104422-00-6

Basic information

• Product Name: 1H-3-Benzazepine-7,8-diol, 6-fluoro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-(2-propenyl)-, hydrobromide
• CAS NO: 104422-00-6
• Molecular Formula: C19H20FNO3.BrH
• Molecular Weight: 410.283
• Mol File: 104422-00-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1H-3-Benzazepine-7,8-diol, 6-fluoro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-(2-propenyl)-, hydrobromide(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-3-Benzazepine-7,8-diol, 6-fluoro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-(2-propenyl)-, hydrobromide(104422-00-6)
• EPA Substance Registry System: 1H-3-Benzazepine-7,8-diol, 6-fluoro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-3-(2-propenyl)-, hydrobromide(104422-00-6)

Safety Data

• Hazardous Substances Data: 104422-00-6(Hazardous Substances Data)

Upstream product

• 72912-25-5 6-Fluoro-7,8-dimethoxy-1-(4-methoxy-phenyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine 
• 103346-89-0 (2-fluoro-3,4-dimethoxyphenyl)acetyl chloride 
• 78495-65-5 (2-fluoro-3,4-dimethoxyphenyl)acetic acid 
• 104421-99-0 N-<2-(4-methoxyphenyl)-2-hydroxyethyl>-2-(3,4-dimethoxy-2-fluorophenyl)acetamide 
• 95413-95-9 N-<2-hydroxy-2-(4-methoxyphenyl)>-2-(3,4-dimethoxy-2-fluorophenyl)ethylamine 
• 7537-08-8 2-fluoro-3,4-dimethoxyphenylacetonitrile 
• 55275-61-1 2-amino-1-(4-methoxyphenyl)ethanol 
• 33646-40-1 4-methoxymandelonitrile 

Relevant articles and documents

Dopamine Agonists Related to 3-Allyl-6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol. 6-Position Modifications

The N-allyl derivative (SK and F 85174) of 6-chloro-2,3,4,5-tetrahydro-1-(4-hydroxyphenyl)-1H-3-benzazepine-7,8-diol (SK and F 82526) retains the DA-1 agonist potency of the latter compound but unlike the parent also shows substantial DA-2 agonist activity.In a previous study of N-substituted benzazepines these combined agonist effects were shown to be uniquely associated with the N-allyl group.A continuation of this research has examined dependency of combined DA-2/DA-1 agonist activities on 6=position modification with the specific objective of developing an agonist with maximum effectiveness and potency at the DA-2 receptor subtype.DA-2 agonist activity was measured in a rabbit ear artery assay, and DA-1 agonist activity was determined in an adenylate cyclase assay.Replacing chloro with bromo retains the activity pattern and the potency of the chloro compound: replacement with a hydrogen causes a decrease of both DA-1 and DA-2 receptor activating potency.Introduction of a 6-methyl group causes loss of DA-2 agonist activity and reduction in DA-1 agonist potency.Substitution with a 6-fluoro provides the best balance of DA-2 and DA-1 agonist activities; this compound was moderately in both assays.