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HomeProduct name list9(10H)-ACRIDONE

9(10H)-ACRIDONE

Synonym(s):9,10-Dihydro-9-oxoacridine;Acridone

  • CAS NO.:578-95-0
  • Empirical Formula: C13H9NO
  • Molecular Weight: 195.22
  • MDL number: MFCD00005019
  • EINECS: 209-434-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 08:26:49
9(10H)-ACRIDONE Structural

What is 9(10H)-ACRIDONE?

Chemical properties

YELLOW CRYSTALLINE POWDER

The Uses of 9(10H)-ACRIDONE

9(10H)-Acridone is a catabolic product of carbamazepine (C175840) metabolite and can be used as a fluorescent tag for antibody catalysis.

The Uses of 9(10H)-ACRIDONE

9(10H)-Acridone is used in the preparation of methyl 9,10-dihydro-9-oxoacridine-10-pentanoate, use for dyeing the organic materials.

The Uses of 9(10H)-ACRIDONE

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

Definition

ChEBI: A member of the class of acridines that is 9,10-dihydroacridine substituted by an oxo group at position 9.

9(10H)-ACRIDONE Application

9(10H)-Acridone is a scaffold for the antiviral agent acridone acetic acid.

Purification Methods

Dissolve ~1g in ca 1% NaOH (100mL), add 3M HCl to pH 4 when acridone separates as a pale yellow solid with m just above 350o (sharp). It can be recrystallised from large volumes of H2O to give a few mg. It is soluble in 160 parts of boiling EtOH (540 parts at 22o) [Albert & Phillips J Chem Soc 1294 1956]. Afew decigms are best crystallised as the hydrochloride from 400 parts of 10N HCl (90% recovery) from which the free base is obtained by washing the salt with H2O. A small quantity can be recrystallised (as the neutral species) from boiling AcOH. Larger quantities are best recrystallised from a mixture of 5 parts of freshly distilled aniline and 12.5 parts of glacial acetic acid. Acridone distils unchanged at atmospheric pressure, but the boiling point was not recorded, and some sublimation occurs below 350o. It has UV: 399nm. [see max Albert, The Acridines Arnold Press pp 201, 372 1966; for pKa see Kalatzis J Chem Soc (B) 96 1969, Beilstein 23/9 V 7.]

Properties of 9(10H)-ACRIDONE

Melting point: >300 °C (lit.)
Boiling point: 331.88°C (rough estimate)
Density  1.1266 (rough estimate)
refractive index  1.6060 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
form  Crystalline Powder
pka -0.30±0.30(Predicted)
color  Yellow
Water Solubility  Insoluble in benzene, chloroform, ether, water and ethanol.
BRN  7104
CAS DataBase Reference 578-95-0(CAS DataBase Reference)
NIST Chemistry Reference 9,l0-Dihydro-9-oxoacridine(578-95-0)
EPA Substance Registry System 9(10H)-Acridinone (578-95-0)

Safety information for 9(10H)-ACRIDONE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for 9(10H)-ACRIDONE

InChIKey FZEYVTFCMJSGMP-UHFFFAOYSA-N

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