20723-85-7

Basic information

• Product Name: 2-methoxyphenyl 2-[(2,3-dimethylphenyl)amino]benzoate
• CAS NO: 20723-85-7
• Molecular Formula: C₂₂H₂₁NO₃
• Molecular Weight: 347.407
• Mol File: 20723-85-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 527.5°C at 760 mmHg
• Flash Point: 272.8°C
• Density: 1.175g/cm³
• Vapor Pressure: 3.24E-11mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 2-methoxyphenyl 2-[(2,3-dimethylphenyl)amino]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxyphenyl 2-[(2,3-dimethylphenyl)amino]benzoate(20723-85-7)
• EPA Substance Registry System: 2-methoxyphenyl 2-[(2,3-dimethylphenyl)amino]benzoate(20723-85-7)

Safety Data

• Hazardous Substances Data: 20723-85-7(Hazardous Substances Data)

Upstream product

• 61-68-7 mefenamic Acid 
• 90-05-1 2-methoxy-phenol 
• 13052-77-2 sodium 2-methoxyphenolate 

Relevant articles and documents

Characterization of mefenamic acid-guaiacol ester: stability and transport across Caco-2 cell monolayers.

PURPOSE: Prodrug of non-steroidal anti-inflammatory drugs (NSAIDs) or NSAIDs linked with guaiacol have been reported to suppress gastrointestinal (GI) toxicity or induce GI protective effect. In this study. mefenamic-guaiacol ester was synthesized and its physicochemical properties. stability, and transport across Caco-2 monolayers were investigated. METHODS: Synthesis of the ester was carried out using mefenamic acid, guaiacol. N. N'-dimethylaminopyridine, and N,N'dicyclohexylcarbodiimide. The hydrolysis of the ester was investigated in aqueous buffer solutions pH 1-12 as well as in Caco-2 homogenate, human plasma, and porcine liver esterase. Caco-2 cell monolayers were utilized for transport studies. Due to the high lipophilicity of the ester with a calculated logP of 6.15, bovine serum albumin (BSA, 4%) was included in the receiver compartment to obtain a good in vitro-in vivo correlation. Permeation of the ester was assessed with or without the exposure of cells to PMSF, an inhibitor of esterase. RESULTS: The ester was stable at a wide pH range from 1-10. However, it was hydrolyzed by enzymes from porcine liver esterase and Caco-2 homogenate. With the PMSF exposure on the apical (AP) side and in the presence of 4% BSA on the basolateral (BL) side, the transported amount of the ester from AP-to-BL direction was 14.63% after 3 hr with a lag time of 23 min. The Papp for the ester was 4.72 x 10(-6) cm s(-1). CONCLUSION: The results from hydrolysis studies indicate that this ester is a prodrug. The Papp value suggests the moderate absorption characteristic of the compound. The accumulation of this highly lipophilic ester in Caco-2 cells is reduced in the presence of BSA.