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

Description

3-(4-Fluorophenyl)-1H-pyrazole is an organic compound characterized by its white to light yellow crystal powder appearance. It is a derivative of the pyrazole family, which is a five-membered heterocyclic ring containing two nitrogen atoms, with a fluorophenyl group attached at the 3-position. 3-(4-Fluorophenyl)-1H-pyrazole is known for its unique chemical properties and potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
3-(4-Fluorophenyl)-1H-pyrazole is used as a pharmaceutical intermediate for the development of various drugs. Its unique chemical structure allows it to serve as a building block in the synthesis of a wide range of pharmaceutical compounds, particularly those targeting specific biological receptors or enzymes. The compound's versatility and reactivity make it a valuable asset in the design and synthesis of novel therapeutic agents.
As a pharmaceutical intermediate, 3-(4-Fluorophenyl)-1H-pyrazole plays a crucial role in the development of new drugs with improved efficacy, safety, and selectivity. Its application in the pharmaceutical industry is driven by the need for innovative and effective treatments for various diseases and conditions, including cancer, neurological disorders, and infectious diseases.

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

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

Downstream Products

• 863605-35-0 3-(4'-fluorophenyl)-1-methylpyrazole 
• 1037826-77-9 N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-(3-(4-fluorophenyl)-1H-pyrazol-1-yl)nicotinamide 
• 2458-26-6 3-phenylpyrazole 
• 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 

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.

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.

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)