174367-69-2

Basic information

• Product Name: 1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: IVK/1270475;1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE;1-(3-bromobenzyl)indole-3-carbaldehyde;1-[(3-bromophenyl)methyl]-3-indolecarboxaldehyde;1-[(3-bromophenyl)methyl]indole-3-carbaldehyde
• CAS NO: 174367-69-2
• Molecular Formula: C₁₆H₁₂BrNO
• Molecular Weight: 314.19
• Mol File: 174367-69-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE(174367-69-2)
• EPA Substance Registry System: 1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE(174367-69-2)

Safety Data

• Hazardous Substances Data: 174367-69-2(Hazardous Substances Data)

Usage

General Description

1-(3-Bromobenzyl)-1H-indole-3-carbaldehyde is a chemical compound with the molecular formula C15H11BrNO. It is a derivative of indole and contains a bromine atom and a benzyl group. 1-(3-BROMOBENZYL)-1H-INDOLE-3-CARBALDEHYDE is commonly used in organic synthesis and medicinal chemistry, where it can serve as a building block for various pharmaceutical compounds. It exhibits potential antibacterial and antifungal activities, making it a valuable tool for drug development and research. Additionally, 1-(3-Bromobenzyl)-1H-indole-3-carbaldehyde has also been studied for its potential use as a fluorescent probe in biochemical and cellular studies due to its ability to interact with biomolecules and exhibit fluorescence properties.

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 823-78-9 meta-bromobenzyl bromide 

Downstream Products

• 1593928-72-3 (E)-3-(1-(3-bromobenzyl)-1H-indol-3-yl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)prop-2-en-1-one 
• 210426-42-9 1-[(3-bromophenyl)methyl]-1H-indole-3-methanol 
• 261637-59-6 bis[1-[(3-bromophenyl)methyl]-1H-indole-3-]methane 

Relevant articles and documents

Design, synthesis and biological evaluation of a series of pyrano chalcone derivatives containing indole moiety as novel anti-tubulin agents

A new series of pyrano chalcone derivatives containing indole moiety (3-42, 49a-49r) were synthesized and evaluated for their antiproliferative activities. Among all the compounds, compound 49b with a propionyloxy group at the 4-position of the left phenyl ring and N-methyl-5-indoly on the right ring displayed the most potent cytotoxic activity against all tested cancer cell lines including multidrug resistant phenotype, which inhibits cancer cell growth with IC50 values ranging from 0.22 to 1.80 μM. Furthermore, 49b significantly induced cell cycle arrest in G2/M phase and inhibited the polymerization of tubulin. Molecular docking analysis demonstrated the interaction of 49b at the colchicine binding site of tubulin. In experiments in vivo, 49b exerted potent anticancer activity in HepG2 human liver carcinoma in BALB/c nude mice. These results indicated these compounds are promising inhibitors of tubulin polymerization for the potential treatment of cancer.

3-(Azolylmethyl)-1H-indoles as selective P450 aromatase inhibitors

The synthesis of 1-(halobenzyl) and 1-tosyl-3-(1H-imidazol-1-ylmethyl)-1H-indoles, 1-(halobenzyl) and 1-tosyl-3-(1H-1,2,4-triazol-1-ylmethyl)-1H-indoles and 1-(halobenzyl)-3-(4H-1,2,4-triazol-4-ylmethyl)-1H-indoles is described. 3-(Azolylmethyl)-1H-indoles were obtained in three steps from 1H-indole-3-carbaldehyde (1) by benzylation or tosylation, reduction and azole moiety fixation. In an alternative method, the bromo intermediates issued from the corresponding alcohols were condensed with the azolium sodium salts. Inhibitory activity against P450(arom) and P450(17α), and influence on retinoic acid metabolism were evaluated. Three imidazole compounds exhibited potent and selective aromatase inhibitory activity.