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ChemicalBook--->CAS DataBase List--->68-90-6

68-90-6

68-90-6 Structure

68-90-6 Structure
IdentificationBack Directory
[Name]

BENZIODARONE
[CAS]

68-90-6
[Synonyms]

l2329
Dilaf
Corofam
carofam
Vasilar
algocor
amplivix
cardivix
2329labaz
Retrangor
NSC 82133
Dilacoron
dilafurane
dila-vasal
benziodaron
BENZIODARONE
Benzoiodarone
coronal-crinos
aethyl-2-(3’,5’-dijod-4’-oxybenzoyl)-3cumaron
3-(3,5-diiodo-4-hydroxybenzoyl)-2-ethyl-benzofura
2-Ethyl-3-(4-hydroxy-3,5-diiodobenzoyl)benzofuran
2-Ethyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran
2-Ethyl-3-(3,5-diiodo-4-hydroxybenzoyl)-3-couMarone
2-ethyl-3-(3’,5’-diiodo-4’-hydroxybenzoyl)-cumarone
3,5-diiodo-4-hydroxyphenyl2-ethyl-3-benzofuranylketone
ketone,3,5-diiodo-4-hydroxyphenyl2-ethyl-3-benzofuranyl
2-Ethyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl ketone
(2-Ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)Methanone
(2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone
Methanone, (2-ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)-
(2-ethyl-1-benzofuran-3-yl)-(4-hydroxy-3,5-diiodophenyl)methanone
(2-ethyl-1-benzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone
[EINECS(EC#)]

200-695-2
[Molecular Formula]

C17H12I2O3
[MDL Number]

MFCD00868246
[MOL File]

68-90-6.mol
[Molecular Weight]

518.08
Chemical PropertiesBack Directory
[Melting point ]

167°
[density ]

1.9173 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
[form ]

Solid
[color ]

Beige
[Water Solubility ]

5.881mg/L(20 ºC)
[CAS DataBase Reference]

68-90-6
Hazard InformationBack Directory
[Uses]

A uricosuric drug. It is used to effectively to control hyperuricemia in renal transplantation.
[Originator]

Amplivix,Sigma-Tau
[Definition]

ChEBI:Benziodarone is an aromatic ketone.
[Manufacturing Process]

The starting product 2-ethyl-3-benzofuranyl p-hydroxyphenyl ketone (benzaron) was prepared in 4 steps:
1. First step was a reaction of salicylic aldehyde with chloroacetone to produce 2-acetyl-1-benzofuran.
2. It was reduced by hydrazine hydrate in an alkaline medium by process of Hyuang-Minlon, J.A.C.S., 1946, 68, 2487 to give 2-ethyl-1-benzofurane.
3. 2-Ethyl-3-(4-methoxybenzoyl)-1-benzofuran was obtained from 2-ethyl-1- benzofuran and 4-methoxy-benzoylchloride in a presence of tin tetrachloride. 4. It was heated with pyridine hydrochloride at 200°-220°C to give 2-ethyl-3- benzofuranyl p-hydroxyphenyl ketone (benzaron) as described in N.P.B.Hoi, C.Beaudet; US Patent No. 3,012,042; Dec. 5, 1961.
Benzaron (1 part) was dissolved in a very slight excess of 3% caustic soda. To this solution is gradually added a slight excess of iodine dissolved in a 25% aqueous solution of potassium iodide. The resultant solution is acidified with a 20% solution of sodium bisulphite, centrifuged, washed with water and then recrystallized in acetic acid to give of 2-ethyl-3-benzofuranyl 4-hydroxy-3,5- diiodophenyl ketone. MP: 167°C.
[Therapeutic Function]

Coronary vasodilator, Uricosuric
Safety DataBack Directory
[HS Code ]

2906.19.5000
[Safety Profile]

A poison bj7 intraperitoneal and intravenous routes. Moderately toxic by ingestion. A flammable liquid. When heated to decomposition it emits toxic vapors of I-.
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