154258-82-9

Basic information

• Product Name: 3-(4-Fluorophenyl)-1H-pyrazole
• Synonyms: TIMTEC-BB SBB000139;3-(4-FLUORO-PHENYL)-1 H-PYRAZOLE;3-(4-FLUOROPHENYL)PYRAZOLE;5-(4-FLUOROPHENYL)-1H-PYRAZOLE;AKOS B028619;BUTTPARK 15\07-51;ART-CHEM-BB B028619;1H-Pyrazole,3-(4-fluorophenyl)-(9CI)
• CAS NO: 154258-82-9
• Molecular Formula: C₉H₇FN₂
• Molecular Weight: 162.16
• Product Categories: HALIDE;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
• Mol File: 154258-82-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 100-102°C
• Boiling Point: 334.1°Cat760mmHg
• Flash Point: 155.8°C
• Appearance: /
• Density: 1.242g/cm³
• Vapor Pressure: 0.000254mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.04±0.10(Predicted)
• CAS DataBase Reference: 3-(4-Fluorophenyl)-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Fluorophenyl)-1H-pyrazole(154258-82-9)
• EPA Substance Registry System: 3-(4-Fluorophenyl)-1H-pyrazole(154258-82-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 154258-82-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

3-(4-Fluorophenyl)-1H-pyrazole is used as pharmaceutical intermediates.

InChI:InChI=1/C9H7FN2/c10-8-3-1-7(2-4-8)9-5-6-11-12-9/h1-6H,(H,11,12)

Upstream product

• 1192-62-7 1-(2-furyl)-1-ethanone 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 75175-77-8 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 
• 1028092-46-7 5-(4-fluorophenyl)-1-(tetrahydropyran-2-yl)-1H-pyrazole 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 51791-26-5 3-(4-fluoro-phenyl)-propenal 
• 80151-28-6 3-(4-fluoro-phenyl)-prop-2-yn-1-ol 
• 352-34-1 4-fluoro-1-iodobenzene 
• 74929-22-9 1-(4-fluorophenyl)-3,3-diethoxyprop-1-yne 
• 73789-56-7 N-isocyaniminotriphenylphosphorane 

Downstream Products

• 863605-35-0 3-(4'-fluorophenyl)-1-methylpyrazole 
• 1286230-88-3 1-cyclopropyl-3-(4-fluorophenyl)-1H-pyrazole 
• 1587712-74-0 3-[3-(3-{4-fluorophenyl}-1H-1-pyrazolyl)propyl]-1H-indole 
• 1587712-75-1 5-fluoro-3-[3-(3-(4-fluorophenyl)-1-pyrazolyl)propyl]-1H-indole 
• 1196879-97-6 3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole 
• 1383377-50-1 3-fluoro-4-(3-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl)-picolinonitrile 
• 1286230-78-1 3-(4-fluorophenyl)-1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 474706-36-0 4-bromo-3-(4-fluorophenyl)-1H-pyrazole 

Relevant articles and documents

Synthesis of novel fluorophenylpyrazole-picolinamide derivatives and determination of their anticancer activity

A series of fluorophenylpyrazole-picolinamide derivatives were synthesized in high yields using a cross-coupling reaction catalyzed by in situ formed palladium-N-heterocyclic carbenes (Pd-NHCs). The synthesized novel derivatives were evaluated for in vitro anticancer activity against a panel of four human tumor cell lines, HeLa (cervical), A-549 (lung), MCF-7 (breast), and IMR-32 (neuroblastoma). Four compounds, 11c, 11e, 11j, and 11k, showed growth inhibition (low μM) comparable with the standard drug cisplatin, providing a preliminary structure–activity relationship for the series. The present procedure is operationally simple and works with a wide range of substrates and may thus be useful in further compound optimization.

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)

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.