51230-91-2

Usage

Molecular Structure

2-(4-methoxyphenyl)pent-4-enoic acid consists of a pent-4-enoic acid functional group attached to a 4-methoxyphenyl group.

Functional Groups

Contains a carboxylic acid group (-COOH) and a vinyl group (C=C).

Classification

It is a carboxylic acid.

Biological Activity

Has potential anti-inflammatory and analgesic properties.

Mechanism of Action

May act as a non-steroidal anti-inflammatory drug (NSAID) by inhibiting the production of prostaglandins, which are chemicals involved in the process of inflammation and pain.

Chemical Modification

The methoxy group on the phenyl ring may contribute to the compound's biological activity by influencing its interaction with other molecules.

Potential Applications

Can be used in pharmaceutical research and drug development for the treatment of inflammatory conditions and pain management.

Upstream product

• 104-01-8 4-Methoxyphenylacetic acid 
• 106-95-6 allyl bromide 
• 67031-10-1 methyl 2-(4-methoxyphenyl)pent-4-enoate 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 

Downstream Products

• 138878-56-5 cis-5-(iodomethyl)-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one 
• 138878-56-5 trans-5-(iodomethyl)-3-(4-methoxyphenyl)dihydrofuran-2(3H)-one 
• 301854-24-0 3-(4-methoxyphenyl)-5-methyltetrahydrofuran-2-one 
• 1252553-55-1 C₁₂H₁₃ClO₂ 
• 362483-79-2 5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-phenyl)-dihydro-furan-2-one 
• 362483-85-0 5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(4-methoxy-phenyl)-5H-furan-2-one 
• 362483-21-4 5-hydroxymethyl-3-(4-methoxy-phenyl)-5H-furan-2-one 
• 76815-04-8 5-hydroxymethyl-3-(4-methoxy-phenyl)-dihydro-furan-2-one 

Relevant academic research and scientific papers

Dual Activation of Unsaturated Amides with Schwartz's Reagent: A Diastereoselective Access to Cyclopentanols and N,O-Dimethylcyclopentylhydroxylamines.

The diastereoselective access to cyclopentanols and N,O-dimethylcyclopentylhydroxylamines from 4-pentenoic acid-derived Weinreb amides is described. Based on the concomitant generation of both the nucleophilic and the electrophilic poles by hydrozirconati

Palladium-catalyzed α-arylation of carboxylic acid derivatives with grignard reagent

The reaction of arylacetic acid with aryl halides in the presence of a palladium(0) catalyst proceeds with a Grignard reagent (2 equiv.) to afford diarylated acetic acids. Deprotonation was confirmed by treatment with allyl bromide, which revealed that th

GAMMA-AMINOAMIDE MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY

The present invention is directed to compounds of the formula (I), wherein R1, R2, R3, R4, R5, R6, R7, R8, R11, R12, W, X, and n are defined herein, which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptor CCR-2.

Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: Further refinement of tentative pharmacophore group

Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (-)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective antifungal activity against the filamentous strains of Absidia corymbifera and Aspergillus fumigatus. On the other hand, the influence of the lenghth of the alkyl chain at C(5) was marginal. The antifungal effect of the most active compound against the above strains was higher than that of ketoconazole, and close to that of amphotericin B. In order to verify the hypothesis about a possible relationship between the Michael-accepting ability of the compounds and their antifungal activity, a series of simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, was prepared and subjected to antifungal activity assay as well.

3-Phenyl-5-acyloxymethyl-2H,5H-furan-2-ones: Synthesis and biological activity of a novel group of potential antifungal drugs

3-(Substituted phenyl)-5-acyloxymethyl-2H,5H-furan-2-ones related to the natural product (-)-incrustoporine were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring displayed much higher antifungal effect against Aspergillus fumigatus than selected representatives of azole antifungal drugs. In particular, the activity (1.34 μg/mL) of the most promising derivative, 3-(3,4-dichlorophenyl)-5-pivaloyloxymethyl-2H,5H-furan-2-one, was comparable to that of amphotericin B (0.5 μg/mL). Preliminary evaluation of the toxicity of the compound was carried out as well. Considering the size and properties of these molecules in comparison with those of amphotericin B, further development of this novel group of antifungals may lead to substances with better pharmacological profiles than that of the standard anti-Aspergillus drug.

3-Phenyl-5-methyl-2H,5H-furan-2-ones: Tuning antifungal activity by varying substituents on the phenyl ring

A series of racemic 3-phenyl-5-methyl-2H,5H-furan-2-ones related to a natural product, (-)incrustoporine, was synthesized, and their antifungal activity evaluated. The key structural feature, furanone ring, was closed via H2SO4-mediated cyclization of 2-phenylpent-4-enoic acids. The compounds displayed antifungal activity, especially against filamentous fungi. Expressed as the minimum inhibition concentration (MIC) in μmol/L, the activity of the most promising derivative against Absidia corymbifera matched that of ketoconazole (31.25 μmol/L). In terms of μg/mL, the substance was more active (7.6 μg/mL) than this standard antifungal drug (16.6 μg/mL). (C) 2000 Elsevier Science Ltd. All rights reserved.

Transformation of heterocyclic reversible monoamine oxidase-B inactivators into irreversible inactivators by N-methylation

3-[4-[(3-Chlorophenyl)methoxy]phenyl]-5-[(methylamino)methyl]-2- oxazolidinone (1) is a secondary amine known to be a potent time-dependent irreversible inactivator of monoamine oxidase B (MAO-B). The primary amine analogues of derivatives of 1, as well a

5-(Aminomethyl)-3-aryldihydrofuran-2(3H)-ones, a New Class of Monoamine Oxidase-B Inactivators

Both cis- and trans-5-(aminomethyl)-3-aryldihydrofuran-2(3H)-one hydrochloride salts (9 and 10) were synthesized efficiently in a 5-step sequence from arylacetic acids.Both compounds were found to be irreversible inactivators of monoamine oxidase B.These