519137-40-7

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 
• 100-63-0 phenylhydrazine 
• 99-91-2 para-chloroacetophenone 
• 57845-08-6 p-chloroacetophenone phenylhydrazone 

Relevant academic research and scientific papers

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.

Synthesis of some 2-({(2E)-3-(1,3-substituted diphenyl-1H-pyrazol-4-yl) prop-2-enoyl} amino) benzoic acids as antiinflammatory agents

Vilsmeier-Haack reaction of substituted phenyl hydrazone derivatives (1a-j) afforded 1,3-substituted diphenyl-1H-pyrazole-4-carbaldehydes (2a-j). Compounds (2a-j) on condensation with malonic acid gave (2E)-3-(1,3-substituted diphenyl-1H-pyrazol-4-yl) acrylic acids (3a-j) which on reaction with thionyl chloride afforded acryloyl chlorides. The reaction of acryloyl chlorides with anthranilic acid gave 2-({(2E)-3-(1,3-substituted diphenyl-1H-pyrazol-4-yl) prop-2-enoyl} amino) benzoic acids (4a-j) in good yields. The structures of the newly synthesized compounds have been confirmed on the basis of physical and spectral data. Some of the synthesized compounds have shown significant antiiflammatory actiivty.

Microwave-Assisted Synthesis of 3-(4-Pyrazolyl)propenoic Acids

Under microwave activation, pyrazole-4-carboxaldehydes react with malonic acid in the presence of a small amount of pyridine to give 3-(4-pyrazolyl)propenoic acids in high yields.

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

Azoles. 17. Beta-(4-pyrazol)acrylic and propionic acids and their anti-inflammatory activity

beta-(4-Pyrazole)acrylic acids 22-28 were prepared by the Knoevenagel reaction of malonic acid and 4-formylpyrazoles 8-14. 4-Pyrazolemethylenemalonic acids 15-21 were isolated as intermediates. The latter compounds were also synthesized by treating the 4-formylpyrazoles 8-14 with diethyl malonate followed by hydrolysis of the obtained diethyl esters 15a-21a. The effect of piperidine and pyridine on the Knoevenagel condensation was investigated. The beta-(4-pyrazole)acrylic acids 22-27, on catalytic reduction, gave the corresponding beta-(4-pyrazole)propionic acids 29-34. Compounds 23, 24, 27, 29-31 and 34 appeared to be less active than phenylbutazone in carrageenin-induced oedema test, but they were less toxic than the reference drug.

1,3-Diaryl-pyrazol-4-acrylic acid and derivatives

The invention concerns diarylpyrazole lower alkanoic acids and derivatives which are pharmacologically efficacious as anti-inflammatory agents. The said compounds can be represented by the formula STR1 in which one of D, E, F and G represents hydrogen, one is a lower aliphatic acid radical or derivative thereof and the remaining two of D, E, F and G are aryl or heteroaryl radicals.