65473-92-9

Usage

Chemical structure

A pyrrole ring with two methyl groups at positions 1 and 2, a phenyl group at position 5, and a carboxylic acid functional group at position 3.

Derivative

Pyrrole

Functional group

Carboxylic acid

Applications

a. Organic synthesis
b. Pharmaceutical research
c. Building block for pharmaceuticals and agrochemicals

Biological activities

a. Potential antitumor properties
b. Potential antifungal properties

Field of interest

Medicinal chemistry

Upstream product

• 3652-47-9 ethyl 1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 52313-46-9 ethyl 2-acetyl-4-oxo-4-phenylbutanoate 

Downstream Products

• 1220830-82-9 N-(3-(4-(2,3-dimethylphenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220830-98-7 N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220831-14-0 C₂₅H₂₈Cl₂N₄O 
• 1220831-17-3 N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220831-23-1 N-(4-(4-(2,3-dimethylphenyl)piperazin-1-yl)butyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220949-74-5 N-(3-(4-(2-bromophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220950-43-5 N-(3-(4-(2,3-dimethoxyphenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220950-40-2 N-(3-(4-(4-fluorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 1220950-69-5 5-phenyl-N-(2-(4-(3-chloro-2-methylphenyl)piperazin-1-yl)ethyl)-1,2-dimethyl-1H-pyrrole-3-carboxamide 
• 1220830-68-1 N-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide 
• 130850-66-7 3,4-Dibromo-1,2-dimethyl-5-phenyl-1H-pyrrole 
• 130850-58-7 4-bromo-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylic acid 

Relevant academic research and scientific papers

ARYLPIPERAZINE-CONTAINING PYRROLE 3-CARBOXAMIDE DERIVATIVES FOR TREATING DEPRESSIVE DISORDERS

The present invention relates to novel arylpiperazine-containing pyrrole 3-carboxamide derivatives of formula (I) or a pharmaceutically acceptable salt thereof which is useful for preventing or treating depressive disorders. The present invention also provides a method for preparing the arylpiperazine-containing pyrrole 3-carboxamide derivatives or the pharmaceutically acceptable salt thereof, a pharmaceutical composition containing same, and a method for preventing or treating depressive disorders.

Further optimization of novel pyrrole 3-carboxamides for targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

In the continuing search for novel compounds targeting serotonin 5-HT 2A, 5-HT2C, and serotonin transporter, new arylpiperazine-containing pyrrole 3-carboxamide derivatives were synthesized and evaluated. Based on the lead reported previously, structural modifications regarding N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl)-1,2-dimethyl-5- phenyl-1H-pyrrole-3-carboxamide 5, were accomplished for improvements in not only binding affinity against serotonin receptors and transporter, but also in hERG channel inhibition. Along the line, both the forced swimming tests and spontaneous locomotor activity tests were performed to distinguish between antidepressant activity and false positive results. As potential antidepressant agents, both 2,4-dimethyl-5-phenyl-1H-pyrrole-3-carboxamide and 5-tert-butyl-2-methyl-1H-pyrrole-3-carboxamide derivatives exhibited favorable in vitro and in vivo activities, warranting further investigation around these scaffolds.

Arylpiperazine-containing pyrrole 3-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

Arylpiperzine-containing pyrrole 3-carboxamide derivatives were synthesized and evaluated as novel antidepressant compounds. The various analogues were efficiently prepared and bio-assayed for binding to 5-HT2A, 5-HT2C receptor, and

Oxidative Halogenation of Substituted Pyrroles with Cu(II). Part II. Bromination of some Ethyl 3-Pyrrolecarboxylates and Corresponding Acids

Ethyl 3-pyrrolecarboxylates and their corresponding acids are brominated with copper(II) bromide.The reaction afforded at 0 deg, with high-yield nuclear monobromination.