2-HYDROXYBENZOIC ACID 4-(ACETYLAMINO)PHENYL ESTER Property

Melting point:

187°

Stability:

Stable. Incompatible with strong oxidizing agents.

LogP

2.562 (est)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

2-HYDROXYBENZOIC ACID 4-(ACETYLAMINO)PHENYL ESTER Chemical Properties,Usage,Production

Chemical Properties

solid

Originator

Acetaminosal ,ZYF Pharm Chemical

Uses

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