134-55-4

Usage

Uses

Used in Pharmaceutical Industry:
Phenyl O-acetylsalicylate is used as an analgesic for the relief of mild to moderate pain, such as headaches, muscle aches, and menstrual cramps. Its antipyretic properties make it suitable for reducing fever. Additionally, its anti-inflammatory effects are utilized in managing inflammation associated with various conditions.
Used in Healthcare:
Phenyl O-acetylsalicylate is used as a therapeutic agent under the guidance of healthcare professionals to ensure safe and effective use. It is important to consider potential side effects, such as gastrointestinal irritation, bleeding, and allergic reactions, and to use the compound cautiously.

InChI:InChI=1/C15H12O4/c1-11(16)18-14-10-6-5-9-13(14)15(17)19-12-7-3-2-4-8-12/h2-10H,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 118-55-8 phenyl Salicylate 
• 1529-17-5 phenyltrimethylsilyl ether 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 50-78-2 aspirin 
• 98-80-6 phenylboronic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 835-11-0 2,2'-dihydroxybenzophenone 
• 13110-96-8 5-acetylsalicylic acid 
• 52803-54-0 2-hydroxy-3,5-dinitro-benzoic acid-(4-nitro-phenyl ester) 
• 52040-46-7 2-hydroxy-3,5-dinitro-benzoic acid phenyl ester 
• 616-71-7 2-Hydroxy-5-nitrobenzoesaeurephenylester 
• 118-55-8 phenyl Salicylate 
• 50-78-2 aspirin 
• 64-19-7 acetic acid 
• 98-86-2 acetophenone 
• 69-72-7 salicylic acid 
• 108-95-2 phenol 
• 75-36-5 acetyl chloride 

Relevant academic research and scientific papers

Cu(OTf)2-mediated Chan-Lam reaction of carboxylic acids to access phenolic esters

A Cu(OTf)2-mediated Chan-Lam reaction of carboxylic acids with arylboronic acids is described. It represents a facile and practical methodology to access phenolic esters in moderate to good yields. The procedure tolerates a series of functional groups, such as methoxycarbonyl, acetoxy, free phenolic hydroxyl, vinyl, nitro, trifluoromethyl, methoxyl, bromo, chloro, iodo, and acetyl groups.

Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs

A series of glycolamide, glycolate, (acyloxy)methyl, alkyl, and aryl esters of acetylsalicylic acid (aspirin) were synthesized and evaluated as potential prodrug forms of aspirin. N,N-Disubstituted glycolamide esters were found to be rapidly hydrolized in human plasma, resulting in the formation of aspirin as well as the corresponding salicylate esters. These in turn hydrolyzed rapidly to salicylic acid. The largest amount of aspirin formed from the esters were 50 and 55% in case of the N,N-dimethyl- and N,N-diethylglycolamide esters, respectively. Similar results were obtained in blood with the N,N-dimethyl- and N,N-diethylglycolamide esters. Unsubstituted and monosubstituted glycolamide esters as well as most other esters previously suggested to be aspirin prodrugs were shown to hydrolyze exclusively to the corresponding salicylic acid esters. Lipophilicity parameters and water solubilities of the esters were determined, and structural factors favoring ester prodrug hydrolysis at the expense of deacetylation to yield salicylate ester are discussed. The properties of some N,N-disubstituted glycolamide esters of aspirin are highlighted with respect to their use as potential aspirin prodrugs.