53242-70-9

Basic information

• Product Name: 2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID
• Synonyms: 2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID;2-Hydroxy-5-pyrrol-1-yl-benzoic acid
• CAS NO: 53242-70-9
• Molecular Formula: C₁₁H₉NO₃
• Molecular Weight: 203.19
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrroles
• Mol File: 53242-70-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 220 °C (dec.)(lit.)
• Boiling Point: 407.5°C at 760 mmHg
• Flash Point: 200.3°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 2.26E-07mmHg at 25°C
• Refractive Index: 1.621
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID(53242-70-9)
• EPA Substance Registry System: 2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID(53242-70-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 53242-70-9(Hazardous Substances Data)

Usage

General Description

2-HYDROXY-5-(1 H-PYRROL-1-YL)BENZOIC ACID, also known as tropolisatin, is a chemical compound with the molecular formula C12H9NO3. It is a derivative of benzoic acid and contains a pyrrole ring. Tropolisatin is an organic compound that is commonly used in the synthesis of various pharmaceuticals and agrochemicals. It possesses pharmacological and biological activities, making it an important compound in the field of medicinal chemistry. Tropolisatin has been studied for its potential antioxidant and anti-inflammatory properties, and it is also being investigated for its potential use as an anti-cancer agent.

InChI:InChI=1/C11H9NO3/c13-10-4-3-8(7-9(10)11(14)15)12-5-1-2-6-12/h1-7,13H,(H,14,15)

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 89-57-6 5-Aminosalicylic Acid 

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.

Synthesis and analgesic-antiinflammatory activity of some 4- and 5-substituted heteroarylsalicylic acids

We have made a series of 4- and 5-aryl- and 4- and 5-heteroarylsalicylic acid derivatives with the objective of reducing gastric irritation and increasing potency. Here we describe a series of 4- and 5-heterocyclic salicylic acids and their antiinflammatory-analgesic potencies measured in comparison to aspirin. An improvement of the therapeutic index over aspirin of 100 was achieved; however, the heterocyclic salicylic acids lacked antipyretic activity. Some physicochemical parameters which may bear on the antiinflammatory activity of these compounds are discussed.