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150215

Sigma-Aldrich

9(10H)-Acridanone

99%

Synonym(s):

Acridone, 9,10-Dihydro-9-oxoacridine

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About This Item

Empirical Formula (Hill Notation):
C13H9NO
CAS Number:
578-95-0
Molecular Weight:
195.22
Beilstein/REAXYS Number:
7104
EC Number:
209-434-7
MDL number:
MFCD00005019
UNSPSC Code:
12352100
PubChem Substance ID:
24848848
NACRES:
NA.22

assay

99%

form

solid

mp

>300 °C (lit.)

λmax

380 nm
399 nm (2nd)

SMILES string

O=C1c2ccccc2Nc3ccccc13

InChI

1S/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15)

InChI key

FZEYVTFCMJSGMP-UHFFFAOYSA-N

Gene Information

human ... ABCB1(5243)

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Application

9(10H)-Acridanone (acridone) was used in the preparation of methyl 9,10-dihydro-9-oxoacridine-10-pentanoate.

Related product

Product No.
Description
Pricing

906115

2,7-Dibromoacridone

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF8300
MKBN6594V
MKBN6583V
MKCQ6082

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Alessandra Di Veroli et al.
Environmental pollution (Barking, Essex : 1987), 166, 212-217 (2012-04-21)
The aim of the present study was to improve the cause-effect relationship between toxicant exposure and chironomid mouthpart deformities, by linking induction of mouthpart deformities to contaminated field sediments, metal mixtures and a mutagenic polycyclic aromatic compound metabolite (acridone). Mouthpart
Vishal P Zambre et al.
Journal of molecular graphics & modelling, 29(2), 229-239 (2010-08-10)
G-quadruplex structures of DNA represent a potentially useful target for anticancer drugs. Telomerase enzyme, involved in immortalization of cancer cells is inhibited by stabilization of G-quadruplex at the ends of chromosomes. Anthraquinone and acridone derivatives are promising G-quadruplex ligands as
O Arnaud et al.
European journal of cancer (Oxford, England : 1990), 47(4), 640-648 (2011-01-11)
The breast cancer resistance protein ABCG2 confers cellular resistance to irinotecan (CPT-11) and its active metabolite SN-38. We utilised ABCG2-expressing xenografts as a model to evaluate the ability of a non-toxic ABCG2 inhibitor to increase intracellular drug accumulation. We assessed
Jatinder Kaur et al.
Chemical communications (Cambridge, England), 47(15), 4472-4474 (2011-03-08)
Acridones carrying an appropriate substituent at N-10 showed significant fluorescence changes on interacting with ATP in HEPES buffer at pH 7.2. The selectivity and sufficient binding of these probes with ATP could be useful for monitoring of metabolic processes.
Anton V Dubrovskiy et al.
The Journal of organic chemistry, 77(24), 11232-11256 (2012-12-05)
A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide
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