BENORILATE

Description

Benorylate is the acetaminophen ester of acetylsalicylic acid, designed to provide a less irritating form of aspirin. Gastrointestinal blood loss in patients taking benorylate is less than that during therapy with soluble aspirin. Benorylate has been found to be as effective as aspirin for the treatment of chronic rheumatic disorders.

Originator

Benortan,Winthrop,Switz.

The Uses of BENORILATE

Benorilate is a codrug of Acetylsalicylic Acid (A187780) and Acetaminophen (A161220) and is used as an anti-inflammatory and antipyretic medication.

Definition

ChEBI: Benorilate is a carbonyl compound.

Manufacturing Process

Example 1: 65 grams of N-acetyl-p-aminophenol were slurried with 400 ml of water and cooled to 10°C. 125 ml of 20% sodium hydroxide were slowly added to the mixture with stirring, the temperature being maintained between 10°and 15°C. To the solution obtained, 75 grams of acetyl salicoyl chloride were added with vigorous stirring over a period of 1/2 hr, the solution being maintained at a temperature of about 10°C. Towards the end of the reaction the pH was checked and adjusted to greater than 10 by the addition of a small amount of 20% sodium hydroxide. After all the acid chloride had been added, vigorous stirring was continued for half an hour during which time the crude product separated out. This product was filtered off, washed thoroughly with water and recrystallized from ethanol.
Example 2: 65 grams of sodium N-acetyl-p-aminophenol were slurried with 500 grams of dry benzene and 80 grams of acetyl salicoyl chloride added. The mixture was heated under reflux for four hours and filtered hot. The excess benzene was removed under vacuum and the crude acetyl salicyclic acid ester of N-acetyl-p-aminophenol crystallized from ethanol.

brand name

Benoral (Sterling Winthrop);Benolat;Benorile;Benotamol;Bentum;Doline;Durium;Duvium;Faw 76;Quinexin;Sinalgin;Spierifex;Triadol;Vetedol;Win 11450;Winolate;Winorlate;Winorylate;Winrolate;Wiolate.

Therapeutic Function

Analgesic, Antiinflammatory, Antipyretic

World Health Organization (WHO)

Benorilate is the acetylsalicylic ester of paracetamol. See WHO comment for acetylsalicylic acid.

Metabolism

Not Available