92631-69-1

Basic information

• Product Name: Kumujancine
• Synonyms: Kumujancine;4-Methoxy-β-carboline-1-carbaldehyde;4-METHOXY-9H-PYRIDO[3,4-B]INDOLE-1-CARBOXALDEHYDE
• CAS NO: 92631-69-1
• Molecular Formula: C₁₃H₁₀N₂O₂
• Molecular Weight: 226.2307
• Mol File: 92631-69-1.mol

Chemical Properties

• Boiling Point: 487°Cat760mmHg
• Flash Point: 248.3°C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 1.23E-09mmHg at 25°C
• Refractive Index: 1.76
• CAS DataBase Reference: Kumujancine(CAS DataBase Reference)
• NIST Chemistry Reference: Kumujancine(92631-69-1)
• EPA Substance Registry System: Kumujancine(92631-69-1)

Safety Data

• Hazardous Substances Data: 92631-69-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H10N2O2/c1-17-11-6-14-10(7-16)13-12(11)8-4-2-3-5-9(8)15-13/h2-7,15H,1H3

Upstream product

• 343-94-2 tryptamine hydochloride 
• 76907-13-6 2-acetyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid ethyl ester 
• 6649-92-9 ethyl 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylate 
• 60807-25-2 4-methoxy-β-carboline-1-carboxylic acid methyl ester 
• 694533-86-3 ethyl 4-methoxy-β-carboline-1-carboxylate 

Downstream Products

• 60755-86-4 1-methoxycanthin-6-one 
• 26585-13-7 1-vinyl-4-dimethoxy-β-carboline 

Relevant articles and documents

Synthesis and evaluation of β-carbolinium cations as new antimalarial agents based on π-delocalized lipophilic cation (DLC) hypothesis

Several β-carbolines including naturally occurring substances and their corresponding cationic derivatives were synthesized and evaluated for antimalarial (antiplasmodial) activity in vitro and in vivo. A tetracyclic carbolinium salt was elucidated for antileishmanial and antitrypanosomal activities in vitro as well as antiplasmodial activity. Quarternary carbolinium cations showed much higher potencies in vitro than electronically neutral β-carbolines and a good correlation was observed between π-delocalized lipophilic cationic (DLC) structure and antimalarial efficacy. β-Carbolinium compounds exhibit medium suppressive activity in vivo against rodent malaria.

A total synthesis of 1-methoxycanthin-6-one: An efficient one-pot synthesis of the canthin-6-one skeleton from β-carboline-1-carbaldehyde

A total synthesis of naturally occurring 1-methoxycanthin-6-one is described. In this synthesis, we achieved one-pot conversion from β-carboline-1-carbaldehyde to the canthin-6-one skeleton by the sequential addition of lithium ketene acetal in LiHMDS solution followed by the addition of EtOH in the reaction mixture.

π-Delocalized β-carbolinium cations as potential antimalarials

Several β-carboline compounds including natural products and their corresponding salts were synthesized and evaluated for antimalarial activity and cytotoxicity levels. Quaternary carbolinium cations showed much higher potencies than neutral β-carbolines