6052-93-3

Basic information

• Product Name: 1,3,8-Trihydroxyxanthone
• Synonyms: 1,3,8-Trihydroxy-9H-xanthen-9-one;1,3,8-Trihydroxyxanthone;Norsterigmatocystin
• CAS NO: 6052-93-3
• Molecular Formula: C15H12F3NO2
• Molecular Weight: 244.2
• Mol File: 6052-93-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 457.2°C at 760 mmHg
• Flash Point: 230.3°C
• Appearance: /
• Density: 1.368g/cm³
• Vapor Pressure: 1.52E-08mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 1,3,8-Trihydroxyxanthone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,8-Trihydroxyxanthone(6052-93-3)
• EPA Substance Registry System: 1,3,8-Trihydroxyxanthone(6052-93-3)

Safety Data

• Hazardous Substances Data: 6052-93-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H12F3NO2/c16-15(17,18)9-4-3-5-10(8-9)19-13(20)11-6-1-2-7-12(11)14(19)21/h1-5,8,11-12H,6-7H2

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 303-07-1 2,6-Dihydroxybenzoic acid 
• 82490-40-2 1,3,8-triacetoxyxanthone 
• 2150-45-0 methyl 2,6-dihydroxybenzoate 
• 859967-89-8 xanthene-1,3,8-triol 
• 859779-91-2 1,3,8-triacetoxy-xanthene 
• 3147-64-6 2-hydroxy-6-methoxybenzoic acid 
• 108-46-3 recorcinol 

Downstream Products

• 2980-32-7 1,3,5,8-tetrahydroxyxanthone 
• 2438637-65-9 3-chloro-N-(1,8-dihydroxy-9-oxo-9H-xanthen-3-yl)-2-fluorobenzenesulfonamide 

Relevant articles and documents

New chiral stationary phases for liquid chromatography based on small molecules: Development, enantioresolution evaluation and chiral recognition mechanisms

Recently, we reported the development of new chiral stationary phases (CSPs) for liquid chromatography (LC) based on chiral derivatives of xanthones (CDXs). Based on the most promising CDX selectors, 12 new CSPs were successfully prepared starting from suitable functionalized small molecules including xanthone and benzophenone derivatives. The chiral selectors comprising one, two, three, or four chiral moieties were covalently bonded to a chromatographic support and further packed into LC stainless-steel columns (150?×?2.1?mm I.D.). The enantioselective performance of the new CSPs was evaluated by LC using different classes of chiral compounds. Specificity for enantioseparation of some CDXs was observed in the evaluation of the new CSPs. Besides, assessment of chiral recognition mechanisms was performed by computational studies using molecular docking approach, which are in accordance with the chromatographic parameters. X-Ray analysis was used to establish a chiral selector 3D structure.

Synthesis and antitumor, antityrosinase, and antioxidant activities of xanthone

Ten substituted 1,3-dihydroxyxanthones were synthesized in one step. The yields ranged from 40 to 76%. Compounds 8–10 were first reported. Next, the compounds’ in vitro anti-proliferative activities against nine human cancer cell lines, antityrosinase, and antioxidant activities were evaluated. Compounds 1, 4, 6–7, and 9–10 exhibited enhanced cytotoxicity against certain cancer cells. Compounds 2, 8, 9, and 10 inhibited tyrosinase activity to a certain extent. In addition, compound 4 exhibited the best antioxidant activity, which was consistent with theoretical calculations. These results demonstrated that compounds 1–2, 4, and 6–10 were promising leads for further investigation.

A bellidifodin preparing method

A bellidifodin preparing method is disclosed. The method includes preparing methanesulfonic acid and phosphorus pentoxide according to a ratio into a composite medium, adding 2,6-dihydroxybenzoic acid and phloroglucinol into the medium, performing a reaction to obtain 1,3,8-trihydroxy xanthenone, performing selective oxidation under alkaline conditions through using potassium persulfate to obtain 1,3,5,8-tetrahydroxy xanthenone, and subjecting the 1,3,5,8-tetrahydroxy xanthenone and iodomethane to methylation to obtain the target compound that is the bellidifodin. According to the method, reaction steps are shortened, reaction operation is simplified, the yield is increased and the method has certain application value.