57196-62-0

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is used as a pharmaceutical compound for its potential medicinal properties. Its synthesis and study are driven by the need to explore its therapeutic applications, which may include various health-related benefits due to its chemical structure and interactions with biological systems.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is used as a research compound to investigate its chemical properties, potential interactions with biological targets, and possible applications in drug development. Its role in this context is to contribute to the understanding of tetrahydroisoquinoline derivatives and their potential as therapeutic agents.

InChI:InChI=1/C10H13NO.ClH/c1-12-10-3-2-9-7-11-5-4-8(9)6-10;/h2-3,6,11H,4-5,7H2,1H3;1H

Upstream product

• 14446-29-8 6-Methoxy-3,4-dihydroisoquinoline 
• 942150-85-8 bis(6-methoxy-N-1,2,3,4-tetrahydroisoquinolinyl)methane 
• 50-00-0 formaldehyd 
• 55-81-2 4-Methoxyphenethylamine 
• 42923-77-3 6-methoxy-1,2,3,4-tetrahydro-isoquinoline 
• 2039-67-0 2-(3-methoxyphenyl)-1-ethanamine 
• 591-31-1 3-methoxy-benzaldehyde 
• 3179-09-7 1-methoxy-3-(2-nitrovinyl)benzene 
• 110339-54-3 N-[2-(3-methoxy-phenyl)-ethyl]-formamide 

Downstream Products

• 59839-23-5 6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide 
• 94085-76-4 6-Methoxy-2-(4-phenylbenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 1394241-60-1 C₁₇H₁₇NO₅S 
• 1429253-97-3 C₂₈H₂₆N₄O₂ 
• 1429253-99-5 C₂₃H₂₃N₃O₃ 
• 1429254-04-5 C₂₄H₂₅N₃O₃ 
• 42923-77-3 6-methoxy-1,2,3,4-tetrahydro-isoquinoline 
• 158984-83-9 N-tert-butoxycarbonyl-6-hydroxy-1,2,3,4-tetrahydroisoquinoline 
• 164148-88-3 6-benzyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 
• 630407-52-2 6-ethoxy-1,2,3,4-tetrahydro-isoquinoline 
• 252061-94-2 6-benzyloxy-1,2,3,4-tetrahydro-isoquinoline 
• 94085-74-2 6-hydroxy-2-(3-methoxybenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 1064199-05-8 2-(3-methoxybenzyl)-6-sulfamoyloxy-1,2,3,4-tetrahydroisoquinoline 
• 860436-57-3 tert-butyl 6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 

Relevant academic research and scientific papers

Synthesis of 2-substituted tetrahydroisoquinolin-6-ols: Potential scaffolds for estrogen receptor modulation and/or microtubule degradation

6-Methoxytetrahydroisoquinoline hydrochloride was converted into four small libraries of substituted ureas, thioureas, sulfonamides and N-aryls, using the tetrahydroisoquinoline nitrogen as the scaffold-linking atom. Some of the compounds were evaluated for their ability to inhibit cell proliferation using the MCF7 (invasive ductal carcinoma) cell line.

SAR based design of nicotinamides as a novel class of androgen receptor antagonists for prostate cancer

Molecular knowledge of pure antagonism and systematic SAR study offered a direction for structural optimization of DIMN to provide nicotinamides as a novel series of AR antagonists. Nicotinamides with extended linear scaffold bearing sterically bulky alkoxy groups on isoquinoline end were synthesized for H12 displacement. AR binding affinity and molecular basis of antiandrogenic effect establish the optimized derivatives, 7au and 7bb, as promising candidates of second generation AR antagonists for advanced prostate cancer.

PROCESS FOR THE PREPARATION OF SUBSTITUTED-1,2,3,4-TETRAHYDROISOQUINOLINE DERIVATIVES

The present invention is directed to a process for the synthesis of substituted-1,2,3,4-tetrahydroisoquinoline derivatives, useful as intermediates in the synthesis of pharmaceutical agents.

Improved and practical synthesis of 6-methoxy-1,2,3,4- tetrahydroisoquinoline hydrochloride

6-Methoxy-1,2,3,4-tetrahydroisoquinoline (1) or its hydrochloride salt (4) is an expensive chemical with limited commercial availability. We report an improved and practical synthesis of 4 from inexpensive 2-(3-methoxyphenyl) ethylamine (2) using a Pictet-Spengler condensation via a novel aminal intermediate. The synthesis significantly lowers the cost and provides easy access to 6-methoxy-1,2,3,4-tetrahydroisoquinoline or its HCl salt on a large scale.

5-HT7 receptor antagonists

The invention relates to compounds having pharmacological activity towards the 5-HT7 receptor, and more particularly to some tetrahydroisoquinoline substituted sulfonamide compounds of the formula I: to processes of preparation of such compounds, to pharm

TETRAHYDROISOQUINOLINES AS ALPHA-2 ANTAGONISTS AND BIOGENIC AMINE UPTAKE INHIBITORS

The present invention provides a tetrahydroisoquinoline compound of the formula STR1 or a pharmaceutically acceptable salt thereof which is an antagonist for alpha-2 adrenoreceptors and/or which inhibits biogenic amine uptake.

Pharmaceutically active compounds

The invention relates to a class of tetrahydroisoquinolinylalkanoic acids containing an aryl sulphonamide group which have activity as thromboxane A2 antagonists.