24526-73-6

Basic information

• Product Name: Coumarin-4-acetic acid
• Synonyms: Coumarin-4-acetic acid
• CAS NO: 24526-73-6
• Molecular Formula: C₁₁H₈O₄
• Molecular Weight: 204.17882
• Mol File: 24526-73-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 440.4°Cat760mmHg
• Flash Point: 181.2°C
• Appearance: /
• Density: 1.386g/cm³
• Vapor Pressure: 1.56E-08mmHg at 25°C
• Refractive Index: 1.603
• PKA: 4.33±0.10(Predicted)
• CAS DataBase Reference: Coumarin-4-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Coumarin-4-acetic acid(24526-73-6)
• EPA Substance Registry System: Coumarin-4-acetic acid(24526-73-6)

Safety Data

• Hazardous Substances Data: 24526-73-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H8O4/c12-10(13)5-7-6-11(14)15-9-4-2-1-3-8(7)9/h1-4,6H,5H2,(H,12,13)

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 77-92-9 citric acid 
• 108-95-2 phenol 
• 24526-79-2 Cyano-(2-oxo-2H-chromen-4-yl)-acetic acid ethyl ester 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 
• 542-05-2 acetonedicarboxylic acid 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 24526-75-8 2-(2-Oxo-2H-chromen-4-yl)-malonamic acid ethyl ester 
• 24526-70-3 (2-Oxo-2H-chromen-4-yl)-acetyl chloride 

Downstream Products

• 1592738-10-7 (E)-4-[2-[2-(2-propyn-1-yloxyl)phenyl]ethenyl]-2H-1-benzopyran-2-one 
• 102172-48-5 3-(2-methoxy-phenyl)-3-(4-methoxy-phenyl)-glutaric acid 
• 109471-20-7 3-(4-hydroxy-phenyl)-3-(2-methoxy-phenyl)-glutaric acid 
• 109938-50-3 3-(4-acetoxy-phenyl)-3-(2-methoxy-phenyl)-glutaric acid-anhydride 
• 102019-08-9 3-(2-methoxy-phenyl)-3-(4-methoxy-phenyl)-glutaric acid-anhydride 
• 90834-26-7 4-[(E)-2-(4-Chloro-phenyl)-vinyl]-chromen-2-one 
• 607-71-6 4-methyl-2H-chromen-2-one 
• 108952-64-3 (Z)-3-(2-methoxyphenyl)pent-2-enedioic acid 
• 90834-19-8 (E)-4-styryl-2H-chromen-2-one 

Relevant articles and documents

Synthesis and PASS-assisted evaluation of coumarin–benzimidazole derivatives as potential anti-inflammatory and anthelmintic agents

Two series of novel derivatives have been designed by coupling medicinally important coumarin and benzimidazole nuclei through different linkers. These compounds have been predicted to be potent anti-inflammatory and anthelmintic by in silico studies using PASS (prediction of activity spectra for substances) software. The compounds are synthesized and evaluated for the predicted activities as well as for their in vitro antioxidant potential. Compounds of first series (4a–4f) are found good to moderate anti-inflammatory agents. Among these, compounds 4b and 4f exhibited maximum anti-inflammatory activity (45% inhibition), which is equivalent to the activity of indomethacin (48% inhibition) after 3 h (peak inflammatory response time). Compounds of second series (5a–5f) exhibit anthelmintic activity. Amongst these, compound 5f has mortality activity marginally higher than albendazole (10–11 s). Compound 5e is found to be the most potent antioxidant with remarkable EC50 value (0.08 μM/mL), which is though a little less than that of ascorbic acid (0.03 μM/mL). In addition, a comparative analysis of calculated Lipinski’s parameters reveals that all test compounds have the propensity to be orally bioavailable. Based on these findings, compounds 4b, 4f, 5e, and 5f are identified as new leads to develop potent anti-inflammatory, anthelmintic, and antioxidant compounds.

Synthesis of Novel 4-Substituted Coumarins, Docking Studies, and DHODH Inhibitory Activity

Coumarins are the important class of naturally occurring heterocyclic compounds. Activities like antioxidant, antibacterial, anti-inflammatory, and anticancer have been reported for coumarin derivatives. Present work details the synthesis of substituted c

Synthesis and photophysical study of novel coumarin based styryl dyes

New organic dyes comprising phenothiazine, carbazole, indole, diphenylamine moieties, as the electron donors, and coumarin ring as the electron acceptor through ethylenic π bridge were synthesized and characterized. The reaction of different coumarin-4-acetic acids with phenothiazine-3-carbaldehyde in the presence of piperidine in methanol gives highly fluorescent styryl derivatives having cis configuration of ethylenic double bond. Under similar conditions 7-methylcoumarin-4-acetic acid was condensed with indole-3-carbaldehyde, carbazole-3-carbaldehyde, and diphenyl amine aldehyde to give different styryl derivatives with trans configuration of ethylenic double bond. Synthesized compounds were also studied for photophysical properties and show solvatochromism.