69538-64-3

Basic information

• Product Name: 3-(1,3-benzodioxol-5-yl)-1-(4-chlorophenyl)prop-2-en-1-one
• CAS NO: 69538-64-3
• Molecular Formula: C₁₆H₁₁ClO₃
• Molecular Weight: 286.7097
• Mol File: 69538-64-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 447.8°C at 760 mmHg
• Flash Point: 184.9°C
• Density: 1.346g/cm³
• Vapor Pressure: 3.26E-08mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 3-(1,3-benzodioxol-5-yl)-1-(4-chlorophenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1,3-benzodioxol-5-yl)-1-(4-chlorophenyl)prop-2-en-1-one(69538-64-3)
• EPA Substance Registry System: 3-(1,3-benzodioxol-5-yl)-1-(4-chlorophenyl)prop-2-en-1-one(69538-64-3)

Safety Data

• Hazardous Substances Data: 69538-64-3(Hazardous Substances Data)

Upstream product

• 1417658-61-7 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 64376-20-1 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-1-(4-methoxy-phenyl)-propenone 
• 29668-44-8 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 120-57-0 piperonal 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 7504-98-5 2-benzo[1,3]dioxol-5-yl-4-(4-chloro-phenyl)-4-oxo-butyronitrile 
• 126571-72-0 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde 
• 1376396-12-1 1-acetyl-5-(benzo[d][1,3]dioxol-5-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole 
• 1376396-19-8 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 
• 1417658-38-8 C₂₆H₂₀ClN₃O₃S 
• 1417658-39-9 C₂₅H₁₇BrClN₃O₂S 
• 1624736-04-4 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(4-chlorophenyl)prop-2-en-1-ol 
• 1402415-29-5 C₂₀H₁₇ClN₆O₂ 
• 1260620-93-6 4-(3,4-methylenedioxyphenyl)-6-(4-chlorophenyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine 
• 1255861-70-1 3-(5-(benzo[d][1,3]dioxol-5-yl)-3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-6-chloropyridazine 
• 590419-81-1 Pd[ClC₆H₄C(O)CHC(O)C₆H₃(CH₂O₂)]2 
• 1027736-77-1 3-(benzo[d][1,3]dioxol-6-yl)-1-(4-chlorophenyl)-3-(1H-indol-3-yl)propan-1-one 
• 87724-00-3 1-benzo[1,3]dioxol-5-yl-3-(4-chloro-phenyl)-propane-1,3-dione 

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Abstract A series of novel pyrazoline-containing derivatives (15-47) has been designed, synthesized and evaluated for their biological activities. Among them, compound 18 displayed the most potent antiproliferative activity against A549, MCF-7 and HepG-2 cells line (IC50 Combining double low line 0.07 μM, 0.05 μM, 0.03 μM, respectively) and the tubulin polymerization inhibitory activity (IC50 Combining double low line 1.88 μM), being comparable to CA-4. Furthermore, we also tested that compound 18 was a potent inducer of apoptosis in HepG-2 cells and it had cellular effects typical for microtubule interacting agents, causing accumulation of cells in the G2/M phase of the cell cycle. These studies, along with molecular docking, provided a new molecular scaffold for the further development of antitumor agents that target tubulin.