115514-70-0

Basic information

• Product Name: 1-phenyl-6-chloro-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: 1-phenyl-6-chloro-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 115514-70-0
• Molecular Weight: 287.789
• Mol File: 115514-70-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-phenyl-6-chloro-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-6-chloro-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline(115514-70-0)
• EPA Substance Registry System: 1-phenyl-6-chloro-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline(115514-70-0)

Safety Data

• Hazardous Substances Data: 115514-70-0(Hazardous Substances Data)

Upstream product

• 1246674-62-3 6-chloro-7-methoxy-N-methyl-1-phenyl-3,4-dihydroisoquinolinium iodide 
• 115514-67-5 N-benzoyl-3-chloro-4-methoxyphenethylamine 
• 115514-68-6 6-chloro-7-methoxy-1-phenyl-3,4-dihydroisoquinoline 
• 7569-58-6 2-(3-chloro-4-methoxyphenyl)acetonitrile 
• 104-47-2 p-methoxybenzylnitrile 
• 7569-87-1 3-chloro-4-methoxyphenethylamine 
• 50-00-0 formaldehyd 
• 115514-69-7 1-phenyl-6-chloro-7-methoxy-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 115514-71-1 1-phenyl-6-chloro-7-hydroxy-N-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Diastereoselective synthesis of 1,2-disubstituted 2,3,4,5-tetrahydro1H-3- benzazepines by means of the Stevens rearrangement

1,2-Disubstituted 2,3,4,5-tetrahydro-1H-3-benzazepines were conveniently obtained by making use of the regio- and diastereoselective Stevens rearrangement of the corresponding isoquinolinium salts with 1,8-diazabicyclo[5.4.0]undec-7-ene in acetonitrile, T

Synthesis and pharmacological characterization of 1-phenyl-, 4-phenyl-, and 1-benzyl-1,2,3,4-tetrahydroisoquinolines as dopamine receptor ligands

A series of 1-phenyl-, 4-phenyl-, and 1-benzyl-1,2,3,4-tetrahydroisoquinolines have been prepared as ring-contracted analogues of the prototypical D1 dopamine receptor antagonist SCH23390 [(R)-(+)-7-chloro-8-hydroxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-3 benzazepine]. The affinity and selectivity of these isoquinolines for D1 receptors was determined by three biochemical endpoints in membrane homogenates prepared from rat corpus striatum: the potency to compete for [3H]SCH23390 binding sites; the potency to compete for [3H]spiperone (a D2 receptor ligand) binding sites; and effects on dopamine-stimulated adenylate cyclase. Competitive binding measurements at D1 sites showed SCH23390 to possess the highest affinity, followed by 1-phenyl > 1-benzyl > 4-phenyl for the isoquinolines. These results were highly correlated with the ability of the test compounds to antagonize dopamine-stimulated adenylate cyclase (r = 0.98). None of the compounds alone stimulated cAMP formation at concentrations of 10 nM to 100 μM. D2 competition binding showed the 1-benzyl derivative to possess the highest affinity, followed by 4-phenyl > SCH23390 > 1-phenyl. The tertiary 1-phenyl derivative was more potent than the secondary 1-phenyl analogue in all assays. Interestingly, resolution and single-crystal X-ray analysis of the tertiary N-methyl-1-phenyltetrahydroisoquinoline showed the most active enantiomer to possess the S absolute configuration, in contrast to the benzazepine (R)-SCH23390.