1393556-60-9

Basic information

• Product Name: C₁₅H₁₆N₂O₄
• Synonyms: C₁₅H₁₆N₂O₄
• CAS NO: 1393556-60-9
• Molecular Weight: 288.303
• Mol File: 1393556-60-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₅H₁₆N₂O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₁₆N₂O₄(1393556-60-9)
• EPA Substance Registry System: C₁₅H₁₆N₂O₄(1393556-60-9)

Safety Data

• Hazardous Substances Data: 1393556-60-9(Hazardous Substances Data)

Upstream product

• 90-05-1 2-methoxy-phenol 
• 102-56-7 2,5-dimethoxyaniline 
• 2785-98-0 2,5-dimethoxybenzoic acid 
• 2150-40-5 methyl 2,5-dimethoxybenzoate 

Relevant articles and documents

Synthesis of novel azo-resveratrol, azo-oxyresveratrol and their derivatives as potent tyrosinase inhibitors

Ten azo compounds including azo-resveratrol (5) and azo-oxyresveratrol (9) were synthesized using a modified Curtius rearrangement and diazotization followed by coupling reactions with various phenolic analogs. All synthesized compounds were evaluated for their mushroom tyrosinase inhibitory activity. Compounds 4 and 5 exhibited high tyrosinase inhibitory activity (56.25% and 72.75% at 50 μM, respectively). The results of mushroom tyrosinase inhibition assays indicate that the 4-hydroxyphenyl moiety is essential for high inhibition and that 3,5-dihydroxyphenyl and 3,5-dimethoxyphenyl derivatives are better for tyrosinase inhibition than 2,5-dimethoxyphenyl derivatives. Particularly, introduction of hydroxyl or methoxy group into the 4-hydroxyphenyl moiety diminished or significantly reduced mushroom tryosinase inhibition. Among the synthesized azo compounds, azo-resveratrol (5) showed the most potent mushroom tyrosinase inhibition with an IC50 value of IC50 = 36.28 ± 0.72 μM, comparable to that of resveratrol, a well-known tyrosinase inhibitor.