1027617-86-2

Basic information

• Product Name: 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE
• Synonyms: VITAS-BB TBB000639;5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE;AKOS B007431;AKOS PAO-1203;ART-CHEM-BB B007431;5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazole(SALTDATA: FREE);3-cyclopropyl-5-(trifluoromethyl)-1H-Pyrazole
• CAS NO: 1027617-86-2
• Molecular Formula: C₇H₇F₃N₂
• Molecular Weight: 176.14
• Mol File: 1027617-86-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 235.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.438±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.12±0.10(Predicted)
• CAS DataBase Reference: 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE(1027617-86-2)
• EPA Substance Registry System: 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE(1027617-86-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1027617-86-2(Hazardous Substances Data)

Usage

General Description

5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE is a chemical compound with the molecular formula C6H6F3N3. It is a pyrazole derivative that contains a cyclopropyl and trifluoromethyl group. 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals due to its potential biological activities. It has been found to exhibit insecticidal and antimicrobial properties, making it a valuable compound for the development of new drugs and pesticides. In addition, this compound is also used as a ligand in organometallic chemistry for the preparation of coordination complexes and catalysts. Overall, 5-CYCLOPROPYL-3-TRIFLUOROMETHYL-1H-PYRAZOLE is a versatile and important chemical with various applications in the fields of medicine, agriculture, and chemistry.

Upstream product

• 765-43-5 Cyclopropyl methyl ketone 
• 30923-69-4 1‐cyclopropyl‐4,4,4‐trifluorobutane‐1,3‐dione 

Downstream Products

• 1057659-72-9 4-bromo-5-cyclopropyl-3-trifluoromethylpyrazole 
• 1318763-41-5 5-cyclopropyl-1-(2-fluoro-4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazole 
• 1288340-45-3 5-cyclopropyI-1-(2,6-difluoro-4-nitrophenyl)-3-(trifluoromethyl)-1H-pyrazoIe 
• 1288342-17-5 N-{4-[4-chloro-5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3-fluorophenyl}-4-methylpyrimidine-5-carboxamide 
• 1288342-18-6 N-{4-[4-chloro-5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-3-oxobutanamide 
• 1288342-19-7 N-{4-[4-chloro-5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-2-[(dimethylamino)methylene]-3-oxobutanamide 
• 1288342-30-2 N-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3,5-difluorophenyl}-4-methylpyrimidine-5-carboxamide 
• 1288342-31-3 N-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3,5-difluorophenyl}-3-oxobutanamide 
• 1288342-32-4 N-{4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3,5-difluorophenyl}-2-[(dimethylamino)methylene]-3-oxobutanamide 
• 1288340-55-5 4-(4-chloro-5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-3-fluoroaniline 
• 1288340-56-6 4-(5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-3,5-difluoroaniline 
• 1092464-44-2 1-({4-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}methyl)-2-pyrrolidinone 

Relevant articles and documents

Discovery of GluN2A-Selective NMDA Receptor Positive Allosteric Modulators (PAMs): Tuning Deactivation Kinetics via Structure-Based Design

The N-methyl-d-aspartate receptor (NMDAR) is a Na+ and Ca2+ permeable ionotropic glutamate receptor that is activated by the coagonists glycine and glutamate. NMDARs are critical to synaptic signaling and plasticity, and their dysfunction has been implicated in a number of neurological disorders, including schizophrenia, depression, and Alzheimer's disease. Herein we describe the discovery of potent GluN2A-selective NMDAR positive allosteric modulators (PAMs) starting from a high-throughput screening hit. Using structure-based design, we sought to increase potency at the GluN2A subtype, while improving selectivity against related α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors (AMPARs). The structure-activity relationship of channel deactivation kinetics was studied using a combination of electrophysiology and protein crystallography. Effective incorporation of these strategies resulted in the discovery of GNE-0723 (46), a highly potent and brain penetrant GluN2A-selective NMDAR PAM suitable for in vivo characterization.

Synthesis of novel 1,4,5-trisubstituted 3-trifluoromethylpyrazoles via microwave-assisted Stille coupling reactions

1,5-Disubstituted 3-trifluoromethylpyrazoles were reacted with N-bromosuccinimide in DMF at room temperature or 70-80 °C for 1-2 h to afford the corresponding 4-bromo-substituted pyrazoles 2 in 95-99% yields. The microwave-assisted Stille coupling reactio