14442-12-7

Usage

Uses

Used in Pharmaceutical Industry:
3-Phenyl-5-isoxazolecarboxylic acid is used as a key intermediate in the synthesis of pharmaceuticals for its ability to form biologically active compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Phenyl-5-isoxazolecarboxylic acid is utilized as a component in the creation of pesticides and fungicides, capitalizing on its antimicrobial and antifungal properties to protect crops and enhance agricultural yields.
Used in Materials Science:
3-Phenyl-5-isoxazolecarboxylic acid is employed in materials science for its potential to contribute to the development of new materials with specific properties, such as those with antimicrobial characteristics for use in various industrial applications.
Used as Antimicrobial and Antifungal Agent:
3-Phenyl-5-isoxazolecarboxylic acid is used as an antimicrobial and antifungal agent due to its inherent properties, making it a candidate for treating infections and potentially serving as a preservative in various products.

InChI:InChI=1/C10H7NO3/c12-10(13)9-6-8(11-14-9)7-4-2-1-3-5-7/h1-6H,(H,12,13)/p-1

Upstream product

• 873-67-6 benzonitrile oxide 
• 471-25-0 Propiolic acid 
• 72418-40-7 3-phenylisoxazole-5-carbaldehyde 
• 13599-24-1 ethyl 3-phenylisoxazole-5-carboxylate 
• 99866-77-0 5-ethynyl-3-phenyl-isoxazole 
• 90924-12-2 3-phenyl-5-hydroxymethylisoxazole 
• 64402-51-3 phenyl 3-phenyl-5-isoxazolylmethyl ketone 
• 1653-19-6 2,3-dichlorobuta-1,3-diene 
• 15409-45-7 1-(3-phenyl-isoxazol-5-yl)-but-2-en-1-one 
• 2976-13-8 5-(2′-furyl)-3-phenylisoxazole 
• 95843-20-2 3-phenyl-5-propenyl-isoxazole 
• 13599-23-0 3-phenyl-isoxazole-5-carboxylic acid isopropyl ester 
• 6214-30-8 β-carboxynitroethylene 
• 87086-16-6 5-Acetylamino-3-phenyl-4,5-dihydro-isoxazole-5-carboxylic acid ethyl ester 

Downstream Products

• 124953-60-2 3-phenylisoxazole-5-carbonyl chloride 
• 1198119-07-1 C₂₇H₂₄N₂O₄S 
• 1235471-85-8 4-chloro-3-methoxy-N-({1-[(3-phenyl-5-isoxazolyl)carbonyl]-4-piperidinyl}methyl)benzamide 
• 1258502-20-3 N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-phenylisoxazole-5-carboxamide 
• 1334686-97-3 N,N-di-n-hexyl-3-phenylisoxazole-5-carboxamide 
• 1334686-95-1 3-phenyl-N,N-di-n-propylisoxazole-5-carboxamide 
• 1320355-66-5 N,N-di-n-butyl-3-phenylisoxazole-5-carboxamide 
• 1081-30-7 3-phenyl-isoxazole-5-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Discovery of Farnesoid X Receptor Antagonists Based on a Library of Oleanolic Acid 3-O-Esters through Diverse Substituent Design and Molecular Docking Methods

The pentacyclic triterpene oleanolic acid (OA, 1) with known farnesoid X receptor (FXR) modulatory activity was modified at its C-3 position to find new FXR-interacting agents. A diverse substitution library of OA derivatives was constructed in silico through a 2D fingerprint similarity cluster strategy. With further docking analysis, four top-scored OA 3-O-ester derivatives were selected for synthesis. The bioassay results indicated that all four compounds 3 inhibited chenodeoxycholic acid (CDCA)-induced FXR transactivation in a concentration-dependent mode. Among them 3b and 3d are more active than the parent compound OA. A molecular simulation study was performed to attempt to explain the structure-Activity relationship (SAR) and the antagonistic action. To the best of our knowledge, this is the first report on semi-synthetic pentacyclic triterpenoids with FXR-modulatory activities.

Design and synthesis of a new series of 3,5-disubstituted isoxazoles active against Trypanosoma cruzi and Leishmania amazonensis

Chagas disease and leishmaniasis are neglected tropical diseases (NTDs) endemic in developing countries. Although there are drugs available for their treatment, efforts on finding new efficacious therapies are continuous. The natural lignans grandisin (1)

ISOXAZOLE COMPOUNDS AND METHODS FOR THE TREATMENT OF CYSTIC FIBROSIS

The invention relates to a compound of Formula (I) and methods of treating cystic fibrosis comprising the step of administering a therapeutically effective amount of a compound of Formula (I) or II to a patient in need thereof: Formula (I) and Formula (II). The invention relates to the use of substituted oxazole and substituted thiazole compounds in the treatment of cystic fibrosis transmembrane conductance regulator (CFTR) mediated diseases.

Copper(0) Nanoparticles in Click Chemistry: Synthesis of 3,5-Disubstituted Isoxazoles

An efficient procedure for the synthesis of 3,5-disubstituted isoxazoles via [3+2] cycloaddition reaction of in situ generated nitrile oxides with acetylenes employing readily preparable copper(0) nanoparticles is described. A variety of in situ generated

INDOLE AMIDE DERIVATIVES AND RELATED COMPOUNDS FOR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES

This invention provides novel compounds and the novel compounds for use as a medicine, more in particular for the prevention or treatment of neurodegenerative disorders, more specifically certain neurological disorders, such as disorders collectively known as tauopathies, and disorders characterised by cytotoxic α-synuclein amyloidogenesis. The present invention also relates to the use of said novel compounds for the manufacture of medicaments useful for treating such neurodegenerative disorders. The present invention further relates to pharmaceutical compositions including said novel compounds and to methods for the preparation of said novel compounds.

Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids

Herein, the concept of boronic acid catalysis (BAC) for the activation of unsaturated carboxylic acids is applied in several classic dipolar [3 + 2] cycloadditions involving azides, nitrile oxides, and nitrones as partners. These cycloadditions can be used to produce pharmaceutically interesting, small heterocyclic products, such as triazoles, isoxazoles, and isoxazolidines. These cycloadducts are formed directly and include a free carboxylic acid functionality that can be employed for fur-ther transformations, thereby avoiding prior masking or functionalization. In all cases, BAC provides faster reactions, under milder conditions, with much improved product yields and regioselectivities. In some instances, such as triazole formation from the reaction of azides with 2-alkynoic acids, catalysis with ort/io- nitrophenylboronic acid circumvents the undesirable product decarboxylation observed when using thermal activation. By using NMR spectroscopic studies, the boronic acid catalyst was shown to provide activation by a LUMO-lowering effect in the unsaturated carboxylic acid, likely via a monoacylated hemiboronic ester intermediate.

Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases

We describe here the identification of non-peptidic vinylsulfones that inhibit parasite cysteine proteases in vitro and inhibit the growth of Trypanosoma brucei brucei parasites in culture. A high resolution (1.75 A) co-crystal structure of 8a bound to cruzain reveals how the non-peptidic P2/P3 moiety in such analogs bind the S2 and S3 subsites of the protease, effectively recapitulating important binding interactions present in more traditional peptide-based protease inhibitors and natural substrates.

Concise synthesis and antimicrobial activities of new substituted 5-isoxazolpenicillins

The synthesis of a series of new 5-isoxazolpenicillins is described, which were obtained by coupling substituted isoxazoles with 6-APA. Concise large-scale synthesis of 3,5-disubstituted isoxazoles by 1,3-dipolar cycloaddition using copper(I) as catalyst was also investigated. Representative compounds were assayed for antimicrobial activities, showing satisfactory antimicrobial activities against Gram-negative bacteria.

Ramoplanin derivatives possessing antibacterial activity

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

A SYNTHESIS OF GEMINALLY FUNCTIONALIZED HETEROCYCLIC AMINOCARBOXYLIC ACIDS BY CYCLOADDITION OF ETHYL N-ACETYL-α,β-DEHYDROALANINATE WITH 1,3-DIPOLES

1,3-Dipolar cycloaddition of α,β-dehydroalaninate with dipoles proceeded with high regioselectivity to afford the title compounds in good yields.