2555-29-5

Basic information

• Product Name: 8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN
• Synonyms: AKOS BBS-00008115;AKOS BB-9484;8-ACETYL-4-METHYLUMBELLIFERONE;8-ACETYL-7-HYDROXY-4-METHYL-CHROMEN-2-ONE;8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN;4-Methyl-7-hydroxy-8-acetylcoumarin;8-Acetyl-7-hydroxy-4-methyl-2H-chromen-2-one;8-acetyl-7-hydroxy-4-methyl-coumari
• CAS NO: 2555-29-5
• Molecular Formula: C₁₂H₁₀O₄
• Molecular Weight: 218.21
• Mol File: 2555-29-5.mol
• Article Data: 26

Chemical Properties

• Melting Point: 207-209℃
• Boiling Point: 426.1°Cat760mmHg
• Flash Point: 170.7°C
• Appearance: /
• Density: 1.322±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 7.3E-08mmHg at 25°C
• Refractive Index: 1.598
• Solubility: soluble in Methanol
• PKA: 8.21±0.20(Predicted)
• CAS DataBase Reference: 8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN(2555-29-5)
• EPA Substance Registry System: 8-ACETYL-7-HYDROXY-4-METHYLCOUMARIN(2555-29-5)

Safety Data

• RTECS: GN4910000
• Hazardous Substances Data: 2555-29-5(Hazardous Substances Data)

Usage

Uses

8-Acetyl-7-hydroxy-4-methylcoumarin is a coumarin with fungicidal and herbicidal activities.

InChI:InChI=1/C12H10O4/c1-6-5-10(15)16-12-8(6)3-4-9(14)11(12)7(2)13/h3-5,14H,1-2H3

Upstream product

• 699-83-2 2,6-dihydroxylacetophenone 
• 141-97-9 ethyl acetoacetate 
• 17375-96-1 2-hydroxy-1-(2-hydroxyphenyl)ethanone 
• 90-33-5 7-hydroxy-4-methyl-chromen-2-one 
• 64-19-7 acetic acid 
• 2747-05-9 4-methylumbelliferyl acetate 
• 108-46-3 recorcinol 
• 7446-70-0 aluminium trichloride 
• 129812-34-6 8-Acetyl-7-(acetyloxy)-4-methyl-2H-1-benzopyran-2-one 
• 66185-72-6 7-(phenylcarbonyl)oxy-4-methyl-2H-1-benzopyran-2-one 
• 108-38-3 m-xylene 
• 31005-05-7 7-(phenylcarbonyl)oxy-2H-1-benzopyran-2-one 
• 10387-49-2 7-acetyloxycoumarin 
• 86290-51-9 8-acetyl-7-<(β-chloroallyl)oxy>-4-methylcoumarin 

Relevant articles and documents

Microwave-assisted synthesis of derivatives of khellinone under phase-transfer catalytic conditions

The microwave-assisted synthesis of four new 5-acetyl-4,7-dimethoxy-6- hydroxybenzofuran (khellinone) analogs is described. The structures of the obtained derivatives in the solid state are evaluated on the basis of 13C CP/MAS NMR spectra and theoretical calculations at DFT level. A single crystal X-ray diffraction structure is presented for 8-acetyl-7-hydroxy- 4-methylcoumarin. 1,4-Bis(5-acetyl-4,7-dimethoxybenzofuran-6-yloxy)butane was evaluated for potential anticancer activity in an in vitro screening panel of 60 human tumor cell lines. Selected leukemia, non-small cell lung cancer, CNS, melanoma, ovarian, and breast cancer cell lines were sensitive to this compound.

Antitumor and multikinase inhibition activities of some synthesized coumarin and benzofuran derivatives

Two new series of coumarin and benzofuran derivatives were designed, synthesized, and assessed for their in vitro and in vivo antitumor activities against breast cancer. Compounds 8, 9, 14, 15, and 17 exhibited the best antiproliferative activities (IC50: 0.07?2.94 μM) against the MCF-7 cell line, compared with lapatinib (IC50: 4.69 μM). Compound 14, with the most potent cytotoxic activity against MCF-7 cells, was capable of enhancing preG1 apoptosis and triggering cell cycle arrest at the G2/M phase. The kinase inhibitory activity of compound 14 against a panel of 22 kinases was examined to reveal multikinase inhibition within ?39% to ?97%. Furthermore, compound 14 exhibited potent in vivo Ehrlich (mammary adenocarcinoma) tumor regression, positive caspase-3, and negative EGFR immunoreaction, and was capable of elevating the catalase level. The physicochemical properties and pharmacokinetic parameters of compound 14 were investigated in silico for its druglikeness.

(E)-4 - methyl -7 - hydroxyl -8 - (3 - (ferrocenyl) acryloyl) coumarin as well as preparation method and application thereof

The invention discloses (E)-4 - methyl -7 - hydroxyl -8 - (3 - (ferrocenyl) acryloyl) coumarin as well as a preparation method and application thereof, and (E)-4 - methyl -7 - hydroxyl -8 - (3 - (ferrocenyl) acryloyl) coumarin has the following structural formula. The present disclosure uses resorcinol as a raw material and condenses with Knoevenagal. 7 (7) Fries-methyl 8 hydroxyl E (-4 - 3 -8 - (ferrocenyl) acryloyl) coumarin is added into ABTBTBTS?, DPPHPHI and galvinvinvinvinylisopropyl -7 -) coumarin to exhibit excellent antioxidation activity, and the antioxidant performance is E superior -4 - to -7 - the -8 - corresponding 3 - ferrocenyl chalcone and coumarin-based chalcone, and has potential application values and is excellent in anti-oxidation activity and excellent in anti-oxidation performance.