40615-06-3

Usage

Uses

Used in Pharmaceutical Industry:
(2-Benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanamine is used as a pharmaceutical intermediate for its potential role in the development of new drugs. Its unique structure may contribute to the creation of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic chemistry, (2-Benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanamine serves as a building block for synthesizing a variety of complex organic molecules. Its structural features can be leveraged to form new compounds with diverse applications.
Used in Medicinal Chemistry Research:
(2-Benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanamine is utilized in medicinal chemistry research to explore its biological activity. (2-Benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methanamine may possess properties that could be harnessed for therapeutic purposes, pending further investigation into its interactions with biological systems.

InChI:InChI=1/C17H20N2/c18-12-17-16-9-5-4-8-15(16)10-11-19(17)13-14-6-2-1-3-7-14/h1-9,17H,10-13,18H2

Upstream product

• 1258278-46-4 2-benzyl-1,2,3,4-tetrahydro-1-(nitromethyl)isoquinoline 
• 100-46-9 benzylamine 
• 22901-09-3 2-(2-bromoethyl)benzaldehyde 
• 3230-65-7 3,4-dihydroisoquinoline 
• 100-39-0 benzyl bromide 
• 84500-82-3 2-benzyl-3,4-dihydroisoquinolin-2-ium bromide 
• 37039-47-7 2-benzyl-1-cyano-1,2,3,4-tetrahydroisoquinoline bromide 

Downstream Products

• 79848-93-4 N-(1,2,3,4-tetrahydroisoquinolin-1-ylmethyl)cyclohexanecarboxylic acid amide 
• 55268-74-1 2-cyclohexanecarbonyl-1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one 
• 84500-83-4 2-benzyl-1-<(isopropylamino)methyl>-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Approach to Isoindolinones, Isoquinolinones, and THIQs via Lewis Acid-Catalyzed Domino Strecker-Lactamization/Alkylations

A one-pot, three-component synthesis of widely substituted isoindolinones and isoquinolinones, featuring a Lewis acid-catalyzed efficient Strecker reaction and lactamization sequence, affording products in good to high yields is reported. The method has also been extended to the synthesis of tetrahydroisoquinolines (THIQs) in high yields. (Chemical Equation Presented).

Aza-henry reactions of 3,4-dihydroisoquinoline

The aza-Henry reaction of 3,4-dihydroisoquinoline is reported. The reaction is favourable in excess nitromethane under ambient conditions. Isolation of the unstable reaction product is achieved by acylation or alkylation, allowing the synthesis of Reissert-like compounds in good yields from a one-pot, three-component coupling. The rates of reaction for dihydroisoquinoline and the corresponding benzylisoquinolinium ion have been investigated in the presence and absence of base. The reaction with dihydroisoquinoline probably proceeds via an azinic acid tautomer of nitromethane, a reaction pathway unavailable to the isoquinolinium ion. The traditionally problematic reduction of two of the resulting β-nitroamine derivatives was achieved, providing access to a number of new chiral vicinal diamines. 3,4-Dihydroisoquinoline reacts with nitromethane, likely via a cyclic mechanism employing nitromethane's azinic acid tautomer. The product may be alkylated or acylated. Alternatively a Reissert-like one-pot, three-component coupling may be used to generate a range of β-nitroamines which may be reduced to give new isoquinoline-derived chiral, vicinal diamines.

Synthesis of 1-(Aminomethyl)-1,2,3,4-tetrahydroisoquinolines and Their Actions at Adrenoceptors in Vivo and in Vitro

An improved synthesis of 1-(aminomethyl)-1,2,3,4-tetrahydroisoquinolines has been developed by using aluminum hydride reduction of 1-cyano-1,2,3,4-tetrahydroisoquinolines.Three 1-(aminomethyl)-6,7-dihydroxytetrahydroisnolines