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)

Upstream product

• 766-97-2 4-n-methylphenylacetylene 
• 104-87-0 4-methyl-benzaldehyde 
• 96107-01-6 (E)-1,1,1,-trifluoro-4-(p-tolyl)but-3-en-2-one 
• 753-90-2 trifluoroethylamine 
• 122-00-9 para-methylacetophenone 
• 720-94-5 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 53764-99-1 4,4,4-trifluoro-1-(3-methylbenzene)butane-1,3-dione 
• 701-34-8 4-bromo-benzenesulfonic acid amide 
• 4392-54-5 4-aminosulfonylphenylhydrazine 

Downstream Products

• 515845-18-8 1-phenyl-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole 
• 1290697-33-4 5-(p-tolyl)-1H-pyrazole-3-carbonitrile 
• 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 

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.

One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis

An effective one-pot synthesis of either indoles or pyrazoles can be achieved via Pd-catalyzed aminations followed by subsequent cyclizations facilitated by aqueous micellar catalysis. This new technology includes efficient couplings with low loadings of palladium, a more stable source of the required hydrazine moiety, greater atom economy for the initial coupling, and reduced reaction temperatures, all leading to environmentally responsible processes.

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.