73304-09-3

Basic information

• Product Name: [4-(benzyloxy)-3-bromo-5-methoxyphenyl]methanol
• Synonyms: [4-(benzyloxy)-3-bromo-5-methoxyphenyl]methanol
• CAS NO: 73304-09-3
• Molecular Weight: 323.186
• Mol File: 73304-09-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [4-(benzyloxy)-3-bromo-5-methoxyphenyl]methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(benzyloxy)-3-bromo-5-methoxyphenyl]methanol(73304-09-3)
• EPA Substance Registry System: [4-(benzyloxy)-3-bromo-5-methoxyphenyl]methanol(73304-09-3)

Safety Data

• Hazardous Substances Data: 73304-09-3(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 121-33-5 vanillin 
• 2556-04-9 4-(benzyloxy)-3-bromo-5-methoxybenzaldehyde 

Downstream Products

• 436-05-5 (±)-curine 
• 86639-27-2 β-<4-benzyloxy-5-bromo-3-methoxyphenyl>ethylamine 

Relevant articles and documents

The taming of capsaicin. Reversal of the vanilloid activity of N-acylvanillamines by aromatic iodination

Aromatic iodination ortho to the phenolic hydroxyl reverts the activity of the ultrapotent vanilloid agonist resiniferatoxin (RTX, 1a), generating the ultrapotent antagonist 5′-iodoRTX (1b). To better understand the role of iodine in this remarkable switch of activity, a systematic investigation on the halogenation of vanillamides, a class of compounds structurally simpler than resiniferonoids, was carried out. The results showed that (a) the antagonistic activity depends on the site of halogenation and is maximal at C-6′, (b) iodine is more efficient than chlorine and bromine at reverting the agonistic activity, and (c) iodine-carbon exchange decreases antagonist activity. Iodine-induced reversal of vanilloid activity was also observed in vanillamides more powerful than capsaicin, but a poor correlation was found between agonistic and antagonistic potencies, suggesting that differences exist in the way vanillamides and their 6′-iodo derivatives bind to TRPV1.″