3652-47-9

Usage

Chemical class

Ethyl ester derivative of 1H-pyrrole-3-carboxylic acid

Structure

Composed of a pyrrole ring with a carboxylic acid group at position 3, a phenyl group at position 5, two methyl groups, and one ethyl group attached to the nitrogen atom

Usage

Commonly used in organic chemical synthesis and pharmacological research as a building block for constructing more complex molecules

Potential applications

Derivatives have been investigated for potential pharmaceutical applications

Additional potential uses

May have potential uses in the field of materials science and as a precursor for the synthesis of various organic compounds due to its unique structural properties and reactivity.

Upstream product

• 89201-10-5 α-Phenacyl-acetessigsaeure-aethylester 
• 74-89-5 methylamine 
• 52313-46-9 ethyl 2-acetyl-4-oxo-4-phenylbutanoate 
• 69994-40-7 N-methyl-N-benzoyl-alanine 
• 623-47-2 propynoic acid ethyl ester 
• 22807-79-0 ethyl 2-(acetoxy)acrylate 
• 3652-48-0 ethyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 74-88-4 methyl iodide 
• 2392-54-3 (acetyl-methyl-amino)-phenyl-acetic acid 

Downstream Products

• 127394-93-8 1,2-dimethyl-3-ethoxycarbonyl-4-(4-nitrophenylazo)-5-phenylpyrrole 
• 65473-92-9 1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylic acid 
• 130850-60-1 ethyl 4-bromo-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylate 
• 130850-58-7 4-bromo-1,2-dimethyl-5-phenyl-1H-pyrrole-3-carboxylic acid 
• 130850-66-7 3,4-Dibromo-1,2-dimethyl-5-phenyl-1H-pyrrole 

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

Efficient synthesis of 3-carboxylate pyrroles using microwave irradiation

3-Carboxylate pyrroles are prepared by microwave irradiation of 1,3-oxazolium-5-oxides and various α-acetoxy-acrylic esters in a single synthetic step, in excellent yields and with high regioselectivity.

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.

About the Synthesis of N-1-Substituted 3-Aminopyrroles. A Comparison

A general method for the preparation of 3-amino-1-methylpyrroles in excellent yields is reported.The key step involves the N-methylation of the nitro derivatives 2, under phase transfer catalysis conditions.

REGIOSELECTIVITY IN THE 1,3-DIPOLAR CYCLOADDITION REACTION OF 3-METHYLOXAZOLIUM 5-OLATES WITH ACETYLENIC DIPOLAROPHILES

The cycloaddition reaction of unsymmetrically substituted munchnones with monosubstituted alkynes has been examined.The reaction affords a mixture of regioisomeric pyrroles.The observed regioselectivity is qualitatively discussed on the basis of the MO-pe

On the Problem of Regioselectivity in the 1,3-Dipolar Cycloaddition Reaction of Munchnones and Sydnones with Acetylenic Dipolarophiles

The 1,3-dipolar cycloaddition reaction of several unsymmetrically substituted munchnones and sydnones with methyl propiolate has been examined.The initially formed cycloadducts readily extrude carbon dioxide to produce five-membered heteroaromatic ring compounds.The reaction of sydnones with methyl propiolate produced a mixture of regioisomeric pyrazoles.The analogous cycloaddition reaction of munchnones with methyl propiolate proceeds with formation of mixtures of both possible regioisomeric pyrroles.The structural assignment of the isolated adducts is based on spectroscopic data.The distribution of products depends on the nature and location of the substituent groups present on the heterocyclic ring.The observed regioselectivity is discussed on the basis of MO-perturbation theory.