14097-39-3

Basic information

• Product Name: 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol
• Synonyms: 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol;1,2,3,4-Tetrahydro-2-methylisoquinolin-6-ol;2-Methyl-1,2,3,4-tetrahydroisoquinolin-6-ol
• CAS NO: 14097-39-3
• Molecular Formula: C10H13NO
• Molecular Weight: 163
• Mol File: 14097-39-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 286.9°Cat760mmHg
• Flash Point: 146.7°C
• Appearance: /
• Density: 1.119g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol(14097-39-3)
• EPA Substance Registry System: 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol(14097-39-3)

Safety Data

• Hazardous Substances Data: 14097-39-3(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol, also known as tetrahydropapaveroline, is a chemical compound found in plants such as the opium poppy. It is a tetrahydroisoquinoline alkaloid with a structure similar to morphine and codeine. Tetrahydropapaveroline has been found to exhibit both analgesic and anticonvulsant properties, and it is known to act as a dopamine receptor antagonist. 1,2,3,4-Tetrahydro-2-methyl-6-isoquinolinol has been studied for its potential therapeutic applications, including its possible use as a neuroprotective agent. Additionally, tetrahydropapaveroline is of interest to researchers studying the biosynthesis and metabolism of alkaloids in plants, as well as the development of new pharmaceuticals.

Upstream product

• 54893-54-8 6‐methoxy‐N‐methyl‐1,2,3,4‐tetrahydroisoquinoline 
• 23824-24-0 N-methyl-4,6-dihydroxy-1,2,3,4-tetrahydroisoquinoline 
• 494-55-3 N-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline 
• 550-10-7 hydrocotarnine 
• 33543-62-3 2-(3-methoxyphenyl)-N-methylethan-1-amine 
• 82-54-2 4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-ol 
• 23824-19-3 2-methylisoquinolin-6(2H)-one 

Downstream Products

• 922718-57-8 2-methyl-6-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1,2,3,4-tetrahydroisoquinoline 
• 216064-82-3 6-(benzyloxy)-2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

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Synthesis and evaluation of tetrahydroisoquinoline derivatives against Trypanosoma brucei rhodesiense

Human African Trypanosomiasis (HAT) is a neglected tropical disease caused by the parasitic protozoan Trypanosoma brucei (T. b.), and affects communities in sub-Saharan Africa. Previously, analogues of a tetrahydroisoquinoline scaffold were reported as having in vitro activity (IC50 = 0.25–70.5 μM) against T. b. rhodesiense. In this study the synthesis and antitrypanosomal activity of 80 compounds based around a core tetrahydroisoquinoline scaffold are reported. A detailed structure activity relationship was revealed, and five derivatives (two of which have been previously reported) with inhibition of T. b. rhodesiense growth in the sub-micromolar range were identified. Four of these (3c, 12b, 17b and 26a) were also found to have good selectivity over mammalian cells (SI > 50). Calculated logD values and preliminary ADME studies predict that these compounds are likely to have good absorption and metabolic stability, with the ability to passively permeate the blood brain barrier. This makes them excellent leads for a blood-brain barrier permeable antitrypanosomal scaffold.