36716-01-5

Basic information

• Product Name: (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one
• Synonyms: (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one;4'-BROMO-3,4-(METHYLENEDIOXY)-CHALCONE
• CAS NO: 36716-01-5
• Molecular Formula: C₁₆H₁₁BrO₃
• Molecular Weight: 331.16
• Mol File: 36716-01-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 462.4°C at 760 mmHg
• Flash Point: 233.5°C
• Appearance: /
• Density: 1.524g/cm³
• Vapor Pressure: 9.87E-09mmHg at 25°C
• Refractive Index: 1.668
• CAS DataBase Reference: (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one(36716-01-5)
• EPA Substance Registry System: (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one(36716-01-5)

Safety Data

• Hazardous Substances Data: 36716-01-5(Hazardous Substances Data)

Usage

General Description

(E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one, also known as 4'-Bromo-alpha-pyrrolidinobutyrophenone, is a chemical compound with the molecular formula C17H13BrO3. It is a yellow solid with a molecular weight of 343.187 g/mol. (E)-3-benzo[1,3]dioxol-5-yl-1-(4-bromophenyl)prop-2-en-1-one is a derivative of alpha-pyrrolidinobutyrophenone and contains a 4-bromophenyl and benzo[1,3]dioxol-5-yl group. It is widely used in research as a reagent in the synthesis of various organic compounds and has potential applications in pharmaceutical and medical research due to its structural properties. Its precise uses and potential effects in biological systems are still being studied.

InChI:InChI=1/C16H11BrO3/c17-13-5-3-12(4-6-13)14(18)7-1-11-2-8-15-16(9-11)20-10-19-15/h1-9H,10H2/b7-1+

Upstream product

• 120-57-0 piperonal 
• 99-90-1 para-bromoacetophenone 
• 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 

Downstream Products

• 54347-72-7 4-benzo[1,3]dioxol-5-yl-2-(4-bromo-phenyl)-6-phenyl-pyridine 
• 1374855-12-5 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(3'-methoxybiphenyl-4-yl)prop-2-en-1-one 
• 1374855-10-3 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(4'-methoxybiphenyl-4-yl)prop-2-en-1-one 
• 1374855-11-4 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(3'-nitrobiphenyl-4-yl)prop-2-en-1-one 
• 1374855-13-6 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(3'-fluoro-4'-methoxybiphenyl-4-yl)prop-2-en-1-one 
• 1374855-14-7 (E)-3-(benzo[d][1,3]dioxol-5-yl)-1-(4'-fluoro-3'-methylbiphenyl-4-yl)prop-2-en-1-one 
• 42580-60-9 (E)-1-([1,1'-biphenyl]-4-yl)-3-(benzo[d][1,3]dioxol-5-yl)prop-2-en-1-one 
• 1417658-40-2 C₂₆H₂₀BrN₃O₃S 
• 1417658-41-3 C₂₅H₁₇Br₂N₃O₂S 
• 1417658-56-0 5-(benzo[d][1,3]dioxol-5-yl)-3-(4-bromophenyl)-4,5-dihydro-1H-pyrazole-1-carbothioamide 

Relevant articles and documents

An environment-friendly synthesis of piperonal chalcones and their cytotoxic and antioxidant evaluation

Background: Grindstone technique has been widely used as an efficient, consistent, more environmentally benign, solvent-free protocol for the preparation of many compounds with higher atom economy. Methods: A series of fourteen piperonal chalcone compound

Design, synthesis and biological evaluation of novel pyrazoline-containing derivatives as potential tubulin assembling inhibitors

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.

Synthesis of Some 1,4,6-Trisubstituted-2-oxo-1,2-dihydropyridine-3-carbonitriles and Their Biological Evaluation as Cytotoxic and Antimicrobial Agents

A series of novel 1,4,6-trisubstituted-2-oxo-1,2-dihydropyridine-3-carbonitriles supported with some functionalities reported to contribute to significant chemotherapeutic potential were synthesized and evaluated for their antimicrobial and/or cytotoxic activities. Thirteen compounds exhibited cytotoxic potential against a panel of three human tumor cell lines. Compounds 15, 23, and 24 proved to be the most active agents with a broad spectrum of cytotoxic activity. Analog 24 was considered as the most active cytotoxic agent, being 2.5 times more active than doxorubicin against the colon HT29 carcinoma cell line. Seventeen compounds were able to exert a variable antimicrobial profile, among which analogs 15, 20, 21, 23, and 24 were prominently active. The highest antimicrobial potential was displayed by analog 24, being equipotent to ampicillin against Staphylococcus aureus and Escherichia coli, together with a considerable antifungal activity comparable with clotrimazole. Collectively, compounds 15, 23, and 24 could be considered as possible dual antimicrobial-anticancer candidates. Novel substituted 2-oxo-1,2-dihydropyridine-3-carbonitriles (A, B) and some derived 1,2,4-triazolo[4,3-a]-pyridinones (C) were synthesized and evaluated for their antimicrobial and cytotoxic activities. Three analogs are possible dual antimicrobial-anticancer candidates.