55432-14-9

Basic information

• Product Name: 3-[3-(4-CHLORO-PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-ACRYLIC ACID
• Synonyms: (2E)-3-[3-(4-Chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]acrylic acid; 2-propenoic acid, 3-[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-4-yl]-, (2E)-; 3-[3-(4-Chloro-phenyl)-1-phenyl-1H-pyrazol-4-yl]-acrylic acid
• CAS NO: 55432-14-9
• Molecular Formula: C₁₈H₁₃ClN₂O₂
• Molecular Weight: 324.76
• Mol File: 55432-14-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 538.9°C at 760 mmHg
• Flash Point: 279.7°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 1.91E-12mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 3-[3-(4-CHLORO-PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-ACRYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[3-(4-CHLORO-PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-ACRYLIC ACID(55432-14-9)
• EPA Substance Registry System: 3-[3-(4-CHLORO-PHENYL)-1-PHENYL-1H-PYRAZOL-4-YL]-ACRYLIC ACID(55432-14-9)

Safety Data

• Hazardous Substances Data: 55432-14-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C18H13ClN2O2/c19-15-9-6-13(7-10-15)18-14(8-11-17(22)23)12-21(20-18)16-4-2-1-3-5-16/h1-12H,(H,22,23)/b11-8+

Upstream product

• 108446-67-9 2-[3-(4-Chloro-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-malonic acid 
• 141-82-2 malonic acid 
• 36663-00-0 1-phenyl-3-(4-chlorophenyl)-4-pyrazolecarboxaldehyde 
• 108446-85-1 2-[3-(4-Chloro-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-malonic acid diethyl ester 
• 57845-08-6 p-chloroacetophenone phenylhydrazone 
• 100-63-0 phenylhydrazine 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 108446-79-3 β-[3-(p-Chlorophenyl)-1-phenylpyrazol-4-yl]propionic acid 
• 519137-54-3 3-[3-(4-chloro-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propionyl chloride 

Relevant articles and documents

Unveiling novel diphenyl-1H-pyrazole based acrylates tethered to 1,2,3-triazole as promising apoptosis inducing cytotoxic and anti-inflammatory agents

Meagre and suboptimal therapeutic response along with the side effect profile associated with the existing anticancer therapy have necessitated the development of new therapeutic modalities to curb this disease. Bearing in mind the current scenario, a series of 1,2,3-triazole linked 3-(1,3-diphenyl-1H-pyrazol-4-yl)acrylates was synthesized following a multi-step reaction scheme. Initial screening for anticancer potential was done by in vitro sulforhodamine B assay against four human cancer cell lines- MCF-7 (breast), A549 (Lung) and HCT-116 and HT-29 (Colon). On evaluation, several compounds showed promising growth inhibition against all the cell lines, particularly compounds 6e, 6f and 6n. Among them, compound 6f displayed IC50 values of 1.962, 3.597, 1.764 and 4.496 μM against A549, HCT-116, MCF-7 and HT-29 cell lines respectively. Furthermore, the apoptosis inducing potential of the compounds was determined by Hoechst staining and DNA fragmentation assay. Colony formation inhibition assay was also carried out to determine the long term cytotoxic potential of the molecules. Moreover, compounds 6e, 6f and 6n were also evaluated for anti-inflammatory activity by protein albumin denaturation assay and red blood cell membrane stabilizing assay.

Functionally substituted 3-heterylpyrazoles: XI. 3-[3-Aryl(heteryl)pyrazol-4-yl]propenoic and propanoic acids

3-Aryl(heteryl)-4-formylpyrazoles by condensation with malonic acid furnish 3-[3-aryl(heteryl)-pyrazol-4-yl]propenoic acids that in the presence of Raney nickel are reduced by hydrazine hydrate to 3-[3-aryl(heteryl)pyrazol-4-yl]propanoic acids. The succes