109005-10-9

Basic information

• Product Name: 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole
• Synonyms: 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole;1',2'-c]fluorene;10,15-Dihydro-5H-5,10,15-triazaindeno[1,2-a;10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]...;10,15-Dihydro-5H-5,10,15-triaza-diindeno[1,2-a:1,2-c]fluorene
• CAS NO: 109005-10-9
• Molecular Formula: C₂₄H₁₅N₃
• Molecular Weight: 345.396
• Mol File: 109005-10-9.mol
• Article Data: 25

Chemical Properties

• Melting Point: 350°C(lit.)
• Boiling Point: 747.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.507±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.52±0.30(Predicted)
• CAS DataBase Reference: 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole(109005-10-9)
• EPA Substance Registry System: 10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole(109005-10-9)

Safety Data

• Hazardous Substances Data: 109005-10-9(Hazardous Substances Data)

Usage

General Description

10,15-Dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole, also known as diindolocarbazole (I3C), is a chemical compound derived from indole-3-carbinol (I3C) and indole. It is found in cruciferous vegetables such as broccoli, cabbage, and kale. Diindolocarbazole has been studied for its potential role in cancer prevention, as it has been found to have anti-cancer properties by modulating the metabolism of estrogen in the body. Additionally, it has been shown to have antioxidant, anti-inflammatory, and immune-modulating properties. Diindolocarbazole is available as a dietary supplement and is being researched for its potential therapeutic applications in various health conditions.

Upstream product

• 120-72-9 indole 
• 1484-27-1 3-bromoindole 
• 307519-55-7 2,3,7,8,12,13-hexabromo-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]-carbazole 
• 59-48-3 2-oxoindole 
• 2365-44-8 3-hydrazonoindolin-2-one 
• 91-56-5 indole-2,3-dione 
• 25250-89-9 2H-indol-2-one 

Downstream Products

• 757233-23-1 5,10,15-tris(1-bromo-2-phenylmethyl)-10,15-dihydro-5H-5,10,15-triaza-diindeno[1,2-a;1',2'-c]fluorene 
• 1092536-44-1 5,10,15-tribenzyl-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole 
• 879713-04-9 5,10,15-triphenyl-10,15-dihydro-5H-diindolo[3,2-a:3',2'-c]carbazole 

Relevant articles and documents

A hydrophilic three side-chained triazatruxene as a new strong and selective G-quadruplex ligand

A new hydrosoluble triazatruxene derivative (AZATRUX) is reported to selectively bind to G-quadruplex DNA, as derived by ESI-MS measurements and competition experiments. The Royal Society of Chemistry 2009.

Tetra-indole core as a dual agent: A hole selective layer that passivates defects in perovskite solar cells

An organic small molecule composed of a tetra-indole core was designed and introduced as a hole selective layer for the fabrication of perovskite solar cells (PSCs). 5,10,15,20-Tetrahydrotriindole[2′,3′:4:2′,3′:5,6:2′,3′:7,8]cycloocta[1,2-b]indole (TTI) when integrated in PSCs, also passivated the defects in perovskite by suppressing the non-radiative recombination as noted from photoluminescence and electrochemical impedance (EIS) measurements and gave improved photovoltaic performances. The device showed a power conversion efficiency of 15.83% when employed as an hole selective layer, however on passivating the interface of perovskite/hole selective layer, the PCE improved significantly to 19.23%. Additionally, the TTI treated device showed improved charge transfer behaviour and long-term stability when stored in the dark under an ambient atmosphere.

Study of a convenient method for the preparation of hydrosoluble fluorescent triazatruxene derivatives

Triazatruxene derivatives find many applications as lipophilic compounds, but few examples of hydrosoluble derivatives have been reported so far. In this paper, we compare different synthetic routes for the preparation of hydrophilic triazatruxene derivatives and define the most versatile pathway. The synthesized compounds are fluorescent not only in organic solvents, as reported for other lipophilic derivatives, but also in water, making them particularly suitable for biological applications.

Effects of ethynyl unit and electron acceptors on the performance of triazatruxene-based dye-sensitized solar cells

Metal-free organic dyes JY43-JY46 based on the triazatruxene donor were synthesized for dye-sensitized solar cells (DSSCs), where the effects of ethynyl unit and electron acceptor/anchor were systematically investigated. Compared to dyes JY45 and JY46, JY

Solution processed organic light-emitting diodes using a triazatruxene crosslinkable hole transporting material

A cross-linkable triazatruxene that leads to insoluble films upon thermal annealing at temperatures compatible with flexible substrates is presented. The films were used as the hole transporting and electron blocking layer in partially solution processed phosphorescent organic light-emitting diodes, reaching power conversion efficiencies of 24 lm W?1, an almost 50% improvement compared to the same OLEDs without the cross-linkable hole transporting layer.

N-Bromosuccinimide mediated synthesis of triazatruxenes from indoles

A new synthetic method for triazatruxenes from indoles is developed using N-bromosuccinimide (NBS) as a user-friendly reagent. Major reaction parameters including the amount of NBS, substrate concentration, temperature, addition rate and addition method are investigated. Additional experiments are also conducted in order to gain access toward the reaction mechanism. Compared to the use of Br2 in the conventional method, this reaction requires less reaction time, provides better yields, and displays excellent reproducibility. The reaction can be conveniently performed at 10 g scale and it is also applicable to several substituted indoles, benzoindole, and N-alkyl indoles.

Cu-Catalyzed Radical Addition and Oxidation Cascade: Unsymmetrical Trimerization of Indole to Access Isotriazatruxene

Herein we describe a Cu-catalyzed radical addition and oxidation cascade reaction for the chemo/regioselective synthesis of unsymmetrical indole trimers (isotriazatruxenes, i-TATs) from easily available starting materials. The i-TATs exhibited blue fluorescence in various solvents with different fluorescence intensities and showed good structural expansibility. A wider range of products could be used in optoelectronic materials by developing suitable derivatives.