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Key Documents

X600

Sigma-Aldrich

Xanthone

97%

Synonym(s):

9-Xanthenone

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About This Item

Empirical Formula (Hill Notation):
C13H8O2
CAS Number:
Molecular Weight:
196.20
Beilstein:
140443
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

powder

bp

349-350 °C/730 mmHg (lit.)

mp

172-174 °C (lit.)

SMILES string

O=C1c2ccccc2Oc3ccccc13

InChI

1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H

InChI key

JNELGWHKGNBSMD-UHFFFAOYSA-N

Gene Information

mouse ... Prkch(18755)

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Rajan Giri et al.
Bioorganic & medicinal chemistry, 18(4), 1456-1463 (2010-02-05)
A series of substituted xanthenes was synthesized and screened for activity using DU-145, MCF-7, and HeLa cancer cell growth inhibition assays. The most potent compound, 9 g ([N,N-diethyl]-9-hydroxy-9-(3-methoxyphenyl)-9H-xanthene-3-carboxamide), was found to inhibit cancer cell growth with IC(50) values ranging from
Jessie A Blake et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(3), 539-547 (2012-01-10)
We have attached the antiviral drug acyclovir (ACV) to a xanthone photolabile protecting group (or photocage) through the O6 position of acyclovir, a procedure designed for the treatment of ocular herpes simplex virus infections. Acyclovir is photoreleased from the photocage
Ping Wang et al.
Organic letters, 14(3), 902-905 (2012-01-26)
A concise and straightforward strategy to construct a xanthone skeleton via an intramolecular cross-dehydrogenative coupling (CDC) of 2-aryloxybenzaldehydes has been developed. The reaction proceeded smoothly without any need of preactivation of the aldehyde group. It can tolerate various functional groups
Michael A Schätzle et al.
Journal of the American Chemical Society, 134(36), 14742-14745 (2012-08-23)
Reduction of emodin by sodium dithionite resulted in the formation of two tautomeric forms of emodin hydroquinone. Subsequent conversion by the short-chain dehydrogenase/reductase (SDR) MdpC into the corresponding 3-hydroxy-3,4-dihydroanthracen-1(2H)-one implies that deoxygenation is the first step in monodictyphenone biosynthesis. Implications
Christiane Müller et al.
Journal of the American Chemical Society, 133(41), 16689-16697 (2011-10-01)
Six 2-quinolones, which bear a terminal alkene linked by a three- or four-membered tether to carbon atom C4 of the quinolone, were synthesized and subjected to an intramolecular [2 + 2]-photocycloaddition. The reaction delivered the respective products in high yields

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