21461-12-1

Basic information

• Product Name: 5-[(4-chlorophenyl)azo]salicylic acid
• Synonyms: 5-[(4-chlorophenyl)azo]salicylic acid;4-Hydroxy-4'-chloroazobenzene-3-carboxylic acid;5-(4-Chlorophenylazo)-2-hydroxybenzoic acid;5-[(4-Chlorophenyl)azo]-2-hydroxybenzoic acid;Einecs 244-397-0
• CAS NO: 21461-12-1
• Molecular Formula: C₁₃H₉ClN₂O₃
• Molecular Weight: 276.67516
• EINECS: 244-397-0
• Mol File: 21461-12-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 443.2°Cat760mmHg
• Flash Point: 221.9°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 5-[(4-chlorophenyl)azo]salicylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[(4-chlorophenyl)azo]salicylic acid(21461-12-1)
• EPA Substance Registry System: 5-[(4-chlorophenyl)azo]salicylic acid(21461-12-1)

Safety Data

• Hazardous Substances Data: 21461-12-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H9ClN2O3/c14-8-1-3-9(4-2-8)15-16-10-5-6-12(17)11(7-10)13(18)19/h1-7,15H,(H,18,19)/b16-10+

Upstream product

• 54-21-7 sodium salicylate 
• 106-47-8 4-chloro-aniline 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 69-72-7 salicylic acid 

Downstream Products

• 21460-92-4 5-(4-chloro-phenylazo)-2-hydroxy-benzoic acid methyl ester 
• 21460-93-5 5-(4-chloro-phenylazo)-2-hydroxy-benzoic acid ethyl ester 

Relevant articles and documents

Synthesis, characterization and radical scavenging activity of aromatic amine conjugates of 5-Aminosalicylic acid

5-Aminosalicylic acid is an anti-inflammatory drug used in the treatment of inflammatory bowel diseases including ulcerative colitis and Crohn's disease. Due to its rapid and extensive absorption in the upper gastro-intestinal tract, substantial amount of 5-aminosalicylic acid is already lost before reaching the site of action, i.e. the colon. In order to prevent this loss of drug, carrier linked prodrug approach has been used and azo prodrugs have been synthesized with a purpose of colon targeting. The present research describes the synthesis and characterization of azo prodrugs of 5-aminosalicylic acid with aromatic amines. The synthesized prodrugs were tested for antioxidant activity using DPPH (2,2-diphenyl-1-picrylhydrazy1) free radical scavenging activity. All the synthesized compounds were found to possess mild to moderate radical scavenging activity.