66003-50-7

Basic information

• Product Name: 1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone
• Synonyms: 1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone;1-(6-hydroxy-2H-1,3-benzodioxol-5-yl)ethan-1-one;1-(6-Hydroxy-benzo[1,3]dioxol-5-yl)-ethanone
• CAS NO: 66003-50-7
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.15742
• Mol File: 66003-50-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 114 °C
• Boiling Point: 344.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.379±0.06 g/cm3(Predicted)
• PKA: 10.29±0.20(Predicted)
• CAS DataBase Reference: 1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone(66003-50-7)
• EPA Substance Registry System: 1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone(66003-50-7)

Safety Data

• Hazardous Substances Data: 66003-50-7(Hazardous Substances Data)

Usage

Preparation

Obtained by refluxing methylene iodide and 2,4,5-trihydroxyacetophenone in acetone in the presence of potassium carbonate (56%) (51%).

Upstream product

• 75-11-6 diiodomethane 
• 1818-27-5 1-(2,4,5-trihydroxyphenyl)ethanone 
• 533-31-3 Sesamol 
• 75-36-5 acetyl chloride 
• 75-05-8 acetonitrile 
• 108-24-7 acetic anhydride 
• 326-58-9 acetic acid benzo[1,3]dioxol-5-yl ester 

Downstream Products

• 96249-79-5 2'-hydroxy-4',5'-methylenedioxychalcone 
• 4388-66-3 6-phenyl-6,7-dihydro-8H-[1,3]dioxolo[4,5-g]chromen-8-one 

Relevant articles and documents

TRICYCLIC COMPOUNDS ACTING ON CRBN PROTEINS

The present invention discloses a series of tricyclic compounds and use thereof in preparing a medicament for treating a disease related to CRBN protein. Specifically, the present invention discloses a derivative compound of formula (1) or a pharmaceutically acceptable salt thereof.

Effect of the Chromone Core Substitution of Dirchromone on the Resultant Biological Activities

Dirchromone is a bioactive vinyl sulfoxide-bearing chromone first isolated from the shrub Dirca palustris. Altogether, 32 of its derivatives were prepared to assess the effect of substitution of its chromone core upon activities against cancer cell lines, Gram-positive bacteria, and fungi (such as Candida albicans). All compounds were synthesized following a synthetic strategy involving Pummerer and soft-enolization Baker-Venkataraman rearrangements. Substituent position changes induced little variability on the activities tested. There was no correlation between cytotoxic and antibacterial effects, suggesting different underlying mechanisms of action. In particular, hydroxy group and cyanide substituents diminished cytotoxicity, with the latter featuring enhanced antibacterial activity. Higher homologues of 6-alkoxydirchromones also exhibited progressively emerging antifungal activity. Other modifications had moderate effects on cytotoxicity with some derivatives leading to increased potency. This behavior highlights the robustness of the natural dirchromone pharmacophore toward decoration, thus paving the way for more elaborate future drug design.

In the mists of a fungal metabolite: An unexpected reaction of 2,4,5-trimethoxyphenylglyoxylic acid

The reactions of phenylglyoxylic acids during the synthesis and biological evaluation of fungal metabolites led to the discovery of hitherto unknown compounds with a p-quinone methide (p-QM) structure. The formation of these p-QMs using 13C-lab