321-07-3

Usage

Uses

Used in Pharmaceutical Industry:
1-PHENYL-3-(TRIFLUOROMETHYL)-2-PYRAZOLIN-5-ONE is used as a chemical intermediate for the synthesis of various pharmaceutical drugs. Its unique structure and properties make it a valuable component in the development of new medications.
Used in Agrochemical Industry:
In the agrochemical sector, 1-PHENYL-3-(TRIFLUOROMETHYL)-2-PYRAZOLIN-5-ONE serves as an intermediate in the production of agrochemicals, contributing to the development of effective pest control and crop protection solutions.
Used in Antifungal Applications:
1-PHENYL-3-(TRIFLUOROMETHYL)-2-PYRAZOLIN-5-ONE is used as an antifungal agent, leveraging its potential to combat fungal infections and protect both humans and crops from fungal diseases.
Used in Antibacterial Applications:
As an antibacterial agent, 1-PHENYL-3-(TRIFLUOROMETHYL)-2-PYRAZOLIN-5-ONE is employed to inhibit the growth of bacteria, offering a potential solution for treating bacterial infections and promoting health in various settings.
Used in Anti-inflammatory Applications:
1-PHENYL-3-(TRIFLUOROMETHYL)-2-PYRAZOLIN-5-ONE is utilized for its anti-inflammatory properties, which can be beneficial in reducing inflammation and managing conditions that involve inflammatory responses.

InChI:InChI=1/C10H7F3N2O/c11-10(12,13)8-6-9(16)15(14-8)7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 100-63-0 phenylhydrazine 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 914399-29-4 5-ethoxy-1-phenyl-3-(trifluoromethyl)-1H-pyrazole 
• 59-88-1 phenylhydrazine hydrochloride 
• 83643-84-9 methyl 4,4,4-trifluoroacetoacetate 
• 893643-18-0 5,5,5-trifluoro-2,4-dioxopentanoic acid ethyl ester 

Downstream Products

• 916912-19-1 4-[1-(4-Bromo-phenyl)-meth-(Z)-ylidene]-2-phenyl-5-trifluoromethyl-2,4-dihydro-pyrazol-3-one 

Relevant academic research and scientific papers

Covalent inhibitors of LgtC: A blueprint for the discovery of non-substrate-like inhibitors for bacterial glycosyltransferases

Non-substrate-like inhibitors of glycosyltransferases are sought after as chemical tools and potential lead compounds for medicinal chemistry, chemical biology and drug discovery. Here, we describe the discovery of a novel small molecular inhibitor chemot

A simple and catalyst free one pot access to the pyrazolone fused 2,8-dioxabicyclo[3.3.1]nonanes

Synthesis of a series of novel aryl and heteroaryl fused 2,8-dioxabicyclo[3.3.1]nonanes (3) was accomplished by one pot, catalyst free reaction of 2-hydroxy chalcone (1) with 3-trifluoromethyl substituted pyrazolone (2) in xylene at reflux temperature. Th

Promoting the Furan Ring-Opening Reaction to Access New Donor–Acceptor Stenhouse Adducts with Hexafluoroisopropanol

Donor–acceptor Stenhouse adducts (DASAs) are visible-light-responsive photoswitches with a variety of emerging applications in photoresponsive materials. Their two-step modular synthesis, centered on the nucleophilic ring opening of an activated furan, ma

Trifluoromethyl pyrazolo seven-membered ring compound and crystal structure and preparation method thereof

The invention provides a trifluoromethyl pyrazolo seven-membered ring compound and a crystal structure and a preparation method thereof, and belongs to the technical field of organic and pharmaceutical synthesis. The invention provides a novel trifluoromethyl pyrazolo seven-membered ring compound, a crystal thereof and a preparation method thereof. The compound and the crystal have good stability and are suitable for being used as raw materials for medicine preparation; and meanwhile, data support is provided for exploring the relationship between the microstructure and the medicine effect of the compound, and a certain basis is provided for synthesis of small molecular compounds.

Electrochemical synthesis of versatile ammonium oxides under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions

An electrochemical oxidative cross-coupling reaction between 2.5-substituted-pyrazolin-5-ones and ammonium thiocyanate has been developed, which resulted in a series of unprecedented cross-coupling products under metal catalyst-, exogenous-oxidant-, and exogenous-electrolyte-free conditions. It is worth noting that since the resulting cross-coupling products are nearly insoluble in MeCN, the pure product could be afforded without silica gel column purification. In addition, the prepared ammonium oxides are versatile building blocks for synthesizing functionalized pyrazole derivatives.

Organophosphane-catalyzed direct β-acylation of 4-arylidene pyrazolones and 5-arylidene thiazolones with acyl chlorides

An efficient method for the direct β-acylation of arylidene pyrazolones and thiazolones with acyl chlorides in the presence of a base catalyzed by organophosphanes is reported. A variety of functionalized 4-arylidene pyrazolone and 5-arylidene thiazolone derivatives were prepared under metal-free and mild conditions via a tandem phospha-Michael addition/O-acylation/intramolecular cyclization/rearrangement sequence. Our mechanistic investigations revealed that the reaction is highly stereospecific to provide exclusively cis-isomers, and the methodology can also be scaled up with similar efficacy.

Synthesis and cytotoxicity evaluation of novel tricyclic dihydropyrazolo [4,3-f][1,2,3]triazolo diazepines

Background: A number of novel fluorinated 4,5-dihydropyrazolo [4,3-f][1,2,3] triazolo diazepines (9-11) have been accomplished starting from 1-phenyl-3-trifluoromethyl pyrazole-5-one (3) in a multistep synthesis. Thus obtained compound 9 was converted int

Preparation method of 1-aryl-3-substituent-5-pyrazolone compound

The invention relates to a preparation method of a 1-aryl-3-substituent-5-pyrazolone compound, and discloses a method for synthesizing a 1-aryl-3-substituent-5-pyrazolone compound. Substituted phenylhydrazine with the structure of ArNHNH2 and beta-keto ester with the structure of R2COCH2COOR3 serve as raw materials, water serves as a solvent, and the 1-aryl-3-substituent-5-pyrazolone compound with a moderate to high yield is obtained in the absence of a catalyst. The solvent which is free of toxicity, good in safety and environmentally friendly is used in the method, a moderate to high yield can be achieved, and the method is simple and easy and convenient to implement.

Containing substituted 1, 3, 4-thiadiazole sulfide pyrazole amide and pyrazole imine derivatives and preparation method and application

The invention discloses pyrazole amide and pyrazole imine derivatives containing substituted 1, 3, 4-thiadiazole thioether as well as a preparation method and an application of the derivatives. The compounds have the structures as shown in formulae (I) and (II). The preparation method comprises the following steps: by taking substituted hydrazine as an initial raw material, carrying out closed loop, chlorine formylation, oxidation and chloro reaction to obtain pyrazole acyl chloride; carrying out a reaction on 2-amino-5-mercapto-1, 3, 4-thiadiazole and substituted benzyl chloride to obtain 2-amino-5-substituted 1, 3, 4-thiadiazole thioether; and then, carrying out a substitution reaction on 2-amino-5-substituted 1, 3, 4-thiadiazole thioether and substituted pyrazole acyl chloride to obtain the pyrazole amide compound (I) containing substituted 1, 3, 4-thiadiazole thioether; by taking substituted hydrazine as an initial raw material, carrying out closed loop and chlorine formylation to obtain pyrazole aldehyde; carrying out an additive elimination reaction on pyrazole aldehyde and 2-amino-5-mercapto-1, 3, 4-thiadiazole under a backflow condition of anhydrous ethanol to obtain 2-substituted pyrazole imidogen-5-mercapto-1, 3, 4-thiadiazole; and then carrying out a reaction on 2-substituted pyrazole imidogen-5-mercapto-1, 3, 4-thiadiazole and substituted benzyl chloride to generate the pyrazole imine compound (II) containing substituted 1, 3, 4-thiadiazole thioether. The compounds disclosed by the invention have a good inhibiting effect on tobacco mosaic virus and can be used for preparing anti-plant virus drugs.

Synthesis and biological activities of novel 1,2,4-triazole thiones and bis(1,2,4-triazole thiones) containing phenylpyrazole and piperazine moieties

A series of novel 1,2,4-triazole thione and bis(1,2,4-triazole thione) derivatives containing phenylpyrazole and substituted piperazine moieties have been conveniently synthesized via Mannich reaction using various 1,2,4-triazole thiols, substituted piperazines, and formaldehyde at room temperature in short time. Their structures were confirmed by IR, 1H NMR, 13C NMR and elemental analysis. The preliminary bioassays for 27 new title compounds have shown that some of them possess certain herbicidal activities against Echinochloa crusgalli at 100 μg/mL concentration. Some of the compounds exhibited significant in vitro fungicidal activities, especially against Cercospora arachidicola and Rhizoctonia cerealis at the concentration of 50 μg/mL, and were comparable with that of control Triadimefon. Meanwhile, IXp held the control efficacy of 60% against Puccinia sorghi Schw. at 200 μg/mL concentration in the in vivo test. The SAR analysis has indicated that compounds with two CF3 groups both on triazole and pyrazole rings are more effective than compounds with one CF3 group or two CH3 groups according to their fungicidal activity data. On the whole, compounds VIIIg, IXi, IXo and IXp could be used as novel lead structures for the design and discovery of new fungicides.