67287-38-1

Basic information

• Product Name: 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine
• Synonyms: 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine
• CAS NO: 67287-38-1
• Molecular Weight: 317.815
• Mol File: 67287-38-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine(67287-38-1)
• EPA Substance Registry System: 6-chloro-7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine(67287-38-1)

Safety Data

• Hazardous Substances Data: 67287-38-1(Hazardous Substances Data)

Upstream product

• 67287-40-5 6-bromo-7,8-dimethoxy-2,3,4,5-tetrahydro-1-phenyl-1H-3-benzazepine hydrobromide 
• 104113-80-6 6-bromo-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-58-5 6-chloro-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-36-9 2-(2-chloro-3,4-dimethoxyphenyl)ethylamine 
• 37687-57-3 2-chloro-3-hydroxy-4-methoxybenzaldehyde 
• 621-59-0 isovanillin 
• 67287-46-1 6-chloro-7,8-dimethoxy-3-cyano-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-37-0 N-(2-Hydroxy-2-phenethyl)-N-<2-(2'-chlor-3',4'-dimethoxyphenyl)-ethyl>-amin 
• 20569-49-7 7,8-dimethoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 20011-97-6 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenyl-2-hydroxyethylamine 
• 96-09-3 styrene oxide 
• 93983-13-2 2-chloro-3,4-dimethoxybenzyl alcohol 
• 5417-17-4 2-chloro-3,4-dimethoxybenzaldehyde 
• 93983-14-3 2-chloro-3,4-dimethoxybenzyl chloride 

Downstream Products

• 67287-75-6 (6-Chloro-7,8-dimethoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-furan-2-yl-methanone 
• 67287-72-3 (6-Chloro-7,8-dimethoxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-thiophen-2-yl-methanone 
• 71636-61-8 (+-)-6-chloro-7, 8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 67287-39-2 6-chloro-7,8-dihydroxy-1phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 74115-01-8 3-allyl-6-chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 67287-58-5 6-chloro-7,8-dimethoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 80751-68-4 6-Chloro-1-phenyl-3-thiophen-2-ylmethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol 
• 80751-90-2 6-Chloro-3-(2-hydroxy-ethyl)-1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 
• 71636-41-4 3-n-butyl-6-chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 74115-09-6 6-Chloro-1-phenyl-3-propyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine-7,8-diol; hydrobromide 
• 74129-74-1 6-chloro-3-ethyl-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 67287-76-7 (6-Chloro-7,8-dihydroxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-furan-2-yl-methanone 
• 67287-73-4 (6-Chloro-7,8-dihydroxy-1-phenyl-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-thiophen-2-yl-methanone 
• 74115-07-4 6-chloro-3-methyl-7,8-diacetoxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine 

Relevant articles and documents

(+/-)-3-Allyl-6-bromo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepin, a New High-Affinity D1 Dopamine Receptor Ligand: Synthesis and Structure-Activity Relationship

The 7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines form a series of compounds having a high affinity at the D1 dopamine receptor.The 6-chloro derivative has been previously shown to have enhanced affinity, selectivity, and agonist activity.In an attempt to study the effect of substitution of a 6-bromo group in place of the 6-chloro, we hawe synthesized a series of compounds and evaluaed them for their affinity for the D1 receptor.The results show that the 6-bromo derivatives have virtually identical affinities to their 6-chloro counterparts, a findingsimilar to that found in the D1 antagonist 7-halo-8-hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine series.From the present work, 3-allyl-6-bromo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine (6-Br-APB) has been identified as a suitable candidate for further in vivo studies and resolution into its active and inactive enantiomers.

Dopaminergic activity of substituted 6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines

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6-HALO-3-LOWER ALKYL-7,8-DIHYDROXY-1-PHENYL-2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINES

6-Halo-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines whose structures have a lower alkyl substituted at the 3 or N-position have potent and often specific anti-Parkinsonism activity by means of their central dopaminergic effect. The lead compound of the series is 6-chloro-3-methyl-1-phenyl-7,8-dihydroxy-2,3,4,5-tetrahydro-1H-3-benzazepin e as the base or its salts such as the hydrochloride, hydrobromide or methane sulfonate.