Benziodarone

Originator

Amplivix,Sigma-Tau

The Uses of Benziodarone

Benziodarone is a uricosuric drug,it is used to effectively to control hyperuricemia in renal transplantation.

Background

Benziodarone is a uricostatic and a uricosuric agent which is sold also under the name Amplivex-Labaz. It is used in the treatment of gout . It was withdrawn from France markets and British markets due to its effects causing Jaundice in patients .

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-.

Metabolism

Not Available