18110-86-6

Basic information

• Product Name: 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one
• Synonyms: 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one;Nigakinone;5-Hydroxy-4-methoxycanthin-6-one;5-HYDROXY-4-METHOXY-6H-INDOLO[3,2,1-IJ][1,5]NAPHTHYRIDIN-6-ONE
• CAS NO: 18110-86-6
• Molecular Formula: C15H10N2O3
• Molecular Weight: 266.2515
• EINECS: 200-258-5
• Mol File: 18110-86-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 224-225 °C
• Boiling Point: 442.685 °C at 760 mmHg
• Flash Point: 221.528 °C
• Appearance: /
• Density: 1.515 g/cm³
• PKA: 2.42±0.20(Predicted)
• CAS DataBase Reference: 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one(18110-86-6)
• EPA Substance Registry System: 5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one(18110-86-6)

Safety Data

• Hazardous Substances Data: 18110-86-6(Hazardous Substances Data)

Usage

General Description

5-Hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5]naphthyridin-6-one is a chemical compound with a complex molecular structure. It belongs to the class of indolo[3,2,1-de][1,5]naphthyridin-6-one derivatives, which are polycyclic aromatic compounds. This particular compound contains a hydroxy group and a methoxy group, along with the indolo[3,2,1-de][1,5]naphthyridin-6-one core structure. It has potential pharmacological and biological activities, and is of interest in medicinal chemistry for its potential as a drug candidate. Additionally, it may have applications in organic synthesis and as a chemical intermediate in the production of other compounds with similar structural features.

Upstream product

• 61-54-1 tryptamine 

Downstream Products

• 18110-87-7 4,5-dimethoxy-canthin-6-one 
• 101219-63-0 picrasidine O 
• 3464-66-2 methyl 9H-pyrido[3,4-b]indole-1-carboxylate 
• 17337-22-3 1-(hydroxymethyl)-β-carboline 

Relevant articles and documents

Structural development of canthin-5,6-dione moiety as a fluorescent dye and its application to novel fluorescent sensors

Canthin-5,6-dione is a common structure of the fluorescent natural products amarastelline A and nigakinone. Here, we synthesized various derivatives, and studied their fluorescence properties. The effects of substituent groups at the N3-, 4- and 10-positions were clarified. N3-Substitution influenced the solvent-dependent fluorescent change by modulating tautomerization between canthin-5,6-dione and the 5-hydroxy-6-one form. 10-Substitution also influenced the fluorescence, especially in aqueous solution, in combination with N3-substitution. Among the synthesized compounds, 5 showed an ‘OFF-ON-OFF’-type fluorescence change with increase of pH, and therefore served as a novel fluorescent sensor for a specific range of pH. Our findings suggest that canthin-5,6-dione should be useful as a fluorophore moiety for fluorescent labeling of biomolecules and for development of fluorescent probes and sensors.