26974-15-2

Basic information

• Product Name: 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE
• Synonyms: 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE;5-(P-TOLYL)-3-(TRIFLUOROMETHYL)PYRAZOLE;5-P-Tolyl-3-(trifluoromethyl)-1H-pyrazole
• CAS NO: 26974-15-2
• Molecular Formula: C₁₁H₉F₃N₂
• Molecular Weight: 226.2
• Mol File: 26974-15-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 344.2 °C at 760 mmHg
• Flash Point: 162 °C
• Appearance: /
• Density: 1.284 g/cm³
• Vapor Pressure: 0.000133mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE(26974-15-2)
• EPA Substance Registry System: 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE(26974-15-2)

Safety Data

• Hazardous Substances Data: 26974-15-2(Hazardous Substances Data)

Usage

General Description

3-(Trifluoromethyl)-5-p-tolyl-1H-pyrazole is a chemical compound with the formula C11H9F3N2. It is a pyrazole derivative that contains a trifluoromethyl substituent at the 3-position and a p-tolyl group at the 5-position. 3-(TRIFLUOROMETHYL)-5-P-TOLYL-1H-PYRAZOLE is used in pharmaceutical research and drug development, particularly in the synthesis and discovery of new bioactive compounds. The trifluoromethyl group is known to enhance the biological activity of molecules, making this compound potentially useful in the creation of new drugs with improved therapeutic properties. Additionally, the p-tolyl group provides the compound with useful structural and chemical features for further modification and optimization in drug design.

InChI:InChI=1/C11H9F3N2/c1-7-2-4-8(5-3-7)9-6-10(16-15-9)11(12,13)14/h2-6H,1H3,(H,15,16)

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Downstream Products

• 169590-42-5 4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide 
• 853793-24-5 N,N-dibenzyl-4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide 
• 1290697-33-4 5-(p-tolyl)-1H-pyrazole-3-carbonitrile 
• 515845-18-8 1-phenyl-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole 

Relevant articles and documents

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.

Synthetic method of celecoxib

The invention provides a synthetic route and a preparation method of celecoxib. According to the method, hydrazine hydrate which is low in price and easy to obtain is used as a raw material in the first-step reaction, green and environment-friendly water is used as a solvent, the synthesis yield is high, and aftertreatment is easy and convenient, in the second-step reaction, a compound shown as the formula IV is prepared through aromatic nucleophilic substitution reaction (SNAr), so that the use of a heavy metal catalyst is avoided, the selectivity is high, the generation of byproducts of position isomerism is reduced, and the yield is relatively high. The method has the advantages of simple operation, convenient separation and purification of each step, high yield and good product quality, and can be used for large-scale industrial preparation of the celecoxib.

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.