64376-20-1

Basic information

• Product Name: 2-Propen-1-one, 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-(4-methoxyphenyl)-
• CAS NO: 64376-20-1
• Molecular Formula: C18H16O4
• Molecular Weight: 296.323
• Mol File: 64376-20-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-(4-methoxyphenyl)-(64376-20-1)
• EPA Substance Registry System: 2-Propen-1-one, 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-(4-methoxyphenyl)-(64376-20-1)

Safety Data

• Hazardous Substances Data: 64376-20-1(Hazardous Substances Data)

Upstream product

• 139-85-5 3,4-dihydroxybenzaldehyde 
• 29668-44-8 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 1350927-78-4 5-(2,3-dihydro-1,4-benzodioxane-6-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole 
• 1422156-17-9 C₂₀H₂₀N₂O₄ 
• 1417658-61-7 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1363425-09-5 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1376396-17-6 5-(benzo[d][1,3]dioxol-5-yl)-3-(p-tolyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1417658-56-0 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1376396-19-8 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1376396-18-7 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 2373-93-5 3-(benzo[1,3]dioxo-5-yl)-1-(4-methoxyphenyl)-prop-2-en-1-one 
• 37620-38-5 3-(benzo[d][1,3]dioxo-6-yl)-1-p-tolylprop-2-en-1-one 
• 36716-01-5 3-(3',4'-methylenedoxyphenyl)-1-(4'-bromophenyl)-2-propen-1-one 
• 69538-64-3 3-benzo[1,3]dioxol-5-yl-1-(4-chloro-phenyl)-propenone 
• 7397-23-1 3-benzo[1,3]dioxol-5-yl-1-(4-fluoro-phenyl)-propenone 
• 1417658-54-8 C₂₈H₂₅N₃O₄S 

Relevant articles and documents

Dihydropyrazole derivatives containing benzo oxygen heterocycle and sulfonamide moieties selectively and potently inhibit COX-2: Design, synthesis, and anti-colon cancer activity evaluation

Cyclooxygenase-2 (COX-2) as a rate-limiting metabolism enzyme of arachidonic acid has been found to be implicated in tumor occurrence, angiogenesis, metastasis as well as apoptosis inhibition, regarded as an attractive therapeutic target for cancer therapy. In our research, a series of dihydropyrazole derivatives containing benzo oxygen heterocycle and sulfonamide moieties were designed as highly potent and selective COX-2 inhibitors by computer-aided drug analysis of known COX-2 inhibitors. A total of 26 compounds were synthesized and evaluated COX-2 inhibition and pharmacological efficiency both in vitro and in vivo with multi-angle of view. Among them, compound 4b exhibited most excellent anti-proliferation activities against SW620 cells with IC50 of 0.86 ± 0.02 μM than Celecoxib (IC50 = 1.29 ± 0.04 μM). The results favored our rational design intention and provides compound 4b as an effective COX-2 inhibitor available for the development of colon tumor therapeutics.

Synthesis, molecular docking and evaluation of thiazolyl-pyrazoline derivatives containing benzodioxole as potential anticancer agents

A series of novel thiazolyl-pyrazoline derivatives containing benzodioxole (C1-C20) have been designed and synthesized. Among of the synthesized compounds, 2-(5-(benzo[d][1,3]dioxol-5-yl)-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazol-1-yl)- 4-(4-bromophenyl)thiazole (C6) displayed the most potent inhibitory activity for HER-2 (IC50 = 0.18 μM for HER-2). Antiproliferative assay results indicated that compound C6 owned high antiproliferative activity against MCF-7 and B16-F10 in vitro, with IC50 value of 0.09 and 0.12 μM, respectively, being comparable with the positive control Erlotinib. Docking simulation was further performed to determine the probable binding model. Based on the preliminary results, compound C6 with potent inhibitory activity in tumor growth would be a potential anticancer agent.

Synthesis and antihepatotoxic activity of 5-(2,3-dihydro-1,4-benzodioxane- 6-yl)-3-substituted-phenyl-4,5-dihydro-1H-pyrazole derivatives

In continuance of our search for newer antihepatotoxic agents some novel pyrazoline derivatives containing 1,4-dioxane ring system were synthesized starting from 3-(2,3-dihydro-1,4-benzodioxane-6-yl)-1-substituted-phenylprop-2- en-1-one. Some of the synthesized compounds were evaluated for antihepatotoxic activity against CCl4-induced hepatotoxicity in rats. Among them some compounds have shown significant antihepatotoxic activity comparable to standard drug silymarin.