55482-89-8

Basic information

• Product Name: guacetisal
• Synonyms: guacetisal;broncaspin;Guaiacol O-acetylsalicylate;GUACETISALUM;2-Methoxyphenyl 2-acetoxy-benzoate;Guaiaspir;2-Acetyloxybenzenecarboxylic acid 2-methoxyphenyl ester;Guacetisal (Aspirin)
• CAS NO: 55482-89-8
• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28
• EINECS: 259-663-1
• Mol File: 55482-89-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 71-73 °C(Solv: ethanol (64-17-5))
• Boiling Point: 463.8 °C at 760 mmHg
• Flash Point: 207.2 °C
• Appearance: /
• Density: 1.22 g/cm³
• Vapor Pressure: 8.84E-09mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C
• CAS DataBase Reference: guacetisal(CAS DataBase Reference)
• NIST Chemistry Reference: guacetisal(55482-89-8)
• EPA Substance Registry System: guacetisal(55482-89-8)

Safety Data

• Hazardous Substances Data: 55482-89-8(Hazardous Substances Data)

Usage

General Description

Guacetisal is a nonsteroidal anti-inflammatory drug (NSAID) that is a combination of aspirin and acetaminophen. It is used to relieve mild to moderate pain and reduce fever. The aspirin component works by reducing inflammation and blocking the production of certain natural substances that cause pain and fever, while the acetaminophen component works by increasing the pain threshold and reducing fever. Guacetisal is commonly used to treat conditions such as headaches, muscle aches, arthritis, and menstrual cramps. However, it should be used cautiously in individuals with a history of gastrointestinal bleeding, liver disease, or kidney disease, and should not be taken in combination with other NSAIDs or certain medications that increase the risk of bleeding.

InChI:InChI=1/C16H14O5/c1-11(17)20-13-8-4-3-7-12(13)16(18)21-15-10-6-5-9-14(15)19-2/h3-10H,1-2H3

Upstream product

• 79365-16-5 2-(2'-methoxyphenoxy)benzonitrile 
• 21905-73-7 2-carboxy-2'-methoxydiphenyl ether 
• 87-16-1 2-methoxyphenyl 2-hydroxybenzoate 
• 108-24-7 acetic anhydride 
• 90-05-1 2-methoxy-phenol 
• 50-78-2 aspirin 
• 6689-37-8 1-methoxy-2-trimethylsilyloxybenzene 
• 5538-51-2 O-acetylsalicyloyl chloride 
• 75-36-5 acetyl chloride 

Downstream Products

• 90-05-1 2-methoxy-phenol 
• 69-72-7 salicylic acid 

Relevant articles and documents

Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis

We have developed a highly efficient aryl migration from an aryl ether to a carboxylic acid group through retro-Smiles rearrangement by visible-light photoredox catalysis at ambient temperature. Transition metals and a stoichiometric oxidant and base are avoided in the transformation. Inspired by the high efficiency of this transformation and the fundamental importance of C?O bond cleavage, we developed a novel approach to the C?O cleavage of a biaryl ether to form two phenolic compounds, as demonstrated by a one-pot, two-step gram-scale reaction under mild conditions. The aryl migration exhibits broad scope and can be applied to the synthesis of pharmaceutical compounds, such as guacetisal. Primary mechanistic studies indicate that the catalytic cycle occurs by a reductive quenching pathway.

Enzymatic hydrolyses of acetoxy- and phenethylbenzoates by Candida cylindracea lipase

The lipase from Candida cylindracea (CCL) deacctyles rapidly and selective all three regioisomer methyl acctoxybenzoates. In the enzymatic hydrolyses of analogous aryl acctoxybenzoates, the difference of reactivity between the acetoxy and benzoloxy funcionalities is reduced and a aspirin- like prodrugs. The degree of enantioselectivity of the enzymatic hydrolysis of phenethylbenzoates is related to the position of the stereogenic center.

Aspirin Prodrugs: 2-Methyl-2-aryloxy-4H-1,3-benzodioxin-4-ones Acting as True Aspirin Prodrugs

This paper is concerned with the synthesis, physical properties and both non-enzymatic and enzymatic in vitro hydrolysis of the title compounds 5.Ten new and two known compounds 5 have been synthesized and characterized.In vitro enzymatic and non-enzymatic hydrolysis of ten compounds 5, including the two known, revealed several of them to behave as true aspirin prodrugs.