6336-32-9

Basic information

• Product Name: Indolo[3,2-b]carbazole
• Synonyms: Indolo[3,2-b]carbazole;6,12-Dihydroindolo(3,2-B)carbazole;Indolo(3,2-B)carbazole, 6,12-dihydro-;5,11-dihydroindolo[3,2-b]carbazole;Indolo[3,2-b]carbazole, 5,11-dihydro-;5,11-Dihydroindolo[3,2-b]carbazole
• CAS NO: 6336-32-9
• Molecular Formula: C₁₈H₁₂N₂
• Molecular Weight: 256.3
• Mol File: 6336-32-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 460°C(lit.)
• Boiling Point: 569.8 °C at 760 mmHg
• Flash Point: 269.9 °C
• Appearance: /
• Density: 1.404 g/cm³
• Vapor Pressure: 2.08E-12mmHg at 25°C
• Refractive Index: 1.923
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 16.70±0.30(Predicted)
• CAS DataBase Reference: Indolo[3,2-b]carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: Indolo[3,2-b]carbazole(6336-32-9)
• EPA Substance Registry System: Indolo[3,2-b]carbazole(6336-32-9)

Safety Data

• Hazardous Substances Data: 6336-32-9(Hazardous Substances Data)

Usage

Uses

5,11-Dihydroindolo[3,2-b]carbazole is a useful research chemical.

InChI:InChI=1/C18H12N2/c1-3-7-15-11(5-1)13-9-18-14(10-17(13)19-15)12-6-2-4-8-16(12)20-18/h1-10,19-20H

Upstream product

• 204455-46-9 2,2-dichloro-1-[2-(1H-indol-3-ylmethyl)-1H-indol-3-yl]-ethanone 
• 487-89-8 Indole-3-carboxaldehyde 
• 29184-72-3 cyclohexane-1,4-dione bis(phenylhydrazone) 
• 109567-32-0 urorosein 

Downstream Products

• 241-55-4 Indolo[3,2-b]carbazole 
• 106362-62-3 5,11-diethylindolo[3,2-b]carbazole 
• 1252605-53-0 5,11-bis(2-nitrophenyl)-5,11-dihydroindolo[3,2-b]carbazole 
• 1252605-54-1 2-[11-(2-aminophenyl)indolo[3,2-b]carbazol-5(11H)-yl]aniline 
• 58328-30-6 5,11-diphenyl-5,11-dihydroindolo[3,2-b]carbazole 
• 1338068-89-5 C₃₀H₁₉IN₂ 
• 1338068-90-8 5,11-diphenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-5,11-dihydroindolo[3,2-b]carbazole 
• 1338068-91-9 C₃₆H₂₃BrN₂ 
• 1338068-92-0 C₄₈H₃₃N₃ 
• 1246562-25-3 C₆₃H₄₅N₃ 
• 1316311-27-9 5-phenyl-5,11-dihydro-indolo[3,2-b]carbazole 

Related news

A novel dimesitylboron-substituted indolo[3,2-b]carbazole derivative: Synthesis, electrochemical, photoluminescent and electroluminescent properties07/23/2019

A novel indolo[3,2-b]carbazole derivative containing B(Mes)2 groups, 5,11-dibutyl-2,8-bis(dimesitylboryl) indolo[3,2-b]carbazole (DBDMBICZ), was synthesized and structurally characterized by elemental analysis, NMR, MS. The thermal, electrochemical and photophysical properties of DBDMBICZ were c...detailed

Relevant articles and documents

A biomimetic, one-step transformation of simple indolic compounds to malassezia-related alkaloids with high ahr potency and efficacy

Malassezia furfur isolates from diseased skin preferentially biosynthesize compounds which are among the most active known aryl-hydrocarbon receptor (AhR) inducers, such as indirubin, tryptanthrin, indolo[3,2-b]carbazole, and 6-formylindolo[3,2-b]carbazole. In our effort to study their production from Malassezia spp., we investigated the role of indole-3-carbaldehyde (I3A), the most abundant metabolite of Malassezia when grown on tryptophan agar, as a possible starting material for the biosynthesis of the alkaloids. Treatment of I3A with H2O2 and use of catalysts like diphenyldiselenide resulted in the simultaneous one-step transformation of I3A to indirubin and tryptanthrin in good yields. The same reaction was first applied on simple indole and then on substituted indoles and indole-3-carbaldehydes, leading to a series of mono- A nd bisubstituted indirubins and tryptanthrins bearing halogens, alkyl, or carbomethoxy groups. Afterward, they were evaluated for their AhR agonist activity in recombinant human and mouse hepatoma cell lines containing a stably transfected AhR-response luciferase reporter gene. Among them, 3,9-dibromotryptanthrin was found to be equipotent to 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) as an AhR agonist, and 3-bromotryptanthrin was 10-times more potent than TCDD in the human HG2L7.5c1 cell line. In contrast, 3,9-dibromotryptanthrin and 3-bromotryptanthrin were 4000 and >10,000 times less potent than TCDD in the mouse H1L7.5c3 cell line, respectively, demonstrating that they are species-specific AhR agonists. Involvement of the AhR in the action of 3-bromotryptanthrin was confirmed by the ability of the AhR antagonists CH223191 and SR1 to inhibit 3-bromotryptanthrin-dependent reporter gene induction in human HG2L7.5c1 cells. In conclusion, I3A can be the starting material used by Malassezia for the production of both indirubin and tryptanthrin through an oxidation mechanism, and modification of these compounds can produce some highly potent, efficacious and species-selective AhR agonists.

Syntheses of 6-substituted indolo[3,2-b]carbazoles, including 6- formylindolo[3,2-b]carbazole, an extremely efficient ligand for the TCDD (Ah) receptor

A number of 6-substituted indolo[3,2-b]carbazoles have been synthesized using 2,3-diindolylmethane 5 as a crucial precursor. Most notably, 6- formylindolo[3,2-b]carbazole 3 has been synthesized, and thereby a previously assigned structure has been confirmed. 6-Formylindolo[3,2-b]carbazole 3 is an extremely efficient ligand for the TCDD (Ah) receptor. A much improved synthesis of 2,3-diindolylmethane 5 has also been developed.