109130-61-2

Basic information

• Product Name: 10-benzyl-10H-indolo[3,2-b]quinoline
• Synonyms: 10-benzyl-10H-indolo[3,2-b]quinoline
• CAS NO: 109130-61-2
• Molecular Weight: 308.382
• Mol File: 109130-61-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 10-benzyl-10H-indolo[3,2-b]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 10-benzyl-10H-indolo[3,2-b]quinoline(109130-61-2)
• EPA Substance Registry System: 10-benzyl-10H-indolo[3,2-b]quinoline(109130-61-2)

Safety Data

• Hazardous Substances Data: 109130-61-2(Hazardous Substances Data)

Upstream product

• 243-58-3 quindoline 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 16800-67-2 N,O-diacetylindoxyl 
• 91-56-5 indole-2,3-dione 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 109130-49-6 10H-indolo[3,2-d]quinoline-11-carboxylic acid 
• 78105-37-0 2-chloro-3-nitroquinoline 
• 5443-79-8 3-nitro-2-phenylquinoline 
• 98-80-6 phenylboronic acid 
• 244205-40-1 (2-bromophenyl)boronic acid 
• 100-46-9 benzylamine 
• 898559-23-4 3-bromo-2-iodoquinoline 
• 28899-97-0 triphenylbismuth(V) diacetate 

Relevant articles and documents

Synthesis and biological evaluation of analogues of cryptolepine, an alkaloid isolated from the suriname rainforest

Bioassay-guided fractionation of an extract of a mixture of Microphilis guyanensis and Genipa americana collected in the rainforest of Suriname yielded the known alkaloid cryptolepine (2) as the major active compound in a yeast bioassay for potential DNA-damaging agents; the same compound was later reisolated from M. guyanensis. The structure of cryptolepine was identified unambiguously by spectral data and by its total synthesis. Several cryptolepine derivatives (3-29, 32-41) were synthesized based on modifications of the C-2, N-5, N-10, and C-11 positions. Two cryptolepine dimers (30, 31) were also prepared. The structure modifications did not result in compounds with a higher potency than the parent compound cryptolepine in the yeast assay system, although some derivatives did show significant activity. Selected compounds (6, 7, 17, 22, 23, 26, and 27) were also tested for cytotoxicity in mammalian cell culture, and two compounds showed significant cytotoxic activity.

First synthesis of benzopyridoiodolium salts and twofold Buchwald-Hartwig amination for the total synthesis of quindoline

The first synthesis of cyclic benzopyridoiodolium salts is described. These hypervalent iodine intermediates are used in an efficient strategy for the construction of the -carboline core. This novel approach involves a twofold palladium-catalyzed Buchwald

ALKYLATION OF QUINDOLINE-11-CARBOXYLIC ACID

The reaction between quindoline-11-carboxylic acid and alcohols in acid media gives the quindoline-11-carboxylate esters, but quindoline-11-carboxylic acid or its hydrochloride react with haloalkanes in the presence of basic catalysts and water binders to give 10-alkylquindoline-11-carboxylate esters. 10-Alkylquindolines were obtained similarly.Alkylation of 1-alkylquindoline-11-carboxylate esters in neutral media affords the quaternary salts.