114648-66-7

Basic information

• Product Name: 3-((1H-indol-2-yl)Methyl)-1H-indole
• Synonyms: 3-((1H-indol-2-yl)Methyl)-1H-indole
• CAS NO: 114648-66-7
• Molecular Formula: C₁₇H₁₄N₂
• Molecular Weight: 246.30646
• EINECS: -0
• Mol File: 114648-66-7.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-((1H-indol-2-yl)Methyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-((1H-indol-2-yl)Methyl)-1H-indole(114648-66-7)
• EPA Substance Registry System: 3-((1H-indol-2-yl)Methyl)-1H-indole(114648-66-7)

Safety Data

• Hazardous Substances Data: 114648-66-7(Hazardous Substances Data)

Usage

General Description

3-((1H-indol-2-yl)Methyl)-1H-indole, also known as IBME, is a chemical compound with the molecular formula C18H15N. It belongs to the family of indole derivatives and is commonly used in research and pharmaceutical applications. IBME has been studied for its potential anti-tumor and anti-cancer properties, as well as its role in modulating neurotransmitter systems in the brain. It acts as a modulator of the GABA-A receptor and has shown promising results in preclinical studies for the treatment of various neurological disorders. Additionally, IBME has also been investigated for its potential as a fluorescent probe for detecting metal ions. Overall, IBME is a versatile compound with diverse applications in the fields of medicine and scientific research.

Upstream product

• 405917-80-8 (1-benzenesulfonyl-1H-indol-2-yl)(1-benzenesulfonyl-1H-indol-3-yl)methanol 
• 161117-84-6 tert-butyl 2-iodophenylcarbamate 
• 615-43-0 2-iodophenylamine 
• 91-56-5 indole-2,3-dione 
• 28755-03-5 3-chloroacetylindole 
• 204455-45-8 (1-benzenesulfonyl-1H-indole-3-carbonyl)-(1H-indole-3-yl)-methanone 
• 80360-20-9 1-(phenylsulfonyl)indole-3-carbaldehyde 
• 487-89-8 Indole-3-carboxaldehyde 
• 58881-45-1 Indole-2-carbonyl chloride 
• 120-72-9 indole 
• 57476-50-3 1-tert-butoxycarbonyl-3-formylindole 
• 352674-31-8 3-{hydroxy-[1-(4-methylsulfonyl)-1H-indol-2-yl]methyl}-indole-1-carboxylic acid tert-butyl ester 
• 352674-32-9 3-{acetoxy-[1-(4-methylsulfonyl)-1H-indol-2-yl]methyl}-indole-1-carboxylic acid tert-butyl ester 
• 204455-44-7 (N-benzenesulfonyl-1H-indol-3-yl)-(1H-indol-2-yl)-methanol 

Downstream Products

• 229020-86-4 ethyl 5,11-dihydroindolo[3,2-b]carbazole-6-carboxylate 
• 241-55-4 Indolo[3,2-b]carbazole 
• 1432053-78-5 (5,11-Dihydroindolo[3,2-b]carbazol-6-yl)methanol 
• 229020-91-1 6-methylindolo[3,2-b]carbazole 
• 61844-14-2 3-(p-nitrophenylazo)-2,3'-methylenedi-indole 

Relevant articles and documents

Synthesis of 6-formylindolo[3,2-b]carbazole, an extremely potent ligand for the aryl hydrogen (Ah) receptor

Dichloroacetylation of 2,3-diindolylmethane followed by a tandem cyclization-hydrolysis reaction under acidic conditions gave the title compound.

Enhancement of chemically-induced HL-60 cell differentiation by 3,3′-diindolylmethane derivatives

3,3′-Diindolylmethane (DIM, 1) and its derivatives have been prepared, and their enhancing effects on chemically-induced HL-60 cell differentiation were analyzed. Among the prepared compounds, IndDIM (12) showed the most potent enhancing effect on HL-60 cell differentiation induced by chemicals, including retinoids, 1,25-dihydroxyvitamin D3, 12-O-tetradecanoyl phorbol-13-acetate and dimethyl sulfoxide.

Protocols for the Syntheses of 2,2′-Bis(indolyl)arylmethanes, 2-Benzylated Indoles, and 5,7-Dihydroindolo[2,3- b]carbazoles

The electrophilic substitution reaction of 4,7-dihydroindole with aryl-aldehydes as an electrophilic partner followed by an oxidation step to deliver 2,2′-bis(indolyl)arylmethanes was studied for the first time. The reaction afforded regioselectivity at the 2,2′-positions of indole in an operationally simple and inexpensive procedure with a variety of substrates. To the best of our knowledge, this is the first set of examples of 2,2′-bis(indolyl)arylmethanes obtained in a substituent-free manner. A facile method from dipyrromethanes to the corresponding 2-benzylindoles was also reported. In addition, 2,2′-bis(indolyl)arylmethanes were converted to 5,7-dihydroindolo[2,3-b]carbazoles.

Indolo[3,2-b]carbazole structure unit-containing piezochromic material and application thereof

The invention discloses an indolo[3,2-b]carbazole structure unit-containing piezochromic material. The piezochromic material has a structural formula shown in the description; and in the description, R represents a hydrogen atom, a methyl group, an ethyl group or an isopropyl group, n represents 1, 2 or 3, and Ar represents one of groups also shown in the description. The invention also discloses an application of the indolo[3,2-b]carbazole structure unit-containing piezochromic material in electroluminescent devices. The piezochromic material has the advantages of no toxicity, simple preparation technology, low cost and excellent piezochromic performance.