41565-85-9

Usage

Uses

Used in Pharmaceutical Synthesis:
1,1-Dimethyl-1,2,3,4-tetrahydroisoquinoline is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Organic Chemistry:
As a building block in organic chemistry, 1,1-Dimethyl-1,2,3,4-tetrahydroisoquinoline is utilized in the creation of complex organic molecules and compounds, facilitating advancements in chemical research and development.
Used in Neurodegenerative Disease Treatment:
1,1-Dimethyl-1,2,3,4-tetrahydroisoquinoline is studied for its potential therapeutic effects in the treatment of neurodegenerative diseases, offering hope for the development of new treatments and therapies.
Used in Drug Addiction Treatment:
Research has shown that 1,1-Dimethyl-1,2,3,4-tetrahydroisoquinoline may have potential applications in the treatment of drug addiction, providing a valuable tool in the fight against substance abuse.
Used as an Antioxidant:
With its antioxidant properties, 1,1-Dimethyl-1,2,3,4-tetrahydroisoquinoline may be used as a protective agent against oxidative stress, contributing to the development of health and wellness products.

Upstream product

• 78702-71-3 2-bis(dimethylamino)phosphinoyl-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline 
• 65185-58-2 2-(2-bromophenyl)ethanamine 
• 1057246-44-2 N-(2-bromophenethyl)-2,2,2-trifluoroacetamide 

Relevant academic research and scientific papers

SUBSTITUTED, SATURATED AND UNSATURATED N-HETEROCYCLIC CARBOXAMIDES AND RELATED COMPOUNDS FOR THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS

The invention provides substituted, saturated and unsaturated N-heterocyclic carboxamides and related compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., cancer, lysosomal storage disorder, neurodegenerative disorder, inflammatory disorder, in a patient.

ALKYLATION OF THE ISOQUINOLINE SKELETON IN THE 1-POSITION: LITHIATED 2-PIVALOYL- AND 2-BIS(DIMETHYLAMINO)-PHOSPHINOYL-1,2,3,4-TETRAHYDROISOQUINOLINES

Nucleophilic reactivity in the 1-position of 1,2,3,4-tetrahydroisoquinoline is generated by lithiation of the N-pivaloyl- (16a) and N-phosphinoyl-derivatives (17a).The organolithium compounds (16b, 17b) thus obtained are highly nucleophilic and can be alkylated even with poor alkylating reagents such as secondary halides, neopentyl bromide and cyclopentanone.Hydrolysis of the phosphorylamide products with hydrochloric acid leads to 1-substituted tetrahydroisoquinolines in excellent yields (Table 2).

2-Bis(dimethylamino)phosphinoyl-1-lithio-1,2,3,4-tetrahydro-isoquinoline. A Highly Nucleophilic d1-Reagent for the Preparation of 1-Substituted Tetrahydroisoquinolines

The title compound 4 is generated from the phosphoric amide 5 in tetrahydrofuran with butyllithium.The lithium reagent 4 is stable at room temperature; its reactions with electrophiles furnish the products 6-22, 26,27, see Table 1 and the Scheme.A second alkylation is also possible, see 23-25.The cleavage to tetrahydroisoquinolines is accomplished in refluxing aqueous-methanolic hydrochloric acid, see Table 2.Phosphinoylation, lithiation, reaction with electrophiles and cleavage constitute an efficient sequence for 1-alkylation of the isoquinoline nucleus.