42833-49-8

Usage

Uses

Used in Research and Diagnostic Applications:
2,3-dimethoxyxanthen-9-one is used as a fluorescent dye for its ability to emit light when excited by specific wavelengths. This property makes it valuable in various research and diagnostic applications, such as cell staining, fluorescence microscopy, and the detection of specific biomolecules.
Used in Organic Synthesis:
In the field of organic synthesis, 2,3-dimethoxyxanthen-9-one serves as a reagent, contributing to the development of new chemical compounds and materials.
Used as a Precursor for Xanthene Dyes:
2,3-dimethoxyxanthen-9-one is utilized as a precursor in the production of other xanthene dyes, which have a wide range of applications in industries such as textiles, paints, and cosmetics.
Used in Pharmaceutical Development:
Due to its antioxidant and antimicrobial properties, 2,3-dimethoxyxanthen-9-one holds potential in the development of new pharmaceuticals, offering benefits in treating various conditions and promoting overall health.
Used in Consumer Product Development:
2,3-dimethoxyxanthen-9-one's antimicrobial properties also make it a candidate for use in the development of consumer products, such as disinfectants and sanitizers, to ensure cleanliness and prevent the spread of infections.

InChI:InChI=1/C15H12O4/c1-17-13-7-10-12(8-14(13)18-2)19-11-6-4-3-5-9(11)15(10)16/h3-8H,1-2H3

Upstream product

• 79-37-8 oxalyl dichloride 
• 100886-20-2 1,2-dimethoxy-4-phenoxybenzene 
• 17667-32-2 methyl 6-bromo-3,4-dimethoxybenzoate 
• 100-67-4 potassium phenolate 
• 37895-73-1 1,2-dibromo-4,5-dimethoxybenzene 
• 90-02-8 salicylaldehyde 
• 23396-64-7 2-(3,4-dimethoxyphenoxy)benzaldehyde 
• 6286-46-0 2-bromo-4,5-dimethoxybenzoic acid 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 393-52-2 2-Fluorobenzoyl chloride 
• 579-75-9 2-Methoxybenzoic acid 
• 101169-58-8 methyl 2-(3,4-dimethoxyphenoxy)benzoate 
• 610-94-6 2-bromobenzoic acid methyl ester 

Relevant academic research and scientific papers

MINOR XANTHONES OF HYPERICUM MYSORENSE

2-Hydroxyxanthone, 1,7-dihydroxyxanthone, 1-hydroxy-7-methoxyxanthone, 6,7-dimethoxy-1-hydroxyxanthone and a new natural product, 2-hydroxy-3-methoxyxanthone, have been isolated and characterized from the phenolic fraction of the chloroform extract of the timber of Hypericum mysorense.The presence of simple xanthones in this genus supports the classification of Hypericum in the subfamily Hypericoideae in Guttiferae. - Key Word Index: Hypericum mysorense; Hypericaceae; Guttiferae; xanthones; 6,7-dimethoxy-1-hydroxyxanthone; 2-hydroxy-3-methoxyxanthone; 2-hydroxyxanthone; 1-hydroxy-7-methoxyxanthone; 1,7-dihydroxyxanthone; 1,2-dimethoxyxanthone; 2-methoxyxanthone; 2,3-dimethoxyxanthone; chemotaxonomy.

Xanthones as inhibitors of growth of human cancer cell lines and their effects on the proliferation of human lymphocytes in vitro

Twenty-seven oxygenated xanthones have been assessed for their capacity to inhibit in vitro the growth of three human cancer cell lines, MCF-7 (breast cancer), TK-10 (renal cancer) and UACC-62 (melanoma). The effect of these xanthones on the proliferation

A Green Nanopalladium-Supported Catalyst for the Microwave-Assisted Direct Synthesis of Xanthones

We report an efficient, selective, rapid and eco-friendly protocol for the one-step synthesis of a small xanthone library via an intermolecular catalytic coupling from readily available salicylaldehydes and 1,2-dihaloarenes under ligand-free conditions. To achieve this advantageous direct annulation, we used a novel recoverable palladium nanocatalyst supported on a green biochar under microwave irradiation. Unlike other existing palladium-based approaches, our synthetic strategy showed a greater operational simplicity, drastic reduction in reaction times, and an excellent tolerance to diverse functional groups. The reaction proceeds in very good yields and with high regioselectivity. The novel heterogeneous catalyst can be recycled and reused up to four times without significant loss of activity.

Ceric Ammonium Sulfate (CAS) Mediated Oxidations of Benzophenones Possessing a Phenolic Substituent for the Synthesis of Xanthones and Related Products

Work previously published by our group described novel methodology for the synthesis of xanthones and related products from phenolic benzophenones in a reaction mediated by ceric ammonium sulfate (CAS). In this paper we further explore this novel reaction by subjecting an additional set of phenolic benzophenones to CAS to afford a range of compounds, including xanthones, 9H-xanthen-2,9(4aH)-diones, 3H-spiro[benzofuran-2,1′-cyclohexa[2,5]diene]-3,4′-diones, and biaryl compounds. A comparison of these reactions with the more commonly used oxidant ceric ammonium nitrate (CAN) was also conducted. Based on these results, greater insight into the reaction mechanism has been gained. In addition, the conversion of the synthesized xanthen-2,9(4aH)-diones to xanthones by treatment with sodium dithionite is described.

[RuCl2(p-cymene)2]2 catalyzed cross dehydrogenative coupling (CDC) toward xanthone and fluorenone analogs through intramolecular C-H bond functionalization reaction

A synthetic approach toward xanthone and fluorenone derivatives through ruthenium catalyzed intra-molecular C-H bond functionalization using an external oxidant has been developed. In the presence of [RuCl2(p-cymene)2]2, a variety of substituted ortho-aryloxy/aryl benzaldehydes underwent cross dehydrogenative coupling to afford the corresponding analogs in moderate to good yields.

Intermolecular C-O addition of carboxylic acids to arynes: Synthesis of o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones

An efficient and simple route to biologically and pharmaceutically important o-hydroxyaryl ketones, xanthones, 4-chromanones, and flavones has been developed utilizing readily available carboxylic acids and commercially available o-(trimethylsilyl)aryl tr

CAN-mediated oxidations for the synthesis of xanthones and related products

Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl) methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.

Controlling molecular rotary motion with a self-complexing lock

(Figure Presented) The key to motion: A second-generation molecular rotary motor, which contains a DB24C8 macrocycle ring incorporated into the lower stator half and a dialkyl ammonium ion attached to the upper rotor half, forms a [1]pseudorotaxane in less polar solvents such as CH2Cl2. In this self-complexing system, acid-base-controlled threading-dethreading movements can be utilized to unlock or lock the molecular motor (see picture).

Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates

The reaction of silylaryl triflates, CsF, and ortho-heteroatom-substituted benzoates affords a general and efficient way to prepare biologically interesting xanthones, thioxanthones, and acridones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling of the benzoate with an aryne and a subsequent intramolecular electrophilic cyclization.

One-pot synthesis of xanthones and thioxanthones by the tandem coupling-cyclization of arynes and salicylates

(Chemical Equation Presented) The reaction of silylaryl triflates, CsF, and salicylates affords a general and efficient way to prepare biologically interesting xanthones and thioxanthones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling and subsequent intramolecular electrophilic cyclization.