22048-71-1

Basic information

• Product Name: [4-(1H-pyrrol-1-yl)phenyl]acetic acid
• Synonyms: [4-(1H-pyrrol-1-yl)phenyl]acetic acid;(4-PYRROL-1-YL-PHENYL)-ACETIC ACID;ASISCHEM B43622;OTAVA-BB 7020618034;2-(4-(1H-pyrrol-1-yl)phenyl)acetic acid;(p-(1-Pyrrolyl)phenyl)acetic acid;2-(4-pyrrol-1-ylphenyl)acetic acid;2-(4-pyrrol-1-ylphenyl)ethanoic acid
• CAS NO: 22048-71-1
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.23
• Mol File: 22048-71-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 372.7°Cat760mmHg
• Flash Point: 179.2°C
• Appearance: /
• Density: 1.15g/cm³
• Vapor Pressure: 3.24E-06mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: [4-(1H-pyrrol-1-yl)phenyl]acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(1H-pyrrol-1-yl)phenyl]acetic acid(22048-71-1)
• EPA Substance Registry System: [4-(1H-pyrrol-1-yl)phenyl]acetic acid(22048-71-1)

Safety Data

• Hazardous Substances Data: 22048-71-1(Hazardous Substances Data)

Usage

General Description

[4-(1H-pyrrol-1-yl)phenyl]acetic acid is a chemical compound with the molecular formula C12H11NO2. It is a derivative of phenylacetic acid and contains a pyrrole ring in its structure. [4-(1H-pyrrol-1-yl)phenyl]acetic acid is used in the synthesis of pharmaceuticals and organic compounds. It has potential applications in the field of medicinal chemistry and drug development. The pyrrole ring in its structure contributes to its biological and pharmaceutical properties, making it a valuable building block in organic synthesis. Overall, [4-(1H-pyrrol-1-yl)phenyl]acetic acid is an important chemical compound with potential applications in various fields including pharmaceuticals and organic chemistry.

InChI:InChI=1/C12H11NO2/c14-12(15)9-10-3-5-11(6-4-10)13-7-1-2-8-13/h1-8H,9H2,(H,14,15)

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 1197-55-3 4-aminophenylacetic acid 
• 827-60-1 1-(4-methylphenyl)-1H-pyrrole 
• 124-38-9 carbon dioxide 

Downstream Products

• 93372-02-2 1-[2-(4-Pyrrol-1-yl-phenyl)-ethyl]-piperidine 

Relevant articles and documents

Design, synthesis, and biological evaluation of N-carboxyphenylpyrrole derivatives as potent HIV fusion inhibitors targeting gp41

On the basis of the structures of small-molecule hits targeting the HIV-1 gp41, N-(4-carboxy-3-hydroxy)phenyl-2,5-dimethylpyrrole (2, NB-2), and N-(3-carboxy-4-chloro)phenylpyrrole (A1, NB-64), 42 N-carboxyphenylpyrrole derivatives in two categories (A and B series) were designed and synthesized. We found that 11 compounds exhibited promising anti-HIV-1 activity at micromolar level and their antiviral activity was correlated with their inhibitory activity on gp41 six-helix bundle formation, suggesting that these compounds block HIV fusion and entry by disrupting gp41 core formation. The structure-activity relationship and molecular docking analysis revealed that the carboxyl group could interact with either Arg579 or Lys574 to form salt bridges and two methyl groups on the pyrrole ring were favorable for interaction with the residues in gp41 pocket. The most active compound, N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrrole (A12), partially occupied the deep hydrophobic pocket, suggesting that enlarging the molecular size of A12 could improve its binding affinity and anti-HIV-1 activity for further development as a small-molecule HIV fusion and entry inhibitor.