6956-41-8

Basic information

• Product Name: (6Z)-6-(1,5-diphenylpyrazolidin-3-ylidene)cyclohexa-2,4-dien-1-one
• CAS NO: 6956-41-8
• Molecular Formula: C₂₁H₁₈N₂O
• Molecular Weight: 314.3804
• Mol File: 6956-41-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 485.1°C at 760 mmHg
• Flash Point: 247.2°C
• Density: 1.224g/cm³
• Vapor Pressure: 1.45E-09mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: (6Z)-6-(1,5-diphenylpyrazolidin-3-ylidene)cyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (6Z)-6-(1,5-diphenylpyrazolidin-3-ylidene)cyclohexa-2,4-dien-1-one(6956-41-8)
• EPA Substance Registry System: (6Z)-6-(1,5-diphenylpyrazolidin-3-ylidene)cyclohexa-2,4-dien-1-one(6956-41-8)

Safety Data

• Hazardous Substances Data: 6956-41-8(Hazardous Substances Data)

Usage

General Description

The chemical compound (6Z)-6-(1,5-diphenylpyrazolidin-3-ylidene)cyclohexa-2,4-dien-1-one, also known by its systematic IUPAC name, is a synthetic organic compound with a complex molecular structure. It is a member of the pyrazolidin-3-ylidene class of organic compounds and contains a cyclohexa-2,4-dien-1-one moiety. The compound has potential applications in the field of medicinal chemistry and drug development due to its diverse biological activities, including anti-inflammatory and analgesic properties. Its structural features make it an interesting candidate for further research and potential drug design. However, its precise biological and pharmacological properties and mechanisms of action are yet to be fully elucidated.

Upstream product

• 109365-86-8 1-(o-hydroxyphenyl)-3-phenylpropargylic alcohol 
• 100-63-0 phenylhydrazine 
• 644-78-0 2-hydroxychalcone 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-52-7 benzaldehyde 
• 118-93-4 o-hydroxyacetophenone 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 1214-47-7 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 39729-11-8 2'-hydroxychalcone dibromides 
• 100-42-5 styrene 
• 90-02-8 salicylaldehyde 

Downstream Products

• 19726-10-4 2-(1-phenyl-5-phenyl-1H-pyrazol-3-yl)phenol 
• 83548-79-2 4-bromo-3-(2'-hydroxyphenyl)-1,5-diphenylpyrazoline 

Relevant articles and documents

Microwave enhanced green synthesis of 2-pyrazolines, isoxazolines and cyclohexenones

Hydroxy chalcones undergo simple cyclizations with phenylhydrazine to afford 2-pyrazolines under microwave irradiation in the presence of glacial AcOH as cyclizing agent, also undergo simple cyclizations with hydroxylamine to afford 2-isoxazolines under m

Design, Synthesis, and Biological Evaluation of Pyrazoline-Based Hydroxamic Acid Derivatives as Aminopeptidase N (APN) Inhibitors

Aminopeptidase N (APN) has been recognized as a target for anticancer treatment due to its overexpression on diverse malignant tumor cells and association with cancer invasion, metastasis and angiogenesis. Herein we describe the synthesis, biological evaluation, and structure–activity relationship study of two new series of pyrazoline analogues as APN inhibitors. Among these compounds, 5-(2-(2-(hydroxyamino)-2-oxoethoxy)phenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carboxamide (compound 13 e) showed the best APN inhibition with an IC50 value of 0.16±0.02 μm, which is more than one order of magnitude lower than that of bestatin (IC50=9.4±0.5 μm). Moreover, compound 13 e was found to inhibit the proliferation of diverse carcinoma cells and to show potent anti-angiogenesis activity. At the same concentration, compound 13 e presents significantly higher anti-angiogenesis activity than bestatin in human umbilical vein endothelial cells (HUVECs) capillary tube formation assays. The putative binding mode of 13 e in the active site of APN is also discussed.

A novel methodology for synthesis of dihydropyrazole derivatives as potential anticancer agents

A novel, simple, and efficient method for the synthesis of 4,5-dihydropyrazole derivatives has been developed. The reaction proceeded through the base-induced isomerization of easily accessible propargyl alcohols followed by cyclization of α,β-unsaturated hydrazones. Furthermore, selected compounds 3ab and 3ac exhibited good activities against Bel-7404 (human hepatoma cancer), HepG2 (human liver cancer), NCI-H460 (human lung cancer) and SKOV3 (human ovarian cancer) cell lines with IC50 in the range of 22-46 μmol L-1.