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

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

Uses

Used in Pharmaceutical Research:
IBME is used as a research compound for its potential anti-tumor and anti-cancer properties, making it a candidate for further investigation into cancer treatment options.
Used in Neurological Research:
IBME is used as a modulator of the GABA-A receptor, which is crucial for its application in the study and potential treatment of various neurological disorders.
Used in Analytical Chemistry:
IBME is used as a fluorescent probe for detecting metal ions, which is valuable in the field of analytical chemistry for environmental monitoring and other applications.
Used in Drug Development:
IBME is considered for drug development due to its potential therapeutic effects, particularly in the treatment of neurological disorders, where its modulation of neurotransmitter systems could offer new avenues for treatment.

Upstream product

• 67-56-1 methanol 
• 700-06-1 indole-3-carbinol 
• 1912-33-0 Indole-3-acetic acid methyl ester 
• 204455-44-7 (N-benzenesulfonyl-1H-indol-3-yl)-(1H-indol-2-yl)-methanol 
• 58881-45-1 Indole-2-carbonyl chloride 
• 91-56-5 indole-2,3-dione 
• 120-72-9 indole 
• 24621-70-3 2-(hydroxymethyl)indole 
• 405917-80-8 (1-benzenesulfonyl-1H-indol-2-yl)(1-benzenesulfonyl-1H-indol-3-yl)methanol 
• 1262034-08-1 tert-butyl 2-(3-methoxyprop-1-ynyl)phenylcarbamate 
• 1449331-41-2 tert-butyl 2-((1H-indol-3-yl)methyl)-1H-indole-1-carboxylate 
• 50-00-0 formaldehyd 
• 615-43-0 2-iodophenylamine 
• 161117-84-6 tert-butyl 2-iodophenylcarbamate 

Downstream Products

• 229020-91-1 6-methylindolo[3,2-b]carbazole 
• 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 
• 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.

Synthesis of 2,3′-diindolylmethanes and substituted indolo[3,2-b]carbazoles

Three different synthetic routes to substituted 2,3′- diindolylmethanes, and the syntheses of substituted indolo[3,2-b]carbazoles are described. The first rigid proof of an acylation in the 2-position of a 1,3-unsubstituted indole is also presented in the

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.

PHOTOPROTECTIVE COMPOSITIONS CONTAINING MALASSEZIA-DERIVED COMPOUNDS AND/OR CHEMICAL ANALOGS THEREOF

The present invention relates to compounds, compositions, and methods for modulating skin pigmentation and treating or preventing UV-induced skin damage, erythema, aging of the skin, sunburn, and hyperpigmentation in a subject. The compounds, compositions, and methods of the present invention generally involve Malassezia-derived compounds, including malassezin and indirubin, and/or chemical analogs thereof. Other applications of the compounds and compositions disclosed herein include, but are not limited to, improving hyperpigmentation caused by a hyperpigmentation disorder, inducing melanocyte apoptosis, and modulating arylhydrocarbon receptor (AhR) activity, melanogenesis, melanin production, melanosome biogenesis, melanosome transfer, melanocyte activity, and melanin concentration.

MALASSEZIN AND ANALOGS THEREOF AS SKIN BRIGHTENING AGENTS

The present invention relates to compounds, compositions, and methods for brightening skin. The compounds, compositions, and methods of the present invention generally involve compounds produced by a Malassezia yeast, and chemical analogs thereof. In addi

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.

SYNTHESIS OF DIINDOLYLMETHANES AND INDOLO[3,2-B]CARBAZOLES, COMPOUNDS FORMED THEREBY, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Described is a method to make diindolylmethanes and indolyl/pyrrolylmethanes, The method includes the steps of contacting an ether comprising an arylpropargyl moiety and an amine-protected, substituted or unsubstituted aniline moiety with a substituted or

Platinum-catalyzed tandem indole annulation/arylation for the synthesis of diindolylmethanes and indolo[3,2-b ]carbazoles

Various diindolylmethanes were prepared from propargylic ethers and substituted indoles via a platinum-catalyzed tandem indole annulation/arylation cascade. The resulting diindolylmethanes could be converted to natural product malassezin by formylation or indolo[3,2-b]carbazoles by cyclization.

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.