55854-60-9

Basic information

• Product Name: 1-(methoxymethyl)-9H-beta-carboline
• Synonyms: 1-Methoxymethyl-beta-carboline;9H-Pyrido[3,4-b]indole, 1-(methoxymethyl)-
• CAS NO: 55854-60-9
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.2472
• Mol File: 55854-60-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 399.1°C at 760 mmHg
• Flash Point: 133.3°C
• Density: 1.26g/cm³
• Vapor Pressure: 3.23E-06mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: 1-(methoxymethyl)-9H-beta-carboline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(methoxymethyl)-9H-beta-carboline(55854-60-9)
• EPA Substance Registry System: 1-(methoxymethyl)-9H-beta-carboline(55854-60-9)

Safety Data

• Hazardous Substances Data: 55854-60-9(Hazardous Substances Data)

Usage

Chemical class

Belongs to the class of beta-carbolines.

Natural sources

Found in plants such as Peganum harmala and Banisteriopsis caapi.

Psychoactive properties

Known for its psychoactive effects.

Cultural use

Used in traditional medicine and religious ceremonies by various indigenous cultures.

Therapeutic effects

Studied for potential anti-depressant, anti-inflammatory, and anti-cancer properties.

Neurotransmitter modulation

May play a role in modulating neurotransmitter activity in the brain, potentially affecting mood and behavior.

Addiction treatment

Investigated for its potential use in treating addiction.

Research tool

Used as a tool for studying the role of serotonin receptors in the central nervous system.

Upstream product

• 61-54-1 tryptamine 
• 10312-83-1 methoxyacetaldehyde 
• 54-12-6 Trp 
• 24332-20-5 methoxyacetaldehyde dimethylacetal 

Downstream Products

• 101219-63-0 picrasidine O 

Relevant articles and documents

Structural development of canthin-5,6-dione moiety as a fluorescent dye and its application to novel fluorescent sensors

Canthin-5,6-dione is a common structure of the fluorescent natural products amarastelline A and nigakinone. Here, we synthesized various derivatives, and studied their fluorescence properties. The effects of substituent groups at the N3-, 4- and 10-positions were clarified. N3-Substitution influenced the solvent-dependent fluorescent change by modulating tautomerization between canthin-5,6-dione and the 5-hydroxy-6-one form. 10-Substitution also influenced the fluorescence, especially in aqueous solution, in combination with N3-substitution. Among the synthesized compounds, 5 showed an ‘OFF-ON-OFF’-type fluorescence change with increase of pH, and therefore served as a novel fluorescent sensor for a specific range of pH. Our findings suggest that canthin-5,6-dione should be useful as a fluorophore moiety for fluorescent labeling of biomolecules and for development of fluorescent probes and sensors.

Synthesis and antitumor activity of javacarboline derivatives

Syntheses of 12H-pyrido[2,1-a]-[β-carbolin-5-ium bromides (15-27) and 11H-pyrrolo[2,1-a]-β-carbolines (32-35), structurally related to the tetracyclic alkaloid javacarboline (1) have been achieved via 2 steps routes starting from the respective β-carbolines. Their synthetic compounds showed potent antitumor activities against P-388 murine leukemia cells and PC-6 human lung carcinoma cells.