2-HYDROXYBENZOIC ACID 4-(ACETYLAMINO)PHENYL ESTER

Chemical properties

solid

Originator

Acetaminosal ,ZYF Pharm Chemical

The Uses of 2-HYDROXYBENZOIC ACID 4-(ACETYLAMINO)PHENYL ESTER

Analgesic; antipyretic.

Definition

ChEBI: Acetaminosalol is a carbonyl compound.

Manufacturing Process

2 Methods of producing of acetyl salicylic acid ester of N-acetyl-paminophenol:
1. 65.0 g 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 10°-15°C. To the solution obtained, 75.0 g of acetyl salicylic chloride were added with vigorous stirring over a period of 0.5 h, 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 0.5 h during which time the crude product separated out. The acetyl salicylic acid ester of N-acetyl-p-aminophenol was filtered off, washed thoroughly with water and recrystallised from ethanol.
2. 65.0 g of sodium N-acetyl-p-aminophenol were slurried with 500.0 g of dry benzene and 80.0 g of acetyl salicylic chloride added. The mixture was heated under reflux for 4 h and filtered hot. The excess benzene was removed under vacuum and the crude acetyl salicylic acid ester of N-acetyl-p-aminophenol crystallized from ethanol.

brand name

Acephen (G & W); Infants’ Feverall (Actavis); Injectapap (Ortho-McNeil); Neopap (Polymedica); Tylenol (McNeil).

Therapeutic Function

Analgesic, Antineuralgic, Antirheumatic, Antipyretic