33045-40-8

Basic information

• Product Name: 1,5-DIPHENYL-3-(4-METHOXYPHENYL)-1H-PYRAZOLE
• Synonyms: 1,5-DIPHENYL-3-(4-METHOXYPHENYL)-1H-PYRAZOLE
• CAS NO: 33045-40-8
• Molecular Formula: C₂₂H₁₈N₂O
• Molecular Weight: 326.39
• Product Categories: pharmacetical
• Mol File: 33045-40-8.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 507.5°Cat760mmHg
• Flash Point: 260.7°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 6.39E-10mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 1,5-DIPHENYL-3-(4-METHOXYPHENYL)-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIPHENYL-3-(4-METHOXYPHENYL)-1H-PYRAZOLE(33045-40-8)
• EPA Substance Registry System: 1,5-DIPHENYL-3-(4-METHOXYPHENYL)-1H-PYRAZOLE(33045-40-8)

Safety Data

• Hazardous Substances Data: 33045-40-8(Hazardous Substances Data)

Usage

Chemical class

Pyrazole class of organic compounds

Composition

Pyrazole ring with two phenyl groups at positions 1 and 5, and a 4-methoxyphenyl group at position 3

Potential applications

Medicine, agriculture, and materials science

Drug candidate

Treatment of neurological disorders and cancer

Pesticidal properties

Investigated for use as a crop protection agent

Molecular structure

Unique structure, promising for development of new materials and dyes

InChI:InChI=1/C22H18N2O/c1-25-20-14-12-17(13-15-20)21-16-22(18-8-4-2-5-9-18)24(23-21)19-10-6-3-7-11-19/h2-16H,1H3

Upstream product

• 64-19-7 acetic acid 
• 100-63-0 phenylhydrazine 
• 6327-79-3 1-(4-methoxyphenyl)-3-phenylpropane-1,3-dione 
• 100-42-5 styrene 
• 20433-10-7 5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole 
• 591-50-4 iodobenzene 
• 100-07-2 4-methoxy-benzoyl chloride 
• 16616-43-6 1-(4-methoxy-phenyl)-3-phenyl-propynone 
• 536-74-3 phenylacetylene 
• 98-88-4 benzoyl chloride 
• 768-60-5 4-methoxyphenylacetylen 
• 201230-82-2 carbon monoxide 
• 59-88-1 phenylhydrazine hydrochloride 
• 959-23-9 4'-methoxychalcone 

Downstream Products

• 289725-84-4 4-iodo-3-(4-methoxyphenyl)-1,5-diphenyl-1H-pyrazole 

Relevant articles and documents

Photooxidation of 3,5-diaryl-1-phenyl-2-pyrazolines: Experimental and computational studies

Photooxidation of various 2-pyrazolines is studied experimentally and computationally. Experimental results show that the electron-donating/withdrawing substituents increases/decreases the rate of this photoreaction. The proposed light-induced electron-tr

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization

Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.

A Regioselective Approach to Trisubstituted Pyrazoles via Palladium-Catalyzed Oxidative Sonogashira-Carbonylation of Arylhydrazines

A palladium-catalyzed oxidative carbonylation of arylhydrazines and alkynes with balloon pressure CO/O2 to afford trisubstituted pyrazoles in a one-pot manner has been developed. The formation of trisubstituted pyrazoles involves a sequential C-N bond cleavage, carbonylation, Sonogashira coupling, Michael addition, and intramolecular condensation cyclization tandem process. An unprecedented oxidative Sonogashira-carbonylation reaction of arylhydrazine plays a key role for such a facile approach to pyrazoles.