56522-51-1

Basic information

• Product Name: 2-bromo-5-hydroxy-4-methoxyphenethylamine
• Synonyms: 2-bromo-5-hydroxy-4-methoxyphenethylamine
• CAS NO: 56522-51-1
• Molecular Weight: 246.104
• Mol File: 56522-51-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-bromo-5-hydroxy-4-methoxyphenethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-5-hydroxy-4-methoxyphenethylamine(56522-51-1)
• EPA Substance Registry System: 2-bromo-5-hydroxy-4-methoxyphenethylamine(56522-51-1)

Safety Data

• Hazardous Substances Data: 56522-51-1(Hazardous Substances Data)

Upstream product

• 444575-77-3 2-bromo-5-hydroxy-4-methoxybenzeneacetaldehyde 
• 2973-59-3 2-bromoisovanillin 
• 81038-48-4 2-bromo-4-methoxy-5-hydroxylphenylacetic acid 
• 56952-05-7 (2-bromo-5-hydroxy-4-methoxy-phenyl)-acetic acid methyl ester 
• 1131-94-8 homoisovanillic acid 
• 862794-28-3 2-bromo-5-hydroxy-4-methoxyphenylacetamide 
• 444575-78-4 2-bromo-5-hydroxy-4-methoxybenzeneacetaldehyde oxime 
• 252186-55-3 4-bromo-2-methoxy-5-(2-nitroethenyl)phenol 

Downstream Products

• 862794-30-7 N-(2-bromo-5-hydroxy-4-methoxyphenethyl)-N-(3-bromo-4-hydroxybenzyl)formamide 
• 113756-46-0 1,2,3,4-tetrahydro-1-(3',4'-dihydroxybenzyl)-7-methoxy-N-methylisoquinolin-8-ol 
• 365571-98-8 N-[2-(2-bromo-5-hydroxy-4-methoxyphenyl)-ethyl]-N-[(4-hydroxyphenyl)methyl]-formamide 
• 365571-97-7 4-bromo-5-[N-[(4-hydroxyphenyl)methyl]-2-aminoethyl]-2-methoxyphenol 

Relevant articles and documents

Galanthamine analogs: 6H-benzofuro[3a,3,2,-e,f][1]benzazepine and 6H-benzofuro[3a,3,2-e,f][3]benzazepine

The known cholinesterase inhibitory capability of the Amarylidaceae alkaloid galanthamine prompted preparation of analogs in which the position of the nitrogen within the azepine ring is altered. The analogs 6H-benzofuro[3a,3,2-e,f][1]benzazepine and 6H-benzofuro[3a,3,2-e,f][3] benzazepine were prepared in 19 and 2.5%, respectively, following Kametani and Shimizu approaches, respectively. The aniline derivative 6H-benzofuro[3a,3,2-e, f][1]benzazepine failed to undergo most of the reactions typical for galanthamine. Thus, it neither oxidized to the analogous narwedine, nor epimerized to the analogous epigalanthamine, nor reduced to the lycoramine analog, under the conditions used for galanthamine.

Synthesis of (±)-6H-benzofuro[3a,3,2,ef][3]benzazepine: An unnatural analog of (-)-galanthamine

The first total synthesis of an unnatural analog of the anti-Alzheimer drug (-)-galanthamine has been accomplished using K3[Fe(CN)]6 in the key step to build up the heterocyclic ring system via an oxidative tandem cyclization.