39215-16-2

Upstream product

• 120-72-9 indole 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 1261087-75-5 C₃₀H₂₀N₂O₄ 

Relevant academic research and scientific papers

Bis-indolylation of aldehydes and ketones using silica-supported FeCl3: Molecular docking studies of bisindoles by targeting SARS-CoV-2 main protease binding sites

We report herein an operationally simple, efficient and versatile procedure for the synthesis of bis-indolylmethanes via the reaction of indoles with aldehydes or ketones in the presence of silica-supported ferric chloride under grindstone conditions. The prepared supported catalyst was characterized by SEM and EDX spectroscopy. The present protocol has several advantages such as shorter reaction time, high yield, avoidance of using harmful organic solvents during the reaction and tolerance of a wide range of functional groups. Molecular docking studies targeted toward the binding site of SARS-CoV-2 main protease (3CLpro or Mpro) enzymes were investigated with the synthesized bis-indoles. Our study revealed that some of the synthesized compounds have potentiality to inhibit the SARS-CoV-2 Mpro enzyme by interacting with key amino acid residues of the active sites via hydrophobic as well as hydrogen bonding interactions.

The novel acid-base magnetic recyclable catalyst prepared through carbon disulfide trapping process: Applied for green, one-pot, and efficient synthesis of 2,3-dihydroquinazolin-4 (1H) -ones and bis(indolyl)methanes in large-scale

Herein, a nano acid-base catalyst using magnetic core and carbamodithioic acid functional group have been synthesized and characterized. Its efficiency in the synthesis of dihydroquinazolinones and bis(indolyl)methanes derivatives was investigated. This novel metal-free catalyst exhibited significant catalytic activity in both reactions under green and mild reaction conditions (the yield obtained for the first reaction products: 82–98 % and for the second one: 61–97 %). The catalyst displayed good recyclability with no significant loss of catalytic activity after eight runs (the conversion of the eighth run was found as 83 %, the fresh catalyst conversion was 95 %). The introduced approach is attractive due to its applicability in the large-scale synthesis of important medicinal compounds.

Catalytic efficiency of β-cyclodextrin hydrate-chemoselective reaction of indoles with aldehydes in aqueous medium

The catalytic efficiency of β-cyclodextrin hydrate has been investigated towards the eco-compatible synthesis of bis-(indolyl)methanes in aqueous medium by the chemoselective reaction of indoles with differently substituted aryl and alkyl aldehydes under

Synthesis of bis(indolyl)methanes under dry grinding conditions, promoted by a Lewis acid-surfactant-SiO2-combined nanocatalyst

An in situ developed Lewis acid-surfactant-SiO2-combined (LASSC) nanocatalyst was used, for the first time, as a green and effective promoting medium for the electrophilic activation of aldehydes under solvent-free and dry grinding conditions. The advantages of using the LASSC nanocatalyst include avoiding the generation of wastewater containing sodium dodecyl sulfate and the use of toxic reagents, excellent reusability of the catalyst, and obtaining a high yield of bis(indolyl)methanes.

Towards breast cancer targeting: Synthesis of tetrahydroindolocarbazoles, antibreast cancer evaluation, uPA inhibition, molecular genetic and molecular modelling studies

A series of some new tetrahydroindolocarbazole derivatives has been synthesized. The structure of the synthesized compounds has been confirmed by different spectroscopic techniques such as IR, NMR, elemental analysis and mass spectrometry. The target compounds were evaluated for their antitumor activity against breast cancer cell line MCF-7, their GI% and their LC50 have been determined. Six of the synthesized compounds exhibited GI% values against MCF-7 cell lines exceeding 70% ranging from 71.9 to 85.0% in addition that compound 11 expressed GI% values of 99.9% and considered the most active derivatives among the synthesized ones. Compound 11 showed a remarkable decrease of u PA level to 3.5 ng/ml compared to DOX. Compound 5, 11 and 15 showed significant decrease in expression of MTAP and CDKN2A, in addition to a remarkable decrease in DNA damage comet assay method. Molecular modeling studies were performed to interpretate the behavior of active ligands as uPA inhibitors.

Synthesis, anti-methicillin-resistant S. aureus (MRSA) evaluation, quantitative structure-activity relationship and molecular modeling studies of some novel bis-indoles as prospective MRSA pyruvate kinase

Background: MRSA is a gram positive pathogen resistant to methicillin and other betalactam antibiotics, including penicillin, oxacillin, and declooxacillin. Statistical data suggest that as many as 19,000 people per year die from MRSA in the USA. Methods:

Sulfonic acid-functionalized magnetic nanoparticles as a recyclable and eco-friendly catalyst for atom economical Michael addition reactions and bis indolyl methane synthesis

A modified sulfonic acid functionalized magnetic nanoparticle composite (Fe3O4@γFe2O3-SO3H) is prepared by the use of ultrasonic irradiation. By this modification, the size of the nano-particles was r

Synthesis, cytostatic evaluation and structure activity relationships of novel bis-indolylmethanes and their corresponding tetrahydroindolocarbazoles

BIMs (bis-indolylmethanes) (1a-n) were synthesized using glacial acetic acid as a protic acid for promotion of the condensation reaction of indoles with aldehydes in high yields (86-98 %). Corresponding tetrahydroindolo[2,3-b]carbazoles (2

Tetramethyl guanidinium chlorosulfonate as a highly efficient and recyclable organocatalyst for the preparation of bis(indolyl)methane derivatives

The synthesis and characterization of a novel superbase ionic liquid, tetramethylguanidinium chlorosulfonate, are described. The guanidine ionic liquid (GIL) was characterized by FT-IR and NMR spectroscopies, and wide-angle X-ray scattering techniques, as

Tetramethyl guanidinium chlorosulfonate as a highly efficient and recyclable organocatalyst for the preparation of bis(indolyl)methane derivatives

The synthesis and characterization of a novel superbase ionic liquid, tetramethylguanidinium chlorosulfonate, are described. The guanidine ionic liquid (GIL) was characterized by FT-IR and NMR spectroscopies, and wide-angle X-ray scattering techniques, as