89315-57-1

Basic information

• Product Name: 5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline
• Synonyms: 5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline;Isoquinoline,5,8-dichloro-1,2,3,4-tetrahydro-
• CAS NO: 89315-57-1
• Molecular Formula: C₉H₉Cl₂N
• Molecular Weight: 202.08046
• Mol File: 89315-57-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline(89315-57-1)
• EPA Substance Registry System: 5,8-Dichloro-1,2,3,4-tetrahydro-isoquinoline(89315-57-1)

Safety Data

• Hazardous Substances Data: 89315-57-1(Hazardous Substances Data)

Upstream product

• 6361-23-5 2,5-dichloro-benzaldehyde 
• 73075-59-9 5,8-dichloroisoquinoline 
• 34145-05-6 2,5-dichlorobenzyl alcohol 

Relevant articles and documents

Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis: I. Chloro-substituted 1,2,3,4-tetrahydroisoquinolines

In a search for inhibitors of epinephrine biosynthesis as potential therapeutic agents, a series of 13 ring-chlorinated 1,2,3,4-tetrahydroisoquinolines was prepared. These compounds were tested initially for their ability to inhibit rabbit adrenal phenylethanolamine N-methyltransferase (PNMT) in vitro. Enzyme-inhibitor dissociation constants, determined for the six most potent members of the series, indicated the following order of decreasing potency: 7,8-Cl2>6,7,8-Cl3>7-Cl~8-Cl>5,6,7,8-Cl4>5,7,8-Cl3. These compounds were subsequently examined for PNMT-inhibiting activity in intact rats and mice. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (SK&F 64139) was the most potent member of the series both in vitro and in vivo and is currently undergoing clinical investigation.