3380-73-2

Basic information

• Product Name: 1-(4-METHOXY-PHENYL)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE
• Synonyms: 1-(4-METHOXY-PHENYL)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE;1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-$b-carboline hydrochloride;1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole hydrochloride;1-(p-Methoxyphenyl)tetrahydronorharman hydrochloride;9H-Pyrido(3,4-6)indole, 1,2,3,4-tetrahydro-1-(p-methoxyphenyl)-, hydrochloride;NSC628013;T5253270;1-(4-methoxyphenyl)-1,2,3,4-tetrahydro-A-carboline
• CAS NO: 3380-73-2
• Molecular Formula: C₁₈H₁₈N₂O
• Molecular Weight: 278.35
• Mol File: 3380-73-2.mol
• Article Data: 29

Chemical Properties

• Melting Point: 205-206 °C
• Boiling Point: 477.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.195±0.06 g/cm3(Predicted)
• PKA: 17.46±0.40(Predicted)
• CAS DataBase Reference: 1-(4-METHOXY-PHENYL)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-METHOXY-PHENYL)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(3380-73-2)
• EPA Substance Registry System: 1-(4-METHOXY-PHENYL)-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE(3380-73-2)

Safety Data

• Hazardous Substances Data: 3380-73-2(Hazardous Substances Data)

Usage

General Description

1-(4-Methoxy-phenyl)-2,3,4,9-tetrahydro-1H-beta-carboline, also known as 1-Methyl-β-carboline-3,4-diol, is a chemical compound with a complex molecular structure. It is a member of the beta-carboline family of compounds, which are known to have psychoactive and neuroactive properties. This particular compound contains a 4-methoxyphenyl group and a tetrahydro-1H-beta-carboline ring system, which may confer specific pharmacological properties. Research suggests that beta-carbolines may have potential applications in the treatment of various neurological and psychiatric disorders, as well as in the study of brain function and behavior. However, further research is needed to fully understand the effects and potential uses of 1-(4-Methoxy-phenyl)-2,3,4,9-tetrahydro-1H-beta-carboline.

Upstream product

• 27644-76-4 2-(p-methoxyphenyl)-4,4-dimethyloxazolidine 
• 61-54-1 tryptamine 
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• 56644-00-9 N-(4-methoxybenzylidene)cyclohexylamine 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 73955-62-1 1-acetyl-2-(4-methoxy-phenyl)-3,4,4-trimethyl-imidazolidine 
• 1749-08-2 N-(4-methoxy benzylidene)-4-methoxyaniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 105-13-5 4-Methoxybenzyl alcohol 
• 343-94-2 tryptamine hydochloride 

Downstream Products

• 296797-76-7 2,3,4,9-tetrahydro-1-(4-methoxyphenyl)-2-tosyl-1H-pyrido[3,4-b]indole 
• 139655-06-4 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole 
• 1620753-98-1 C₂₀H₂₂N₂O 
• 1620754-03-1 2-ethyl-1-(4-methoxyphenyl)-9-[(4-methylphenyl)sulfonyl]-2,3,4,9-tetrahydro-1H-β-carboline 
• 1620754-01-9 2,9-diethyl-1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 1620754-25-7 methyl 3-ethyl-6-(4-methoxyphenyl)-7-[(4-methylphenyl)sulfonyl]-2,3,6,7-tetrahydro-1H-azocino-[5,4-b]indole-5-carboxylate 
• 1620754-24-6 1-{3-ethyl-6-(4-methoxyphenyl)-7-[(4-methylphenyl)sulfonyl]-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indol-5-yl}ethanone 
• 1620754-22-4 1-[3,7-diethyl-6-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indol-5-yl]ethanone 
• 1620754-21-3 methyl 3,7-diethyl-6-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indole-5-carboxylate 
• 1620754-14-4 dimethyl 3-ethyl-6-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indole-4,5-dicarboxylate 
• 1620754-10-0 1-[3-ethyl-6-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indol-5-yl]ethanone 
• 1620754-05-3 methyl 3-ethyl-6-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azocino[5,4-b]indole-5-carboxylate 
• 1246453-37-1 1-(4-methoxyphenyl)-2-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2,3,4,9-tetrahydro-1H-beta-carboline 
• 170701-40-3 1-(4-methoxyphenyl)-4, 9-dihydro-3H-pyrido[3,4-b]indole 

Relevant articles and documents

Design and synthesis of β-carboline and combretastatin derivatives as anti-neutrophilic inflammatory agents

A series of β-carboline derivatives was synthesized by the Pictet-Spengler reaction with or without the combretastatin skeleton. The structures of these derivatives were elucidated by spectroscopic techniques. All synthesized compounds were evaluated for

Synthesis of crystalline tetrahydro-beta-carboline

The present invention relates to a method for preparing a tetrahydro-beta-carboline compound, which comprises a step of preparing a tetrahydro-beta-caboline compound by reacting a tryptamine compound and an aldehyde in an aqueous solution using a reaction accelerator containing a divalent acid. Accordingly, the method for preparing a tetrahydro-beta-carboline compound according to the present invention is an eco-friendly synthetic method that does not use an explosive organic solvent, but uses water as a solvent and tartaric acid which is a natural product as a reaction accelerator, thereby causing no environmental pollution; and requiring no separation process in addition to a simple filtering process since final products are crystals. Therefore, the method for preparing a tetrahydro-beta-carboline compound can be carried out in an industrially very simple and suitable process.

Selective construction of alkaloid scaffolds by alcohol-based direct and mild aerobic oxidative Pictet-Spengler reactions

Employing TBN/TEMPO as the catalysts and oxygen as the oxidant, the biologically and pharmaceutically significant tetrahydro-β-carboline and β-carboline alkaloid scaffolds that used to be obtained by multi-step processes can now be selectively obtained in only one-stepviadirect aerobic oxidative Pictet-Spengler reactions of tryptamines with alcohols under mild conditions, with water generated as the byproduct. In this reaction, TBN/TEMPO was interestingly found to be able to facilitate the cyclization step of the whole reaction. This method tolerates a variety ofC- andN-substituted tryptamines, and both the more reactive benzylic and allylic alcohols and the less reactive aliphatic alcohols. This method can also be extended to dihydro-β-carboline synthesis and applied to the more available and more economical tryptophan for β-carboline synthesis, revealing its broad substrate scope and potential in synthetic applications.