternative in the Knorr pyrrole synthesis.

SYNTHESE DE PYRROLES ET D'OXAZOLES PAR PYROLYSE DE N-(HYDROXY-2' ETHYL) AMINO-3 PROPENOATE

The gas phas pyrolysis of various N-(2'-hydroxyethyl)-3-amino propenoates 1-6 and N-(2'-hydroxy-2'-phenyl ethyl)-3-amino propanoate 7-9 at 390 deg C-420 deg C leads respectively to formylpyrroles 11-16 and benzoylpyrroles 17-19 and, in some cases, to substituted oxazoles 36-39.The results are best explained by the intermediate formation of a dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six ? electrocyclization of an azomethine ylide.

First Reactions of Dialkoxycarbenium Tetrafluoroborates with Pyrroles, 5H-Dibenzazepines, and Electron-Rich Arenes

Pyrrole (2a) and 2,5-dimethylpyrrole (2b) react with the dialkoxycarbenium tetrafluoroborates 1a-1c under kinetic control to yield the corresponding acylpyrrole derivatives. 5H-Dibenzazepine (9a) and the 10,11-dihydro derivative 9b react only with the most elecrophilic of the series of electrophiles tested, namely, diethoxycarbenium tetrafluoroborate (1a), to furnish the corresponding formyl derivatives.Similarly, in arene chemistry, the highly electron-rich N,N-dimethylaniline (13a) and 1,3,5-trimethoxybenzene (13b) are formylated by reaction with 1a.