4027-54-7

Usage

Uses

Used in Pharmaceutical Industry:
5-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE is used as a building block for the synthesis of various pharmaceuticals due to its unique structure and biological activities, contributing to the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical sector, 5-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE serves as a key component in the synthesis of agrochemicals, helping to create effective compounds for crop protection and enhancement of agricultural productivity.
Used in Research and Development:
5-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE is utilized as a reagent in research and development laboratories for conducting chemical reactions and studies. Its unique structure and diverse range of applications make it a valuable tool for exploring new chemical pathways and understanding molecular interactions.
Used in Antioxidant Applications:
As a bioactive molecule with antioxidant properties, 5-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE is employed to counteract oxidative stress and protect cells from damage, which can be beneficial in the development of treatments for various diseases and conditions associated with oxidative stress.
Used in Anti-inflammatory and Anti-cancer Applications:
5-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE is used for its anti-inflammatory and anti-cancer properties, making it a potential candidate for the development of therapeutic agents targeting inflammation-related disorders and cancer treatment.

InChI:InChI=1/C10H7F3N2/c11-10(12,13)9-6-8(14-15-9)7-4-2-1-3-5-7/h1-6H,(H,14,15)

Upstream product

• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 145574-05-6 Trifluoroacetyltriphenylsilane 2,4,6-triisopropylbenzenesulfonylhydrazone 
• 536-74-3 phenylacetylene 
• 720-94-5 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione 
• 6294-89-9 hydrazinecarboxylic acid methyl ester 
• 3335-44-2 2-oxo-6-phenyl-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile 
• 219986-58-0 5-hydroxy-3-phenyl-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamide 
• 172032-06-3 1,1,1,2,2-pentafluoro-4-iodo-4-phenyl-3-butene 
• 98-86-2 acetophenone 
• 373-88-6 2,2,2-trifluroethylamine hydrochloride 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 

Downstream Products

• 198348-90-2 1-nitro-3-phenyl-5-trifluoromethylpyrazole 
• 230295-07-5 4-bromo-3-trifluoromethyl-5-phenylpyrazole 
• 95274-87-6 bis(cycloocta-1,5-diene)bis(μ-3-(trifluoromethyl)-5-phenylpyrazolyl)diiridium(I) 
• 854763-48-7 [tris(3-trifluoromethyl-5-phenylpyrazolate)tricopper(I)] 
• 937255-70-4 ([3-(CF₃),5-(Ph)Pz]Ag)3 
• 5071-61-4 5-phenyl-1H-pyrazole-3-carboxylic acid 

Relevant academic research and scientific papers

Determination of hydrazine in pharmaceuticals. IV: Hydrazine and benzylhydrazine in isocarboxazid

A GC procedure for the simultaneous determination of hydrazine and benzylhydrazine in isocarboxazid raw material and tablet formulations has been developed. The method is based on the reaction of benzoyltrifluoroacetone with hydrazine and benzylhydrazine

A novel approach to β-trifluoromethyl enaminones

β-Trifluoromethyl enaminones 1 were prepared in good yields from the reaction of trifluoropropynyl lithium with N-methoxy-N-methylbenzamide, followed by quenching with H2O in the presence of a variety of amines. The use of hydrazine or benzamid

Hydroxy- and alkoxymethylation of polyfluoroalkyl pyrazoles

A synthetic route to 1-hydroxy- and 1-alkoxymethyl-3-polyfluoroalkylpyrazoles via regioselective N-hydroxy- and alkoxymethylation of N-unsubstituted pyrazoles with paraformaldehyde has been proposed. The alkoxyalkylation of polyfluoroalkylpyrazoles procee

Intramolecular Appel Reaction of Trifluoromethylated β-Keto Diazos Enabling Assembly of Trifluoromethylpyrazoles

A method for the generation of trifluoromethylated β-keto diazos and their applications in intramolecular Appel type reactions are reported. The key success of this reaction is a diazo species as an N-nucleophile in Appel reactions. This reaction is conducted under mild conditions and has a broad substrate scope, affording trifluoromethylpyrazoles in ≤94% yields. This protocol represents a new type of Appel reaction and also a new reaction mode of fluoro diazoalkanes.

Stereoselective Direct N-Trifluoropropenylation of Heterocycles with a Hypervalent Iodonium Reagent

The availability and synthesis of fluorinated enamine derivatives such as N-(3,3,3-trifluoropropenyl)heterocycles are challenging, especially through direct functionalization of the heterocyclic scaffold. Herein, a stereoselective N-trifluoropropenylation method based on the use of a bench-stable trifluoropropenyl iodonium salt is described. This reagent enables the straightforward trifluoropropenylation of various N-heterocycles under mild reaction conditions, providing trifluoromethyl enamine type moieties with high stereoselectivity and efficiency.

Fragmenlt Recombination Design, Synthesis, and Safener Activity of Novel Ester-Substituted Pyrazole Derivatives

Fenoxaprop-p-ethyl (FE), a type of acetyl-CoA carboxylase (ACCase) inhibitor, has been extensively applied to a variety of crop plants. It can cause damage to wheat (Triticum aestivum) even resulting in the death of the crop. On the prerequisite of not reducing herbicidal efficiency on target weed species, herbicide safeners selectively protect crops from herbicide injury. Based on fragment splicing, a series of novel substituted pyrazole derivatives was designed to ultimately address the phytotoxicity to wheat caused by FE. The title compounds were synthesized in a one-pot way and characterized via infrared spectroscopy, 1H nuclear magnetic resonance, 13C nuclear magnetic resonance, and high-resolution mass spectrometry. The bioactivity assay proved that the FE phytotoxicity to wheat could be reduced by most of the title compounds. The molecular docking model indicated that compound IV-21 prevented fenoxaprop acid (FA) from reaching or acting with ACCase. The absorption, distribution, metabolism, excretion, and toxicity predictions demonstrated that compound IV-21 exhibited superior pharmacokinetic properties to the commercialized safener mefenpyr-diethyl. The current work revealed that a series of newly substituted pyrazole derivatives presented strong herbicide safener activity in wheat. This may serve as a potential candidate structure to contribute to the further protection of wheat from herbicide injury.

Pyrazole derivative compound, and preparation method and application thereof

The invention belongs to the technical field of medicine synthesis, and particularly relates to a pyrazole derivative compound, and a preparation method and an application thereof. The polysubstitutedpyrazole compound disclosed by the invention has a structure represented by a formula (I), wherein R1, R2 and R3 in the formula are respectively defined in the specification. The invention also relates to an agricultural composition containing the compound or the pharmaceutically acceptable salt thereof. The prepared compound has good safener activity, can well relieve the toxicity of herbicidesto crops after being used, and is beneficial to the growth of crops. Compared with similar compounds, the compound provided by the invention shows good detoxification effect and safety.

Cycloaddition of Trifluoroacetaldehyde N-Triftosylhydrazone (TFHZ-Tfs) with Alkynes for Synthesizing 3-Trifluoromethylpyrazoles

A transition-metal-free [3 + 2] cycloaddition between trifluoroacetaldehyde N-triftosylhydrazone (TFHZ-Tfs) and alkynes is reported. This protocol provides an operationally simple and general method for the synthesis of diverse 3-trifluoromethylpyrazoles in good to excellent yields with broad substrate scope, including aryl, heteroaryl, and alkyl terminal alkynes, and electron-deficient internal alkynes. The synthetic potential of this method was further demonstrated by the synthesis of an antiarthritic drug Celecoxib in multigram scale.

Regioselective Synthesis of 3-Trifluoromethylpyrazole by Coupling of Aldehydes, Sulfonyl Hydrazides, and 2-Bromo-3,3,3-trifluoropropene

A general and practical strategy for 3-trifluoromethylpyrazole synthesis is reported that occurs by the three-component coupling of environmentally friendly and large-tonnage industrial feedstock 2-bromo-3,3,3-trifluoropropene (BTP), aldehydes, and sulfonyl hydrazides. This highly regioselective three-component reaction is metal-free, catalyst-free, and operationally simple and features mild conditions, a broad substrate scope, high yields, and valuable functional group tolerance. Remarkably, the reactions could be performed on a 100 mmol scale and smoothly afforded the key intermediates for the synthesis of celecoxib, mavacoxib, SC-560, and AS-136A. Preliminary mechanism studies indicated that a 1,3-hydrogen atom transfer process was involved in this transformation.

Trifluoromethyl pyrazole derivative and applications thereof

The invention discloses a trifluoromethyl pyrazole derivative and applications thereof. The trifluoromethyl pyrazole derivative is obtained by utilizing intermolecular trifluorodiazoethane-alkyne cycloaddition reaction catalyzed by Lewis base, can be used