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Xanthone

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Xanthone Basic information

Product Name:
Xanthone
Synonyms:
  • 9-OXOXANTHENE
  • 9-XANTHENONE
  • BENZOPHENONE OXIDE
  • Genicide
  • Xanthene, 9-Oxo-
  • Xanthenone
  • 9-xanthenore
  • Xanthone, 99% (9-Xanthenone)
CAS:
90-47-1
MF:
C13H8O2
MW:
196.2
EINECS:
201-997-7
Product Categories:
  • Inhibitors
  • Bioactive Small Molecules
  • Building Blocks
  • C13 to C14
  • Carbonyl Compounds
  • Cell Biology
  • Drug bulk
  • Chemical Synthesis
  • Ketones
  • Nutrition Research
  • Organic Building Blocks
  • Phytochemicals by Plant (Food/Spice/Herb)
  • s wort)
  • X
Mol File:
90-47-1.mol
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Xanthone Chemical Properties

Melting point:
172-174 °C(lit.)
Boiling point:
349-350 °C730 mm Hg(lit.)
Density 
1.1607 (rough estimate)
refractive index 
1.6000 (estimate)
Flash point:
350-351°C
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly, Heated)
form 
Solid
color 
White to Light Purple
Water Solubility 
It is Soluble in water (partly), chloroform, hot Toluene, ether (slightly), and hot alcohol.
Merck 
14,10062
BRN 
140443
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
JNELGWHKGNBSMD-UHFFFAOYSA-N
CAS DataBase Reference
90-47-1(CAS DataBase Reference)
NIST Chemistry Reference
Xanthone(90-47-1)
EPA Substance Registry System
9H-Xanthen-9-one (90-47-1)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22
Safety Statements 
24/25-62-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
ZD5711000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29329990

MSDS

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Xanthone Usage And Synthesis

Description

Xanthone is a compound that has been shown to have a significant cytotoxicity against HL-60 cells and to inhibit the cyclase enzyme. It also inhibits the protein production of mcl-1, which is necessary for the development of cancer cells.

Chemical Properties

off-white powder

Uses

Acts as an inhibitor of human cancer cell lines.

Uses

Xanthone is used predominantly as oxygenated polycyclic aromatic compounds, and as a vasorelaxant. It can be used as a fluorescent agent, as well as an intermediate in organic synthesis and chemical research.

Definition

ChEBI: The parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9.

Application

Xanthone has antiinflammatory activity and can be used in treating infectious diseases such as tuberculosis, malaria, and leprosy. The biological properties of it are shown by its ability to scavenge anion radicals and to act as a fluorescence probe for coumarin derivatives.

Definition

A colorless crystalline organic compound found as a pigment in gentians and other flowers. It is used as an insecticide and in making dyestuffs.

Synthesis Reference(s)

The Journal of Organic Chemistry, 37, p. 4204, 1972 DOI: 10.1021/jo00798a059

Purification Methods

It has also been recrystallised from n-hexane three times and sublimed in vacuo. [Saltiel J Am Chem Soc 108 2674 1986]. [Beilstein 17 H 354, 17 I 190, 17 II 378, 17 III/IV 5292, 17/10 V 430.]

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