80271-11-0

Basic information

• Product Name: 10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one
• CAS NO: 80271-11-0
• Molecular Formula: C₁₆H₁₂N₂O
• Molecular Weight: 248.2793
• Mol File: 80271-11-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 469.4°C at 760 mmHg
• Flash Point: 237.7°C
• Density: 1.32g/cm³
• Vapor Pressure: 5.53E-09mmHg at 25°C
• Refractive Index: 1.713
• CAS DataBase Reference: 10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one(80271-11-0)
• EPA Substance Registry System: 10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one(80271-11-0)

Safety Data

• Hazardous Substances Data: 80271-11-0(Hazardous Substances Data)

Usage

Bicyclic structure

Indole and quinoline rings
The compound has a unique structure that consists of two interconnected rings, specifically an indole ring and a quinoline ring.

Potential biological activities

Antimicrobial, antifungal, and anticancer properties
10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one exhibits possible beneficial effects in inhibiting the growth of microorganisms, fungi, and cancer cells.
5. Inhibition of poly(ADP-ribose) polymerase (PARP) enzyme
The compound is known to inhibit the activity of the PARP enzyme, which is involved in DNA repair processes and plays a role in cancer therapy.
6. Applications in pharmaceutical drug development
Due to its potential biological activities and enzyme inhibition, 10-methyl-5,10-dihydro-11H-indolo[3,2-b]quinolin-11-one may contribute to the development of new pharmaceutical drugs for treating various diseases.
7. Chemical intermediate in organic synthesis
The compound can be used as a building block or intermediate in the synthesis of other organic compounds, making it a valuable tool in organic chemistry.

Upstream product

• 80271-17-6 2-(2-N-Methyl-N-phenylamino)-acetylaminobenzoesaeure 
• 100-61-8 N-methylaniline 
• 14422-49-2 2-chloroacetamidobenzoic acid 
• 118-92-3 anthranilic acid 
• 27421-51-8 1-methyl-1H-indole-2-carboxaldehyde 
• 609-73-4 o-nitroiodobenzene 

Downstream Products

• 164406-37-5 N-(10-Methyl-10H-indolo<3,2-b>chinolin-11-yl)-4-toluensulfonamid 
• 164406-43-3 N-Methyl-N-(10-methyl-10H-indolo<3,2-b>chinolin-11-yl)-4-toluensulfonamid 
• 1025836-88-7 N-Ethyl-N-(10-methyl-10H-indolo<3,2-b>chinolin-11-yl)-4-toluensulfonamid 

Relevant articles and documents

Controllable synthesis of pyrido[2,3-: b] indol-4-ones or indolo[3,2- b] quinolines via formal intramolecular C(sp2)-H functionalization

A novel Fe-catalyzed protocol for the controllable synthesis of pyrido[2,3-b]indol-4-ones or indolo[3,2-b]quinolines has been developed by using indole-2-carboxylic derivatives as starting materials. Indole-2-carboxenamines were transformed into pyrido[2,3-b]indol-4-ones through intramolecular N-H/C-H coupling, in which a carbonyl 1,2-migration was involved. Whereas, when indole-2-carboxarylamines were employed, indolo[3,2-b]quinolones were produced through direct N-H/C-H coupling. The desired products were obtained under mild reaction conditions in moderate to good yields with wide substrate scope. The natural product quindolinone was conveniently prepared by this reaction.

Anti-malaria active 10-H-indolo[3,2-b]quinoline-11-yl-amines. Part 1: Phenol-Mannich-bases of the amodiaquine and cycloquine type

The 11-chloro-quindoline derivatives 3 react with 4-aminophenol and the mono- and bis-phenol-Mannich-bases 6 to yield the 10 H-indolo[3,2-b]quinoline-11-ylamines 4 and 7. The amodiaquine analogue 7a as the best of all compounds shows a comparable activity with choroquine and inhibits a multiresistant Plasmodium falciparum strain at the same concentration. Compound 7e from the cycloquine-type was selected for an in vivo antitumor screening programme.