20127-60-0

Basic information

• Product Name: 1-Vinyl-β-carboline
• Synonyms: 1-Vinyl-9H-pyrido[3,4-b]indole;1-Vinyl-β-carboline;Pavettine;1-ETHENYL-9H-PYRIDO[3,4-B]INDOLE
• CAS NO: 20127-60-0
• Molecular Formula: C13H10N2
• Molecular Weight: 194.2319
• Mol File: 20127-60-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Vinyl-β-carboline(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Vinyl-β-carboline(20127-60-0)
• EPA Substance Registry System: 1-Vinyl-β-carboline(20127-60-0)

Safety Data

• Hazardous Substances Data: 20127-60-0(Hazardous Substances Data)

Upstream product

• 72755-19-2 9H-β-carboline-1-carboxylic acid ethyl ester 
• 6649-92-9 ethyl 2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylate 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 20127-63-3 kumujian C 
• 1205667-14-6 1-(dimethoxymethyl)-9H-pyrido[3,4-b]indole 
• 61-54-1 tryptamine 
• 146141-07-3 2,2-dimethyl-N-(2-(3-fluoro-4-pyridyl)phenyl)propanamide 
• 17952-82-8 1,2,3,4-tetrahydronorharman-1-one 
• 19839-52-2 2,9-dihydro-1H-pyrido[3,4-b]indol-1-one 
• 76907-13-6 2-acetyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid ethyl ester 
• 343-94-2 tryptamine hydochloride 
• 148683-93-6 1-(1-hydroxyethyl)9H-pyrido<3,4-b>indole 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 102337-43-9 1-Chlor-9H-pyrido<3,4-b>indol 

Relevant articles and documents

Efficient synthesis of an indoloquinolizinium alkaloid selective DNA-binder by ring-closing metathesis

Two total syntheses of the indolo[2,3-a]quinolizinium cation have been accomplished through the application of two ring-closing metathesis reactions to form the pyridinium ring. One of these approaches provides the tetracyclic cation in only five steps from commercially available harmane. Fluorescence-based thermal denaturation experiments, as well as spectrofluorimetric titration, circular dichroism measurements, and theoretical simulations, showed a consistent DNA-binding capacity by intercalation with a marked preference for AT-rich sequences.

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 new convergent synthesis of alpha-substituted-beta-carbolines

New convergent synthesis of natural α-substituted-β-carbolines through metalations, cross-couplings and intramolecular substitutioin via (2-aminobenzene)-boronic acid, arylstannanes and ortho-fluoroiodopyridines.

β-Carboline Alkaloids, I. - Syntheses of 1-Aryl and 1-Alkenyl-β-carbolines by Palladium-Catalyzed Coupling Reactions

1-Chloro-β-carboline (6) is prepared in three steps starting from tryptamine (3).Palladium-catalyzed coupling reactions of 6 with aryl boronic acids offer an easy access to the alkaloids komaroine (11) and perlolyrine (15).Pavettine (16) is prepared by co