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4-Aminophenol is a building block used in organic chemistry. Prominently, it is the final intermediate in the industrial synthesis of paracetamol. Treating 4-aminophenol with acetic anhydride gives paracetamol: [8] [9] [10] It is a precursor to amodiaquine, mesalazine, AM404, parapropamol, B-86810 & B-87836 (c.f. WO 2001042204 ).
Paracetamol inhibits prostaglandin synthesis by reducing the active form of COX-1 and COX-2 enzymes. This occurs only when the concentration of arachidonic acid and peroxides is low. Under these conditions, COX-2 is the predominant form of cyclooxygenase, which explains the apparent COX-2 selectivity of paracetamol.
4-Nitrophenol is an intermediate in the synthesis of paracetamol. It is reduced to 4-aminophenol, then acetylated with acetic anhydride. [6] 4-Nitrophenol is used as the precursor for the preparation of phenetidine and acetophenetidine, indicators, and raw materials for fungicides. Bioaccumulation of this compound rarely occurs.
An industrial synthesis of paracetamol developed by Hoechst–Celanese involves the conversion of a methyl ketone to an acetanilide via a Beckmann rearrangement. [15] The thermal rearrangement that occurs in the synthesis of ketamine was claimed to be a Beckmann rearrangement according to: url.
In organic chemistry, an amide, [1] [2] [3] also known as an organic amide or a ... as well as many drugs like paracetamol, ... of the formyl group in the synthesis ...
Acetanilide can be produced by reacting acetic anhydride with aniline: [7]. C 6 H 5 NH 2 + (CH 3 CO) 2 O → C 6 H 5 NHCOCH 3 + CH 3 COOH. The preparation used to be a traditional experiment in introductory organic chemistry lab classes, [8] but it has now been widely replaced by the preparation of either paracetamol or aspirin, both of which teach the same practical techniques (especially ...
AM404, also known as N-arachidonoylphenolamine, [1] [2] is an active metabolite of paracetamol (acetaminophen), responsible for all or part of its analgesic action [3] and anticonvulsant effects. [4] Chemically, it is the amide formed from 4-aminophenol and arachidonic acid. AM404 is one of the AM cannabinoids discovered by Alexandros ...
English: The direct, one-pot synthesis of paracetamol from hydroquinone and ammonium acetate as described in Green Chem., 2014,16, 2997-3002. Date: 31 January 2021: