138250-72-3

Basic information

• Product Name: 2,3-bis(3-indolylmethyl)indole
• Synonyms: 2,3-bis(3-indolylmethyl)indole
• CAS NO: 138250-72-3
• Molecular Formula: C26H21 N3
• Molecular Weight: 0
• Mol File: 138250-72-3.mol

Chemical Properties

• Boiling Point: 682.1°Cat760mmHg
• Flash Point: 306.6°C
• Appearance: /
• Density: 1.314g/cm³
• Vapor Pressure: 1.09E-17mmHg at 25°C
• Refractive Index: 1.796
• CAS DataBase Reference: 2,3-bis(3-indolylmethyl)indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-bis(3-indolylmethyl)indole(138250-72-3)
• EPA Substance Registry System: 2,3-bis(3-indolylmethyl)indole(138250-72-3)

Safety Data

• Hazardous Substances Data: 138250-72-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C26H21N3/c1-4-10-23-19(7-1)17(15-27-23)13-22-21-9-3-6-12-25(21)29-26(22)14-18-16-28-24-11-5-2-8-20(18)24/h1-12,15-16,27-29H,13-14H2

Upstream product

• 120-72-9 indole 
• 700-06-1 indole-3-carbinol 
• 487-89-8 Indole-3-carboxaldehyde 
• 109567-32-0 urorosein 

Relevant articles and documents

Transformations of 3-formylindoles under the action of acids

Under the influence of acids 3-formylindole forms urorosein (the salt of di(indol-3-yl)methylium) which is unstable in solution and decomposes to give a series of indole derivatives, among which 6-(indol-3-yl)-5H,7H-indolo[2,3-b]carbazole and tri(indol-3-yl)methylium salt predominate. N,N′-Dimethylurorosein in solution also forms a mixture of indole derivatives, from which tri(1-methylindol-3-yl)methylium salt, 5N,11N-dimethylindolo[3,2-b]carbazole and its 6-(1-methylindol-3-yl) derivative were isolated. 1999 KluwerAcademic/Plenum Publishers.

Minor bioactive indoles from kimchi mirror the regioselectivity in indole-3-carbinol oligomerization

Kimchi is a globally consumed food with diverse health-benefits, but the low-abundance bioactive compounds in kimchi remain largely neglected. Here we show that kimchi contains a family of low-abundance (0.5–1.6 μg/g, dried weight) high-order indole oligomers derived from indole-3-carbinol (I3C), a breakdown product released from cruciferous vegetables used for producing the traditional subsidiary food. The structure determination of such complex molecules was accomplished by synthesizing linear indole oligomers as standard materials followed by the LC–HR–MS analysis. One indole tetramer (LTe2) is substantially toxic to tumor MV4-11 (IC50 = 1.94 μM) and THP-1 cells (IC50 = 7.12 μM). Collectively, the work adds valuable information to the knowledge package about kimchi, and may inspire the generation of indole-based molecules, to which many drugs belong.

ANALOGS OF INDOLE-3-CARBINOL AND THEIR USE AS AGENTS AGAINST INFECTION

Compounds useful as antibacterial agents are provided. The compounds are analogs of indole-3-carbinol and have a backbone selected from dihydroindolo[2,3-b]carbazole, 2,2'-diindolylmethane, 2',3-diindolylmethane, and 3,3'-diindolylmethane. The compounds are useful therapeutic and prophylactic treatment of bacterial infections in mammals. Methods of synthesis of the compounds are provided, as are pharmaceutical compositions containing the compounds.