537-52-0

Basic information

• Product Name: Benzoic acid 4-(acetylamino)phenyl ester
• Synonyms: Benzoic acid 4-(acetylamino)phenyl ester;N-[4-(Benzoyloxy)phenyl]acetamide;p-Hydroxyacetanilide benzoate
• CAS NO: 537-52-0
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.27
• Mol File: 537-52-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 171°C
• Boiling Point: 398.5°C (rough estimate)
• Appearance: /
• Density: 1.1654 (rough estimate)
• Refractive Index: 1.5500 (estimate)
• Water Solubility: 17mg/L(37 oC)
• CAS DataBase Reference: Benzoic acid 4-(acetylamino)phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid 4-(acetylamino)phenyl ester(537-52-0)
• EPA Substance Registry System: Benzoic acid 4-(acetylamino)phenyl ester(537-52-0)

Safety Data

• Hazardous Substances Data: 537-52-0(Hazardous Substances Data)

Upstream product

• 103-90-2 4-acetaminophenol 
• 100-52-7 benzaldehyde 
• 100-02-7 4-nitro-phenol 
• 93-97-0 benzoic acid anhydride 
• 98-88-4 benzoyl chloride 

Downstream Products

• 76514-87-9 MoO₂(C₆H₅COOC₆H₄N(O)COCH₃)2 
• 610-81-1 4-hydroxy-2-nitroaniline 
• 2782-40-3 N-butylbenzamide 
• 103-90-2 4-acetaminophenol 
• 118828-85-6 2,6-dinitro-4-acetylaminophenol 

Relevant articles and documents

One drop chemical derivatization - DESI-MS analysis for metabolite structure identification

Structural elucidation of metabolites is an important part during the discovery and development process of new pharmaceutical drugs. Liquid Chromatography (LC) in combination with Mass Spectrometry (MS) is usually the technique of choice for structural identification but cannot always provide precise structural identification of the studied metabolite (e.g. site of hydroxylation and site of glucuronidation). In order to identify those metabolites, different approaches are used combined with MS data including nuclear magnetic resonance, hydrogen/deuterium exchange and chemical derivatization followed by LC-MS. Those techniques are often time-consuming and/or require extra sample pre-treatment. In this paper, a fast and easy to set up tool using desorption electrospray ionization-MS for metabolite identification is presented. In the developed method, analytes in solution are simply dried on a glass plate with printed Teflon spots and then a single drop of derivatization mixture is added. Once the spot is dried, the derivatized compound is analyzed. Six classic chemical derivatizations were adjusted to work as a one drop reaction and applied on a list of compounds with relevant functional groups. Subsequently, two successive reactions on a single spot of amoxicillin were tested and the methodology described was successfully applied on an in vitro incubated alprazolam metabolite. All reactions and analyses were performed within an hour and gave useful structural information by derivatizing functional groups, making the method a time-saving and efficient tool for metabolite identification if used in addition or in some cases as an alternative to common methods.

Acetaminophen prodrugs. I. Synthesis, physicochemical properties, and analgesic activity.

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