67268-42-2

Basic information

• Product Name: 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one
• Synonyms: 2H-1-benzopyran-2-one, 7-(2-propyn-1-yloxy)-
• CAS NO: 67268-42-2
• Molecular Formula: C₁₂H₈O₃
• Molecular Weight: 200.1901
• Mol File: 67268-42-2.mol
• Article Data: 50

Chemical Properties

• Boiling Point: 382.6°C at 760 mmHg
• Flash Point: 160.9°C
• Density: 1.268g/cm³
• Vapor Pressure: 4.66E-06mmHg at 25°C
• Refractive Index: 1.593
• CAS DataBase Reference: 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one(67268-42-2)
• EPA Substance Registry System: 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one(67268-42-2)

Safety Data

• Hazardous Substances Data: 67268-42-2(Hazardous Substances Data)

Upstream product

• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 38445-24-8 6-hydroxy-4H-1-benzopyran-4-one 
• 107-19-7 propargyl alcohol 
• 106-96-7 propargyl bromide 

Downstream Products

• 1379521-08-0 7-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]-2H-chromen-2-one 
• 1379521-07-9 7-[(1-phenyl-1H-1,2,3-triazol-4-yl)methoxy]-2H-chromene-2-thione 
• 1379521-26-2 7-((1-(2-fluorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-2H-chromen-2-one 
• 1379521-25-1 7-[1'-(2-bromophenyl)-1H-1',2',3'-triazol-4'-yl]methoxy-2H-chromen-2-one 
• 1449232-46-5 C₃₀H₄₁AuN₃O₃P 
• 1449232-48-7 C₃₀H₄₀AuO₃P 
• 15798-77-3 5'-methylangelicin 

Relevant articles and documents

Umbelliferone aminoalkyl derivatives, a new class of squalene-hopene cyclase inhibitors

The synthesis is described of several aminoalkyl derivatives of coumarin, obtained in good yields under microwave or high-intensity ultrasound irradiation. These compounds proved uniformly active as inhibitors of squalene-hopene cyclase (SHC) from Alicycl

Amphiphilic block copolymer micelles with fluorescence as nano-carriers for doxorubicin delivery

Well-defined and nontoxic core-shell polymeric micelles, containing fluorescence units, were employed for efficient drug delivery of doxorubicin (DOX). The self-assembled structures were generated from triblock copolymers of poly(ε-caprolactone)-block-poly(glycidyl methacrylate)-block- poly(poly(ethylene glycol)methyl ether methacrylate) (PCL-b-PGMA-b-P(PEGMA)) with fluorescence units. Various experiments like structural characterization, fluorescence properties, cell viability studies, encapsulation studies, measuring cytotoxicity against fibroblasts and bladder cancer cells are performed on these polymeric micelles. All of these results demonstrate that these self-assembled micelles may be promising carriers for intravesical delivery of DOX for bladder cancer therapy.

Synthesis and Photophysical Studies on N1-(2′-O,4′-C-Methyleneribofurano-nucleoside-3′-yl)-C4-(coumarin-7-oxymethyl)-1,2,3-triazoles

A series of eight N1-(2′-O,4′-C-methylene-β-D-ribofuranonucleoside-3′-yl)-C4-(coumarin-7-oxymethyl)-1,2,3-triazoles have been synthesized by Cu(I)-catalyzed azide-alkyne cycloaddition reaction of 3′-azido-3′-deoxy-2′-O,4′-C-methylene

Synthesis and pH-responsive self-assembly behavior of a fluorescent amphiphilic triblock copolymer mPEG-b-PCL-b-PDMAEMA-g-PC for the controlled intracellular delivery of doxorubicin

In this work, well-defined pH-responsive methoxy poly(ethylene glycol)-block-poly(ε-caprolactone)-block-poly[2-(dimethylamino)ethyl methacrylate]-g-7-propinyloxy coumarin triblock amphiphilic copolymers (mPEG-b-PCL-b-PDMAEMA-g-PC) were synthesized using a combination of atom transfer radical polymerization (ATRP), ring opening polymerization (ROP) and click chemistry. The chemical structures and compositions of these copolymers were characterized using Fourier transform infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance (1H NMR). The molecular weights of the copolymers were obtained using 1H NMR spectroscopy and gel permeation chromatography (GPC) measurements. Subsequently, the polymers could self-assemble into micelles which were investigated using dynamic light scattering (DLS), transmission electron microscopy (TEM), and fluorescence spectroscopy. The pH-responsive self-assembly behavior of these triblock copolymers in water were investigated at different pH values of 5 and 7.4 for controlled doxorubicin release, the results indicated that the release rate of DOX could be effectively controlled by altering the pH, DOX was sealed in neutral surroundings and DOX release was triggered in acidic surroundings. CCK-8 assays and confocal laser scanning microscopy (CLSM) against HeLa cells indicated that the micelles had no associated cytotoxicity, possessed good biodegradability and biocompatibility, and identified the location of the DOX in HeLa cells. The DOX-loaded micelles possessed high cytotoxicity to HeLa cells and exhibited inhibition of the proliferation of HeLa cells. Moreover, these flexible micelles with an on-off switched drug release may offer a promising pattern to deliver a wide variety of hydrophobic payloads to tumor cells for cancer therapy.

Application of artificially synthesized palladium nano-enzyme to catalysis of compound containing phenolic hydroxyl group connection

The invention provides application of an artificially synthesized palladium nano-enzyme to catalysis of a compound containing phenolic hydroxyl connection. The palladium nano-enzyme is used for catalyzing breakage of a carbon-oxygen bond of propargyloxy connected with an aromatic functional group containing at least one benzene ring; the aromatic functional group containing at least one benzene ring comprises but is not limited to fluorescein, the benzene ring, a pyridine ring, biphenyl, naphthalene, anthracene, coumarin or camptothecin, and the aromatic functional group containing at least one benzene ring can be connected with oxygen or oxygen-carbonyl oxygen or oxygen-carbonyl oxygen-oxygen. By constructing different artificially synthesized palladium nano-enzymes, the carbon-oxygen bond breakage of various molecules can be realized, and the palladium nano-enzymes can be applied to cell imaging and cancer treatment.

Novel series of triazole containing coumarin and isatin based hybrid molecules as acetylcholinesterase inhibitors

Novel series of coumarin-triazole and isatin-triazole hybrids were rationally designed, synthesized and biologically evaluated to check their inhibitory potential against acetylcholinesterase enzyme by using in vitro Ellman's method. Most of the hybrid compounds showed significant inhibition against the enzyme. Biological assay revealed that compound B-1 (among 4-hydroxycoumarin-triazole series) and compound AS-8 (from isatin-triazole series) possessed potent inhibitory activity against the AChE with the IC50 values of 110 ± 1.11 nM and 155 ± 1.65 nM, respectively. These active compounds (B-1 and AS-8) exhibited mixed mode of enzyme's inhibition which was confirmed through enzyme kinetic studies. Molecular docking studies were performed to understand the binding modes of these potent compounds within the active pocket of AChE enzyme by using Discovery studio. Furthermore, to predict the stability of the most prominent compound B-1 within the catalytic cavity of AChE, molecular dynamic simulations were performed for 5 ns and was found that ligand and protein complex is stable within their dynamic system. Therefore, these hybrids could be taken as effective lead candidates for further designing, development and optimization of new acetylcholinesterase inhibitors.