362601-71-6

Basic information

• Product Name: 3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole
• Synonyms: 3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole;4-(1H-Pyrazol-3-yl)benzotrifluoride;3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole97%
• CAS NO: 362601-71-6
• Molecular Formula: C₁₀H₇F₃N₂
• Molecular Weight: 212.1711896
• Mol File: 362601-71-6.mol

Chemical Properties

• Boiling Point: 316.8°C at 760 mmHg
• Flash Point: 145.4°C
• Appearance: /
• Density: 1.327
• Vapor Pressure: 0.000746mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole(362601-71-6)
• EPA Substance Registry System: 3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole(362601-71-6)

Safety Data

• Hazardous Substances Data: 362601-71-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole is used as a pharmaceutical compound for its anti-inflammatory, analgesic, and potential antitumor effects. It is being studied for its ability to modulate various biological pathways and processes, which could lead to the development of new drugs for treating inflammation, pain, and cancer.
Used in Agrochemical Industry:
3-[4-(Trifluoromethyl)phenyl]-1H-pyrazole is used as a potential pesticide or herbicide in agrochemicals. Its biological activity makes it a candidate for controlling pests and unwanted plant growth, which could contribute to more effective and targeted agricultural practices.

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

Upstream product

• 705-31-7 4-trifluoromethylphenylacetylene 
• 73789-56-7 N-isocyaniminotriphenylphosphorane 
• 95123-61-8 4-(trifluoromethyl)cinnamaldehyde 
• 173546-21-9 3-(4-trifluoromethylphenyl)prop-2-yn-1-ol 
• 2458-26-6 3-phenylpyrazole 
• 2926-30-9 sodium triflate 
• 455-13-0 4-Iodobenzotrifluoride 
• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 1019029-51-6 3-oxo-3-[4-(trifluoromethyl)phenyl]propanal 

Downstream Products

• 1415913-67-5 6-(trifluoromethyl)-3,4-diphenylpyrazolo[5,1-a]isoquinoline 
• 1037827-01-2 N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(3-(4-(trifluoromethyl)phenyl)-1H-pyrazol-1-yl)nicotinamide 
• 474707-86-3 3-(4-trifluoromethylphenyl)-1-trityl-1H-pyrazole 

Relevant articles and documents

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Molybdenum-silver co-catalyzed cycloaddition of alkynes with: N -isocyanoiminotriphenylphosphorane (NIITP): An efficient strategy for the synthesis of monosubstituted pyrazoles

A new molybdenum-silver co-catalyzed [3+2] cycloaddition of alkynes with N-isocyanoiminotriphenylphosphorane (NIITP) has been described. The NIITP serves as a non-toxic, facile "CNN" source. Over 30 substrates were successfully converted to the desired compounds in good to excellent yields.

Silver-Mediated [3 + 2] Cycloaddition of Alkynes and N-Isocyanoiminotriphenylphosphorane: Access to Monosubstituted Pyrazoles

A silver-mediated [3 + 2] cycloaddition of "CNN" and "C≡C" for constructing pyrazoles has been described. The "CNN" building block used is N-isocyanoiminotriphenylphosphorane, which is a stable, safe, easy-to-handle, and odorless solid isocyanide. The reaction is characterized by its mild conditions, broad substrate scope, and excellent functional group tolerance.

Preparation method of pyrazole derivative (by machine translation)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)

Visible-Light-Induced Trifluoromethylation of Highly Functionalized Arenes and Heteroarenes in Continuous Flow

We report a continuous-flow protocol for the trifluoromethylation of arenes, heteroarenes, and benzofused heterocycles. This photoredox methodology relies on the use of solid sodium trifluoromethanesulfinate (CF 3 SO 2 Na) as the trifluoromethylating agent and the iridium complex [Ir{dF(CF 3)ppy} 2 ](dtbpy)]PF 6 as the photoredox catalyst. A diverse set of highly functionalized heterocycles proved compatible with the methodology, and moderate to good yields were obtained within 30 minutes of residence time.

Consecutive three-component synthesis of 3-(hetero)aryl-1H-pyrazoles with propynal diethylacetal as a three-carbon building block

A novel consecutive three-component synthesis of 3-(hetero)aryl-1H- pyrazoles via room temperature Sonogashira arylation of propynal diethylacetal used as a propargyl aldehyde synthetic equivalent has been disclosed. The final acetal cleavage-cyclocondensation with hydrazine hydrochloride at 80 °C rapidly furnishes the title compounds in a one-pot fashion.

P2-P3 conformationally constrained ketoamide-based inhibitors of cathepsin K

An orally bioavailable series of ketoamide-based cathepsin K inhibitors with good pharmacokinetic properties has been identified. Starting from a potent inhibitor endowed with poor drug properties, conformational constraint of the P2-P3 linker and modifications to P1′ elements led to an enhancement in potency, solubility, clearance, and bioavailability. These optimized inhibitors attenuated bone resorption in a rat TPTX hypocalcemic bone resorption model.

NITROGENOUS FUSED?RING COMPOUND HAVING PYRAZOLYL GROUP AS SUBSTITUENT AND MEDICINAL COMPOSITION THEREOF

The present invention provides a compound having an excellent inhibitory action on activation of STAT6 and a pharmaceutical composition thereof. Inparticular, it provides a compound represented by the following formula (I), a salt thereof or a hydrate of them. In the formula, X represents a nitrogen-containing condensed aromatic heterocyclic group such as imidazo[1,2-a]pyridine, benzimidazole, quinazoline, quinoline, or 2,1-benzisoxazole and has (R4)n as substituent groups; Y represents a C3-8 cycloalkyl group, C4-8 cycloalkenyl group, 5- to 14-membered non-aromatic heterocyclic group, C6-14 aromatic hydrocarbon cyclic group or 5- to 14-membered aromatic heterocyclic group; n in (R4)n is 0, 1, 2 or 3, and Z groups independently represent (1) hydrogen atom, (2) amino group, (3) halogen atom, (4) hydroxyl group, (5) nitro group, (6) cyano group, (7) azido group, (8) formyl group, (9) hydroxyamino group, (10) sulfamoyl group, (11) guanodino group, (12) oxo group, (13) C2-6 alkenyl group, (14) C1-6 alkoxy group, (15) C1-6 alkylhydroxyamino group, (16) halogenated C1-6 alkyl group, (17) halogenated C2-6 alkenyl group, (18) (i) C3-7cycloalkyl group, (ii) C3-7cycloalkenyl group, (iii) 5- to 14-membered non-aromatic heterocyclic group, each of which may have one or more substituent groups Q, or (19) formula -M1-M2-M3, R1 represents (1) hydrogen atom, (2) halogen atom, (3) hydroxyl group, (4) nitro group, (5) cyano group, (6) halogenated C1-6 alkyl group, (7) C2-6 alkyl group substituted with a hydroxyl or cyano group, (8) C2-6 alkenyl group, or (9) formula -L1-L2-L3, and R2 represents a hydrogen atom or a protecting group; and R3 represents a hydrogen atom, halogen atom, cyano group, amino group, C1-4 alkyl group or halogenated C1-4 alkyl group.