Stability of Aqueous Solutions of N-Acetyl-p-aminophenol

Kinetic Salt Effect in Pharmaceutical Investigations

“…Examples of this are hydrolysis of the following compounds in aqueous solution: streptozotocin (12), streptovaricin (1 3), diethylaminoethylsalicylate hydrochloride (14), acetylsalicylic acid anhydride (19, procaine hydrochloride (16, 17), chloramphenicol (18), N-acetyl-p-aminophenol (19), chlorobutanol (20), ascorbic acid (21, 22), phenobarbital (23), idoxuridine (24), penicillin at low pH (25), morphine (26), cycloserine (27), and hydroxocobalamin (28).…”

Degradation Pathways

“…3.9). The shelf-life (t 90 ) of acetaminophen in an aqueous solution has been estimated to be over 3 years at pH 6 and 25 C [11]. …”

Migration behaviour and separation of acetaminophen and p-aminophenol in capillary zone electrophoresis: Analysis of drugs based on acetaminophen

“…AC has only one functional group relevant to acid-base equilibrium in aqueous solution, the phenolic group (pK a = 9.56 [27]); the acetamino group can only be hydrolyzed under prolonged heating with either acid or basic catalysis [3,28]. PAP has two functional groups, each in acid-basic equilibrium, namely an amino group (pK a = 5.5 [29]) and a phenolic group.…”

“…Under strong conditions (heat, pH, etc.) AC is slowly hydrolysed to a mixture of p-aminophenol (PAP) and acetic acid [3][4][5]. This reaction can also be carried out by enzymatic cleavage.…”