2574-33-6

Usage

Uses

Used in Pharmaceutical Development:
5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole is used as a research compound for the development of treatments targeting cannabinoid receptor CB1. Its role as a selective antagonist makes it valuable in exploring the therapeutic potential of modulating the endocannabinoid system.
Used in Anti-obesity Treatments:
Originally developed as an anti-obesity drug, 5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole was utilized for its potential to reduce body weight and improve metabolic parameters. Despite its withdrawal, it remains a subject of study for understanding the role of CB1 receptors in weight management.
Used in Addiction Treatment:
5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole is used as a potential therapeutic agent for nicotine addiction and other substance use disorders. Its mechanism of action as a CB1 antagonist may contribute to reducing cravings and withdrawal symptoms associated with addiction.
Used in Oncology Research:
In the field of oncology, 5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole is used as a subject of investigation for its potential antitumor properties. Studies aim to understand how it may interact with cancer cells and contribute to cancer treatment strategies.
Used in Inflammation Management:
5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole is also used in research exploring its anti-inflammatory properties. 5-(4-methoxyphenyl)-1,3-diphenyl-4,5-dihydro-1H-pyrazole's effects on the endocannabinoid system could potentially lead to new treatments for inflammatory conditions.

Upstream product

• 100-63-0 phenylhydrazine 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 2684-02-8 benzenediazonium 
• 98-86-2 acetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 22252-15-9 trans-4-methoxychalcone 
• 59-88-1 phenylhydrazine hydrochloride 
• 10325-67-4 2,3-dibromo-3-(4-methoxy-phenyl)-1-phenyl-propan-1-one 
• 96-09-3 styrene oxide 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 95796-89-7 C₂₃H₂₀ClN₃O₄S 
• 27301-46-8 5-(4-Methoxy-phenyl)-1,3-diphenyl-1H-pyrazole 
• 289725-89-9 1,3-diphenyl-4-ethyl-5-(4'-methoxyphenyl)-1H-pyrazole 
• 1207173-28-1 1-(4'-thiocyanophenyl)-3-phenyl-5-(4'-methoxyphenyl)-pyrazoline 
• 95796-99-9 4-[5-(4-Methoxy-phenyl)-3-phenyl-4,5-dihydro-pyrazol-1-yl]-benzamide 

Relevant academic research and scientific papers

Homologous 1,3,5-triarylpyrazolines: Synthesis, CH...π interactions guided self-assembly and effect of alkyloxy chain length on DNA binding properties

A series of new 2-pyrazoline derivatives (1c-12c) bearing one to twelve carbon homologous alkyloxy side chains have been synthesized in good to excellent yields via intramolecular cyclization reaction on treatment of chalcone intermediates (1a-12a) with p

Spectroscopic studies of aryl substituted 1-phenyl-2-pyrazolines: Steric and electronic substitution effects

A series of aryl substituted 1-phenyl-2-pyrazolines containing electron-donating and electron-withdrawing substituents on different positions of the C3– or C5-aryl groups were synthesized and their steric and electronic effects on ch

Ultrasound assisted synthesis of 1,5-diaryl and 1,3,5-triaryl-2-pyrazolines by using KOH/EtOH system with Cu(I) catalyst

1,5-Diaryl-2-pyrazolines and 1,3,5-triaryl-2-pyrazolines were synthesized in alcoholic potassium hydroxide in high yields within 1-6 min under ultrasound irradiation at room temperature.

13C NMR spectroscopy of heterocycles: 1-phenyl-3-aryl/t-butyl-5-arylpyrazoles

A series of chalcones 1-12 were converted to pyrazolines (1Pi-12Pi) by reaction with phenylhydrazine followed by DDQ oxidation to produce the corresponding pyrazoles (1Pz-12Pz). Three 1-phenyl-3-t-butyl-5-arylpyrazoles (13Pz-15Pz) were synthesized using an analogous approach. Molecular modeling studies predicted the 5-aryl group of the pyrazoles for both series to have a torsion angle of 52°-54° whereas the 1-phenyl group was predicted to have 35°-37° torsion angles. The 3-aryl group was predicted to be essentially coplanar (-3°) with the pyrazole system in the first series. 13C NMR data for both series, 1Pz-12Pz and 13Pz-15Pz, were collected in DMSO-d6 at 50°C. A plot of the C4 chemical shifts for 1Pz-12Pz versus Hammet constants for 5-aryl substituents yielded a very good linear correlation (R2=0.96) with a slope of 1.5. The chemical shift data for C4 showed little or no dependence on 3-aryl substituents. The result for 13Pz-15Pz, despite only three points, was consistent with the first series results and yielded a ρ value of 2.0. Distal transmission of substituent effects (5-aryl groups) to C4 of the pyrazole system was reduced by roughly 50-60% of that of the analogous planar isoxazole system, but are not consistent with results for the similarly twisted 4-bromoisoxazoles.

Synthesis and anticancer activity of 1,3,5-triaryl-1H-pyrazole

Previous studies demonstrated that some pyrazole derivatives could be considered as potential anticancer agents. A series of 1,3,5-triaryl-1H-pyrazole derivatives were prepared by the reaction of phenylhydrazin and different chalcones. The previous classi

SAR studies of differently functionalized chalcones based hydrazones and their cyclized derivatives as inhibitors of mammalian cathepsin B and cathepsin H

Cathepsins have emerged as potential drug targets for melanoma therapy and engrossed attention of researchers for development and evaluation of cysteine cathepsin inhibitors as cancer therapeutics. In this direction, we have designed, synthesized, and ass

Nanocasting, Template Synthesis, and Structural Studies on Cesium Salt of Phosphotungstic Acid for the Synthesis of Novel 1,3,5-Triaryl-pyrazoline Derivatives

The elimination of the silica matrix of composites by HF occurred by a two-step reaction deposition of a Cs2.5H0.5PW12O40 (CsHPW) salt nanocrystal. We used 2D hexagonal SBA-15 silica as a template for the nanofabrication of CsHPW nanoparticles. Nanocast CsHPW materials are stable against leaching and colloidization in polar solvents. The catalytic performance of the nanocast CsHPW materials exceeded that of bulk Cs2.5H0.5PW12O40, which is the most active among the acidic HPW salts. A series of novel 1,3,5-triaryl-pyrazoline derivatives were synthesized by the reaction between chalcone and phenylhydrazine in high yield in the presence of CsHPW salt nanocrystals.

A convenient and efficient protocol for the synthesis of 1,3,5-triaryl-2-pyrazolines in acetic acid under ultrasound irradiation

1,3,5-Triaryl-2-pyrazolines were synthesized in acetic acid in high yields within 60-180 min under ultrasound irradiation at room temperature.

Nanocasting, template synthesis, and structural studies on cesium salt of phosphotungstic acid for the synthesis of novel 1,3,5-triaryl-pyrazoline derivatives

The elimination of the silica matrix of composites by HF occurred by a two-step reaction deposition of a Cs2.5H0.5PW 12O40 (CsHPW) salt nanocrystal. We used 2D hexagonal SBA-15 silica as a template for the nanof