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117-37-3

117-37-3 Structure

117-37-3 Structure
IdentificationBack Directory
[Name]

2-P-ANISYL-1,3-INDANDIONE
[CAS]

117-37-3
[Synonyms]

andion
Miradon
spe2792
Unidone
unidione
SPE 2792
HSDB 3205
Andindione
Anisindone
ANISINDIONE
anisinindandione
Anisin indandione
Anisindione≥ 98% (TLC)
2-P-ANISYL-1,3-INDANDIONE
2-para-anisyl-1,3-indandione
2-(p-methoxyphenyl)-3-indandione
2-(4-methoxyphenyl)-3-indanedione
2-(4-methoxyphenyl)indan-1,3-dione
2-(p-Methoxyphenyl)-1,3-indandione
2-(p-Methoxyphenyl)indane-1,3-dione
2-(4-methoxyphenyl)indane-1,3-dione
2-(4-methoxyphenyl)indene-1,3-dione
1,3-Indandione, 2-(p-methoxyphenyl)-
1,3-Indanedione, 2-(4-methoxyphenyl)-
2-(4-methoxyphenyl)indane-1,3-quinone
2-(4-methoxyphenyl)-1h-indene-3(2h)-dione
2-(4-Methoxyphenyl)-1H-indene-1,3(2H)-dione
1H-Indene-1,3(2H)-dione, 2-(4-methoxyphenyl)-
[EINECS(EC#)]

204-186-6
[Molecular Formula]

C16H12O3
[MDL Number]

MFCD00176194
[MOL File]

117-37-3.mol
[Molecular Weight]

252.26
Chemical PropertiesBack Directory
[Melting point ]

156-157°
[Boiling point ]

355.44°C (rough estimate)
[density ]

1.1824 (rough estimate)
[refractive index ]

1.5600 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly)
[form ]

Solid
[pka]

pKa 4.13(H2O t=25.0±0.1 I=0.1(NaCl)) (Uncertain)
[color ]

White to Off-White
[EPA Substance Registry System]

Anisindione (117-37-3)
Safety DataBack Directory
[RIDADR ]

2811
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Hazardous Substances Data]

117-37-3(Hazardous Substances Data)
[Toxicity]

mouse,LD50,intraperitoneal,200mg/kg (200mg/kg),Journal of Medicinal Chemistry. Vol. 28, Pg. 1591, 1985.
Hazard InformationBack Directory
[Chemical Properties]

Slightly beige or yellow powder
[Originator]

Miradon,Schering,US,1960
[Uses]

Anisindione is a synthetic anticoagulant that prevents the formation of active procoagulation factors and proteins in the liver.
[Uses]

radiopaque agent
[Definition]

ChEBI: A cyclic beta-diketone consisting of indane-1,3-dione having a 4-methoxyphenyl substituent at the 4-position.
[Manufacturing Process]

To a hot solution of 20.6 g of sodium in 400 ml of absolute ethanol, there is added a solution of 110 g of phthalide and 110 g of p-methoxybenzaldehyde. A vigorous reaction ensues and one-half of the alcohol is distilled off over a two hour period. Ice and water are added to the red solution and the diluted solution is acidified with hydrochloric acid. The resulting gum solidifies and the aqueous phase is removed by decantation. The crude solid is recrystallized twice from two liters of ethanol yielding 2-(p-methoxyphenyl)-1,3-indandione as pale yellow crystals, MP 155-156°C.
[Brand name]

Miradon (Schering).
[Therapeutic Function]

Anticoagulant
[General Description]

Anisindione, 2-(p-methoxyphenyl)-1,3-indandione, 2-(p-anisyl)-1,3-indandione (Miradon), is ap-methoxy congener of phenindione. It is a white, crystallinepowder, slightly soluble in water, tasteless, and absorbedwell after oral administration.
In instances when the urine may be alkaline, an orangecolor may be detected. This is caused by metabolic productsof anisindione and is not hematuria.
[storage]

Store at -20°C
[Purification Methods]

Crystallise anisidinone from acetic acid or EtOH. [Horeau & Jacqius Bull Soc Chim Fr 53 1948, Koelsch J Am Chem. Soc 58 1331 1936, Beilstein 8 III 2931.]
Spectrum DetailBack Directory
[Spectrum Detail]

2-P-ANISYL-1,3-INDANDIONE(117-37-3)1HNMR
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