3651-13-6

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl 5-methyl-3-phenyl-1H-pyrrole-2,4-dicarboxylate is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to contribute to the molecular structure of drugs with potential therapeutic effects.
Used in Organic Materials Synthesis:
In the field of materials science, diethyl 5-methyl-3-phenyl-1H-pyrrole-2,4-dicarboxylate is utilized as a building block for the creation of organic materials, leveraging its aromatic and ester characteristics to enhance the properties of the synthesized materials.

Upstream product

• 60317-41-1 ethyl 2-(hydroxyimino)-3-oxo-3-phenylpropanoate 
• 141-97-9 ethyl acetoacetate 
• 24512-96-7 ethyl (Z)-2-azido-3-phenylacrylate 
• 61013-61-4 ethyl 2-azido-3-phenylacrylate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 

Downstream Products

• 1192717-69-3 1,5-dimethyl-3-phenyl-1H-pyrrole-2,4-dicarboxylic acid 
• 1192720-23-2 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-{4-[4-(4,6-dimethylpyridin-2-yl)piperazin-1-yl]phenyl}-2-oxoacetamide 
• 1192717-23-9 diethyl 1-(2-ethoxyethyl)-5-methyl-3-phenyl-1H-pyrrole-2,4-dicarboxylate 
• 1192718-71-0 diethyl 1-(3-hydroxypropyl)-5-methyl-3-phenyl-1H-pyrrole-2,4-dicarboxylate 
• 1192717-55-7 diethyl 5-methyl-1-(2-methylsulfanylethyl)-3-phenyl-1H-pyrrole-2,4-dicarboxylate 
• 1192718-63-0 diethyl 1-(ethoxymethyl)-5-methyl-3-phenyl-1H-pyrrole-2,4-dicarboxylate 
• 161560-98-1 1,5-dimethyl-3-phenyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester 
• 857426-31-4 5-methyl-3-phenyl-pyrrole-2,4-dicarboxylic acid 
• 3274-63-3 2-methyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 3274-54-2 2-methyl-4-phenyl-1H-pyrrole 
• 21756-95-6 5-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

METHOD OF TREATING COCCIDIOIDES INFECTION

The invention relates to the therapeutic use of olorofim, 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)phenyl)-2-oxoacetamide in the prevention and treatment of a fungal infection caused by a Coccidioides species.

PHARMACEUTICAL FORMULATION

A pharmaceutical composition suitable for oral administration comprising particles of 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)phenyl)-2-oxoacetamide is provided. Also provided is a pharmaceutical composition suitable for parenteral administration wherein the composition comprises 2-(1,5-dimethyl- 3-phenyl-1H-pyrrol-2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)phenyl)-2-oxoacetamide. The compositions are useful in the treatment of fungal infection in a subject in need thereof.

ANTIFUNGAL AGENTS

The invention provides a pyrrole compound, which compound is (a)2-(1,5-dimethyl-3- phenyl-1H-pyrrol-2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)phenyl)-2- oxoacetamideor a deuterated derivative thereof, or(b)2-(1,5-dimethyl-3-phenyl-1H-pyrrol- 2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)-3-hydroxyphenyl)-2-oxoacetamide or a deuterated derivative thereof, or (c) a prodrug of compound (a) or a prodrug of compound (b), or a pharmaceutically acceptable salt or agriculturally acceptable salt of (a), (b) or (c). Also provided are combinations and compositions comprising the compound and known antifungal agents. The invention also relates to the therapeutic use of a compound of the invention in prevention or treatment of fungal diseases. It also relates to the use of:2-(1,5-dimethyl-3-phenyl-1H- pyrrol-2-yl)-N-(4-(4-(5-fluoropyrimidin-2-yl)piperazin-1-yl)phenyl)-2-oxoacetamide or an agriculturally acceptable salt thereof, or 2-(1,5-dimethyl-3-phenyl-1H-pyrrol-2-yl)-N-(4-(4- (5-fluoropyrimidin-2-yl)piperazin-1-yl)-3-hydroxyphenyl)-2-oxoacetamide or an agriculturally acceptable salt thereof, as an agricultural fungicide.

PYRROLE ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically and agriculturally acceptable salts thereof; wherein: R1, R2, R3, R4, R5, R6, A1, L1 and n are as defined herein. These compounds and their pharmaceutically acceptable salts are useful in prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

Mn(III)-catalyzed synthesis of pyrroles from vinyl azides and 1,3-dicarbonyl compounds

(Chemical Equation Presented) Polysubstituted N-H pyrroles with a wide variety of substituents were prepared from vinyl azides and 1,3-dicarbonyl compounds by using Mn(III) complexes as catalysts.

Synthesis of polysubstituted N-H pyrroles from vinyl azides and 1,3-dicarbonyl compounds

(Chemical Equation Presented) Two synthetic methods for tetra- and trisubstituted N-H pyrroles are presented: (i) the thermal pyrrole formation by the reaction of vinyl azides with 1,3-dicarbonyl compounds via the 1,2-addition of 1,3-dicarbonyl compounds to 2H-azirine intermediates generated in situ from vinyl azides; (ii) the Cu(II)-catalyzed synthesis of pyrroles from α-ethoxycarbonyl vinyl azides and ethyl acetoacetate through the 1,4-addition reaction of the acetoacetate to the vinyl azides. By applying these two methods, regioisomeric pyrroles can be prepared selectively starting from the same vinyl azides.