121103-34-2

Basic information

• Product Name: 1-benzyl-5-bromo-1H-indole-3-carboxaldehyde
• Synonyms: 1-benzyl-5-bromo-1H-indole-3-carboxaldehyde
• CAS NO: 121103-34-2
• Molecular Weight: 314.181
• Mol File: 121103-34-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1-benzyl-5-bromo-1H-indole-3-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-5-bromo-1H-indole-3-carboxaldehyde(121103-34-2)
• EPA Substance Registry System: 1-benzyl-5-bromo-1H-indole-3-carboxaldehyde(121103-34-2)

Safety Data

• Hazardous Substances Data: 121103-34-2(Hazardous Substances Data)

Usage

1-benzyl-5-bromo-1H-indole-3-carboxaldehyde is a synthetic chemical compound with the following main properties and specific content

This compound consists of 16 carbon atoms, 12 hydrogen atoms, 1 bromine atom, 1 nitrogen atom, and 1 oxygen atom.
2. Derivative of 1H-indole-3-carboxaldehyde
It is a modified version of the parent compound 1H-indole-3-carboxaldehyde, with additional functional groups or substitutions.
3. Belongs to the class of benzyl compounds
This chemical contains a benzyl group (a phenyl ring connected to a methyl group) as part of its structure.
4. Bromo-substituted indole ring
The indole ring in this compound has a bromine atom attached to it, which can influence its chemical properties and reactivity.
5. Benzyl group attached to the nitrogen atom
A benzyl group is connected to the nitrogen atom in the indole ring, which can affect the compound's solubility, stability, and interaction with other molecules.
6. Commonly used as a building block in organic synthesis
This chemical is often employed in the preparation of various indole derivatives and pharmaceutical compounds, due to its versatile structure and reactivity.
7. Potential applications in drug discovery and medicinal chemistry
The structural properties and biological activities of this compound make it a promising candidate for the development of new drugs and therapeutic agents.
8. Limited documentation on specific biological functions and toxicological effects
Further research is needed to fully understand the properties and applications of this chemical, as its biological functions and potential toxic effects are not well-documented.

Upstream product

• 877-03-2 5-bromo-1H-indole-3-carboxaldehyde 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 26807-69-2 N-acetylindololine-2-sulfonic acid sodium 
• 26807-68-1 indolin-2-sulfonic acid sodium 
• 120-72-9 indole 
• 10075-51-1 1-benzyl-5-bromo-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 10075-50-0 5-bromo-1H-indole 

Downstream Products

• 1207733-70-7 C₂₀H₁₇BrN₄O 
• 1196705-92-6 C₂₃H₁₇BrF₂N₂ 
• 1370714-01-4 3-(1-benzyl-5-bromo-1H-indol-3-yl)-4H-1,2,4-benzothiadiazine 1,1-dioxide 
• 1356584-95-6 1-benzyl-5-bromo-3-vinyl-1H-indole 
• 2579-22-8 Phenylpropargyl aldehyde 
• 1196705-91-5 C₂₃H₁₇BrCl₂N₂ 

Relevant articles and documents

Design and Synthesis of 2-(5-Phenylindol-3-yl)benzimidazole Derivatives with Antiproliferative Effects towards Triple-Negative Breast Cancer Cells by Activation of ROS-Mediated Mitochondria Dysfunction

Benzimidazole derivatives are widely studied because of their broad-spectrum biological activity, such as antitumor properties and excellent fluorescence performance. Herein, two types of 2-(5-phenylindol-3-yl)benzimidazole derivatives (1 a–1 h and 2 a–2 e) were rationally designed and synthesized. When these compounds were investigated in vitro anti-screening assays, we found that all of them possessed antitumor effect, in particular compound 1 b, which showed an outstanding antiproliferative effect on MDA-MB-231 cells (IC50≈2.6 μm). A study of the drug action mechanisms in cells showed that the antitumor activity of the compounds is proportional to their lipophilicity and cellular uptake; the tested compounds all entered the lysosome of MDA-MB-231 cells and caused changes in the levels of reactive oxygen species (ROS), and then caused mitochondrial damage. Apparent differences in the ROS levels for each compound suggest that the lethality of these compounds towards MDA-MB-231 cells is closely related to the ROS levels. Taken together, this study not only provides a theoretical basis for 2-(5-phenylindol-3-yl)benzimidazole anticarcinogens but also offers new thinking on the rational design of next-generation antitumor benzimidazole derivatives.

Catalytic Enantioselective Diels-Alder Reactions of Benzoquinones and Vinylindoles with Chiral Magnesium Phosphate Complexes

Tetrahydrocarbazole and its derivatives have received much attention due to the prevalence of this scaffold in natural products and their use in organic synthesis. We have developed a Diels-Alder reaction of benzoquinones and 3-vinylindoles catalyzed by c

Erratum: Integrated structure-based activity prediction model of benzothiadiazines on various genotypes of HCV NS5b polymerase (1a, 1b and 4) and its application in the discovery of new derivatives (Bioorganic and Medicinal Chemistry (2012) 20:7 (2455-2478))

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