33537-99-4

Basic information

• Product Name: 6-Chloro-1,2,3,4-tetrahydroisoquinoline
• Synonyms: C90101;Isoquinoline, 6-chloro-1,2,3,4-tetrahydro-;6-Chloro-1,2,3,4-tetraisoquinoline;6-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
• CAS NO: 33537-99-4
• Molecular Formula: C₉H₁₀ClN
• Molecular Weight: 167.64
• EINECS: -0
• Mol File: 33537-99-4.mol

Chemical Properties

• Melting Point: 189-191 °C(Solv: ethanol (64-17-5))
• Boiling Point: 267.686 °C at 760 mmHg
• Flash Point: 115.693 °C
• Appearance: /
• Density: 1.162 g/cm³
• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C(protect from light)
• PKA: 9.25±0.20(Predicted)
• CAS DataBase Reference: 6-Chloro-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-1,2,3,4-tetrahydroisoquinoline(33537-99-4)
• EPA Substance Registry System: 6-Chloro-1,2,3,4-tetrahydroisoquinoline(33537-99-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 33537-99-4(Hazardous Substances Data)

Usage

Uses

6-Chloro-1,2,3,4-tetrahydroisoquinoline

InChI:InChI=1/C9H10ClN/c10-9-2-1-7-3-4-11-6-8(7)5-9/h1-2,5,11H,3-4,6H2

Upstream product

• 22246-02-2 6-chloro-3,4-dihydro-1(2H)-isoquinolinone 
• 1421697-68-8 8-chloro-6,10b-dihydro-5H-oxazolo[2,3-a]isoquinoline-2,3-dione 
• 99839-77-7 N-(3-chlorophenethyl)formamide 
• 108-95-2 phenol 
• 111874-98-7 3-[2-(3-Chloro-phenyl)-ethylsulfamoyl]-propionic acid methyl ester 
• 1529-41-5 3-chloro-benzeneacetonitrile 
• 54879-73-1 [1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-(2,2-dimethoxy-ethyl)-amine 
• 104-88-1 4-chlorobenzaldehyde 
• 13078-79-0 2-(3-chlorophenyl)ethylamine 
• 587-04-2 m-Chlorobenzaldehyde 
• 26011-71-2 N-<2-(3-chlorophenyl)ethyl>acetamide 
• 3156-35-2 1-Chloro-3-((Z)-2-nitro-vinyl)-benzene 
• 111875-08-2 N-(2-methoxycarbonylethylsulfonyl)-6-chloro-1,2,3,4-tetrahydroisoquinoline 
• 62882-02-4 6-chloroisoquinoline 

Downstream Products

• 1552304-53-6 6-chloro-2-(2-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

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Further structure-activity relationship (SAR) studies with the 1,2,3,4-tetrahydroisoquinoline (THIQ) class of 5-HT1A ligands led to the synthesis of new 1-adamantoyloaminoalkyl derivatives. The impact of substituent variations in the aromatic part of THIQ moiety on 5-HT1A and 5-HT2A receptor affinities, as well as in vivo functional properties of the investigated compounds were discussed. It was found that modification reduced the binding affinity for 5-HT1A receptors (in comparison with unsubstituted THIQ derivatives); however, the majority of new compounds still remained potent 5-HT1A ligands (Ki = 4.9-46 nM) and most of them showed features of partial agonists of postsynaptic 5-HT1A receptors. At the same time, their 5-HT2A receptor affinity was slightly increased (Ki = 40-1475 nM), which resulted in a loss of 5-HT2A/5-HT1A selectivity. 5-Br,8-OCH3 derivative - the most potent, mixed 5-HT1A/5-HT2A ligand - produced activation of presynaptic 5-HT1A receptors and showed properties of a 5-HT2A receptor antagonist. Copyright

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