54893-23-1

Basic information

• Product Name: 7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
• Synonyms: 7-Methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline; isoquinoline, 1,2,3,4-tetrahydro-7-methoxy-2-methyl-
• CAS NO: 54893-23-1
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 54893-23-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 267.1°C at 760 mmHg
• Flash Point: 78.4°C
• Density: 1.034g/cm³
• Vapor Pressure: 0.00831mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: 7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(54893-23-1)
• EPA Substance Registry System: 7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline(54893-23-1)

Safety Data

• Hazardous Substances Data: 54893-23-1(Hazardous Substances Data)

Usage

General Description

7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline is a chemical compound that belongs to the class of tetrahydroisoquinolines. It is a derivative of isoquinoline and contains a methoxy group at the 7th position and a methyl group at the 2nd position. 7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline has been studied for its potential pharmacological activities, including its effects on the central nervous system. It has been reported to have anti-inflammatory and analgesic properties, and it has also been investigated for its potential use in the treatment of neurodegenerative diseases. Additionally, this compound has been evaluated for its potential as a lead compound for the development of new pharmaceutical drugs.

Upstream product

• 186581-53-3 diazomethane 
• 88493-58-7 1,2,3,4-tetrahydro-2-methylisoquinolin-7-ol 
• 50-00-0 formaldehyd 
• 43207-78-9 7-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 53366-09-9 N-methyl-7-methoxyisoquinolinium iodide 
• 212185-04-1 2-formyl-1,2,3,4-tetrahydro-7-methoxyisoquinoline 
• 221656-41-3 2-(1H-1,2,3-benzotriazol-1-ylmethyl)-7-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 7647-01-0 hydrogenchloride 
• 55-81-2 4-Methoxyphenethylamine 
• 221656-37-7 N,N-bis(1H-1,2,3-benzotriazol-1-ylmethyl)-N-(4-methoxyphenethyl)amine 
• 591-31-1 3-methoxy-benzaldehyde 
• 212184-89-9 (3-Methoxy-benzyl)-(2-phenylsulfanyl-ethyl)-amine 
• 212184-93-5 N-(3-Methoxy-benzyl)-N-(2-phenylsulfanyl-ethyl)-formamide 
• 212184-76-4 N-(2-Benzenesulfinyl-ethyl)-N-(3-methoxy-benzyl)-formamide 

Downstream Products

• 88493-58-7 1,2,3,4-tetrahydro-2-methylisoquinolin-7-ol 
• 1620820-69-0 6-methoxy-1-(3-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1620820-70-3 6-methoxy-1-(3,4-dimethoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 1187947-97-2 1-[2-methyl-7-(2-morpholin-4-yl-ethoxy)-1,2,3,4-tetrahydro-isoquinolin-4-yl]-cyclohexanol 

Relevant articles and documents

NOVEL MONOAMINE RE-UPTAKE INHIBITOR

The present invention relates to novel compounds of Formula (I), their pharmaceutically acceptable derivatives, tautomeric forms, stereoisomers including R and S isomers, polymorphs, prodrugs, metabolites, salts or solvates thereof. The invention also rel

2-Substituted-1,2,3,4-tetrahydroisoquinolines and chiral 3-carboxyl analogues from N-benzotriazolylmethyl-N-phenethylamines

N-Benzotriazolylmethyl-N-phenethylamines 5a-5c and 11a-11c cyclize in the presence of aluminum chloride to produce 1,2,3,4-tetrahydroisoquinolines 6a-6c and 12a-12c (70-89%) via electrophilic attack of a transient iminium cation X on the tethered phenyl r

A synthesis of mono- and dimethoxy-1,2,3,4-tetrahydroisoquinolines via Pummerer reaction: Effects of methoxyl groups on intramolecular cyclization

A synthesis of 1,2,3,4-tetrahydroisoquinolines (TIQs) (23) with one and two methoxyl groups at various positions of the benzene ring was achieved via the intramolecular cyclization of N-(aryl)methyl-2- (phenylsulfinyl)ethylamines (9) using the Pummerer reaction as a key step. The reaction was carried out by using trifluoroacetic anhydride (TFAA) (method A) or TFAA-BF3 · Et2O (method B). The cyclization to 4-SPhTIQs (11) proceeded effectively when the reaction center at the benzene ring was electronically activated by a methoxyl group. In the reaction of the sulfoxide (9e) having two OMe groups at ortho- and para-positions a different cyclization reaction leading to a benzothiazepine (12) was observed, indicating that the high nucleophilicity of the benzene ring caused the unexpected reaction prior to the cyclization to 4-SPhTIQ (11e). The route starting from methoxylated benzaldehydes (5) was proved to provide an efficient and convenient method of TIQ synthesis which should be complementary to the well known Pictet-Spengler method.