243-58-3

Basic information

• Product Name: 10H-indolo[3,2-b]quinoline
• Synonyms: 10H-indolo[3,2-b]quinoline;INDOLO[3,2-B]QUINOLINE, 10H-(RG)
• CAS NO: 243-58-3
• Molecular Formula: C₁₅H₁₀N₂
• Molecular Weight: 218.2533
• Mol File: 243-58-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 247～248℃
• Boiling Point: 468.2°Cat760mmHg
• Flash Point: 217.5°C
• Appearance: /
• Density: 1.336g/cm³
• Vapor Pressure: 1.71E-08mmHg at 25°C
• Refractive Index: 1.839
• PKA: 15.20±0.30(Predicted)
• CAS DataBase Reference: 10H-indolo[3,2-b]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 10H-indolo[3,2-b]quinoline(243-58-3)
• EPA Substance Registry System: 10H-indolo[3,2-b]quinoline(243-58-3)

Safety Data

• Hazardous Substances Data: 243-58-3(Hazardous Substances Data)

Usage

General Description

10H-indolo[3,2-b]quinoline is a heterocyclic compound that consists of an indole and a quinoline ring fused together. It is a polycyclic aromatic compound that is used in various biological and medicinal applications. It exhibits antimicrobial, antitumor, and anti-inflammatory activities. Additionally, it has been investigated for its potential as a photosensitizer in photodynamic therapy for the treatment of cancers. 10H-indolo[3,2-b]quinoline has also been studied for its potential as a fluorescent dye for bioimaging and as a building block for the synthesis of other complex organic molecules. Overall, this compound has shown promise in various fields of research and has the potential to be utilized in the development of new pharmaceuticals and functional materials.

InChI:InChI=1/C15H10N2/c1-3-7-12-10(5-1)9-14-15(17-12)11-6-2-4-8-13(11)16-14/h1-9,16H

Upstream product

• 250593-14-7 2'-(3-bromoquinolin-2-yl)aniline 
• 848086-11-3 N-(2-bromophenyl)quinolin-3-amine 
• 7647-01-0 hydrogenchloride 
• 3260-61-5 indolin-3-one 
• 529-23-7 o-aminobenzaldehyde 
• 107468-25-7 3-azido-2-phenyl-3-quinoline 

Downstream Products

• 480-26-2 cryptolepine 
• 109130-61-2 10-benzyl-10H-indolo[3,2-b]quinoline 

Relevant articles and documents

A concise Friedl?nder/Buchwald-Hartwig approach to the total synthesis of quindoline, a bioactive natural indoloquinoline alkaloid, and toward the unnatural 10-methylquindoline

A new approach toward the synthesis of quindoline, a recognized indoloquinoline alkaloid, is reported. The sequence comprises the synthesis of 2-(2-nitrophenyl)quinoline through an optimized Friedl?nder condensation of 2-amino benzaldehyde with 2-nitroacetophenone, followed by the selective C-3 bromination of the quinoline moiety to direct the cyclization, reduction of the nitro group and a final Buchwald-Hartwig cyclization. In addition, quindoline was also converted to the unnatural 10-methylquindoline by reaction with dimethyl carbonate under DBU promotion. It was found that the non-directed reductive cyclization of 2-(2-nitrophenyl)quinoline results in indazolo[2,3-a]quinoline, instead of yielding quindoline. DFT calculations were employed to explain this reaction outcome; this finding suggested that the result of a previously reported total synthesis of quindoline should be revised.

Synthesis of the benzo-β-carboline isoneocryptolepine: The missing indoloquinoline isomer in the alkaloid series cryptolepine, neocryptolepine and isocryptolepine

7H-Indolo[2,3-c]quinoline has been synthesized in two steps via a new approach starting from commercially available 3-bromoquinoline and 2-bromoaniline. The new methodology consists of two consecutive palladium-catalyzed reactions: a selective Buchwald/Ha