BENZIODARONE
BENZIODARONE Basic information
- Product Name:
- BENZIODARONE
- Synonyms:
-
- BENZIODARONE
- 2-Ethyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl ketone
- Vasilar
- 2329labaz
- 2-ethyl-3-(3’,5’-diiodo-4’-hydroxybenzoyl)-cumarone
- 3-(3,5-diiodo-4-hydroxybenzoyl)-2-ethyl-benzofura
- 3,5-diiodo-4-hydroxyphenyl2-ethyl-3-benzofuranylketone
- aethyl-2-(3’,5’-dijod-4’-oxybenzoyl)-3cumaron
- CAS:
- 68-90-6
- MF:
- C17H12I2O3
- MW:
- 518.08
- EINECS:
- 200-695-2
- Product Categories:
-
- Aromatics
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 68-90-6.mol
BENZIODARONE Chemical Properties
- 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
BENZIODARONE Usage And Synthesis
Originator
Amplivix,Sigma-Tau
Uses
Benziodarone is a uricosuric drug,it is used to effectively to control hyperuricemia in renal transplantation.
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 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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