1528768-69-5

Basic information

• Product Name: 2-phenyl-1,3-dioxan-5-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate
• Synonyms: 2-phenyl-1,3-dioxan-5-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate
• CAS NO: 1528768-69-5
• Molecular Weight: 578.449
• Mol File: 1528768-69-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-phenyl-1,3-dioxan-5-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-1,3-dioxan-5-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate(1528768-69-5)
• EPA Substance Registry System: 2-phenyl-1,3-dioxan-5-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate(1528768-69-5)

Safety Data

• Hazardous Substances Data: 1528768-69-5(Hazardous Substances Data)

Upstream product

• 15307-86-5 [2-(2,6-dichloroanilino)phenyl]acetic acid 
• 1402923-75-4 2-phenyl-1,3-dioxan-5-yl 4-hydroxybenzoate 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 1528768-70-8 2-phenyl-1,3-dioxan-5-yl 4-acetoxybenzoate 

Downstream Products

• 1528768-74-2 1,3-dihydroxypropan-2-yl 4-(2-(2-((2,6-dichlorophenyl)amino)phenyl)acetoxy)benzoate 

Relevant articles and documents

The Hydrolysis of Diclofenac Esters: Synthetic Prodrug Building Blocks for Biodegradable Drug-Polymer Conjugates

Degradation reactions on diclofenac-monoglycerides (3a,b), diclofenac-(p-hydroxybenzoate)-2-monoglyceride (3c), diclofenac (1), and diclofenac lactam (4) were performed at 37°C in isotonic buffer solutions (apparent pH range 1-8) containing varying concentrations of acetonitrile (ACN). The concentration remaining of each analyte was measured versus time. Diclofenac-monoglycerides and diclofenac-(p-hydroxybenzoate)-2-monoglyceride (3c) were both found to undergo facile and complete hydrolysis in pH 7.4 isotonic phosphate buffer/10% ACN. Under mildly acidic, neutral or alkaline conditions, diclofenac-(p-hydroxybenzoate)-2-monoglyceride (3c) had the fastest hydrolysis rate (t1/2 = 3.23 h at pH 7.4), with simultaneous formation of diclofenac lactam (4) and diclofenac (1). Diclofenac-monoglycerides (3a,b) hydrolyzed more slowly under the same conditions, to again yield both diclofenac (1) and diclofenac lactam (4). There was also transesterification of diclofenac-2-monoglyceride (3b) to its regioisomer, diclofenac-1-monoglyceride (3a) across the pH range. Diclofenac was shown to be stable in neutral or alkaline conditions but cyclized to form the lactam (4) in acidic conditions. Conversely, the lactam (4) was stable under acidic conditions but was converted to an unknown species under alkaline or neutral conditions.