57987-77-6

Basic information

• Product Name: 7,8-dichloro-1,2,3,4-tetrahydroisoquinolinium chloride
• Synonyms: 7,8-dichloro-1,2,3,4-tetrahydroisoquinolinium chloride;7,8-dichloro-1,2,3,4-tetrahydroisoquinoline;SKF-64139;7,8-dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride
• CAS NO: 57987-77-6
• Molecular Formula: C₉H₉Cl₂N*ClH
• Molecular Weight: 238.5414
• EINECS: 261-064-5
• Mol File: 57987-77-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 225-227 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• Boiling Point: 310.7°Cat760mmHg
• Flash Point: 141.7°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.000589mmHg at 25°C
• CAS DataBase Reference: 7,8-dichloro-1,2,3,4-tetrahydroisoquinolinium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8-dichloro-1,2,3,4-tetrahydroisoquinolinium chloride(57987-77-6)
• EPA Substance Registry System: 7,8-dichloro-1,2,3,4-tetrahydroisoquinolinium chloride(57987-77-6)

Safety Data

• Hazardous Substances Data: 57987-77-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9Cl2N.ClH/c10-8-2-1-6-3-4-12-5-7(6)9(8)11;/h1-2,12H,3-5H2;1H

Upstream product

• 73261-79-7 N-(2,3-dichlorobenzyl)-N-(2,2-dimethoxyethyl)acetamide 
• 73261-85-5 2-acetyl-7,8-dichloro-1,2-dihydroisoquinoline 
• 57987-75-4 N-<(2,3-dichlorophenyl)methylene>-2,2-dimethoxyethanamine 
• 57987-75-4 2,3-dichloro-N-(2,2-dimethoxyethyl)benzylidenamine 
• 6334-18-5 2,3-dichlorobenzylaldehyde 
• 61563-24-4 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline 
• 61563-36-8 7,8-dichloroisoquinoline 
• 74819-76-4 2-(2,3,-dichlorobenzylamino) 1-ethanol hydrochloride 
• 61563-45-9 2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 79-07-2 Chloroacetamide 

Relevant articles and documents

Method for preparing tetrahydroisoquinolines

A method for preparing 1,2,3,4-tetrahydroisoquinolines comprising heating N-halo or hydroxyethyl-N-benzylamines in an aluminum chloride melt at 160°-210°.

INTRAMOLECULAR FRIEDEL-CRAFTS ALKYLATIONS. II. AN EFFICIENT SYNTHESIS OF BIOLOGICALLY ACTIVE 1,2,3,4-TETRAHYDROISOQUINOLINES

A new synthesis of tetrahydroisoquinolines bearing electron withdrawing groups is presented.The scope and mechanism of the reaction are discussed.Many of these tetrahydroisoquinolines are potent inhibitors of the enzyme PNMT.

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.