29329-99-5

Usage

Uses

Used in Organic Synthesis:
1,2-Diphenyl-1H-indole-3-carbaldehyde is used as a building block in organic synthesis for the creation of various indole derivatives. Its unique structure and properties make it a valuable component in the development of new chemical compounds with potential applications in various industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1,2-Diphenyl-1H-indole-3-carbaldehyde is employed as a key component in drug discovery and development. Its significant biological activity and versatility in chemical reactions contribute to the design and synthesis of novel therapeutic agents with potential applications in treating various diseases and conditions.
Used as a Fluorescent Probe in Analytical Chemistry:
1,2-Diphenyl-1H-indole-3-carbaldehyde has demonstrated potential as a fluorescent probe for detecting and quantifying certain chemical species. Its ability to emit fluorescence upon interaction with specific analytes makes it a valuable tool in analytical chemistry for sensitive and selective detection methods.
Overall, 1,2-Diphenyl-1H-indole-3-carbaldehyde is a versatile and important compound in the fields of chemistry and pharmaceutical science, with diverse applications ranging from organic synthesis to pharmaceutical research and analytical chemistry.

InChI:InChI=1/C21H15NO/c23-15-19-18-13-7-8-14-20(18)22(17-11-5-2-6-12-17)21(19)16-9-3-1-4-10-16/h1-15H

Upstream product

• 1075174-17-2 N-phenyl-2-(phenylethynyl)benzenamine 
• 68-12-2 N,N-dimethyl-formamide 
• 948-65-2 2-phenyl-indole 
• 18434-12-3 1,2-diphenyl-1H-indole 
• 591-50-4 iodobenzene 

Downstream Products

• 28856-24-8 2-(1,2-diphenyl-1H-indol-3-yl)ethanamine 

Relevant academic research and scientific papers

Synthesis of DPIE [2-(1,2-Diphenyl-1H-indol-3-yl)ethanamine] Derivatives and Their Regulatory Effects on Pro-Inflammatory Cytokine Production in IL-1β-Stimulated Primary Human Oral Cells

Interleukin-1 beta (IL-1β) has diverse physiological functions and plays important roles in health and disease. In this report, we focus on its function in the production of pro-inflammatory cytokines, including IL-6 and IL-8, which are implicated in several autoimmune diseases and host defense against infection. IL-1β activity is markedly dependent on the binding affinity toward IL-1 receptors (IL-1Rs). Several studies have been conducted to identify suitable small molecules that can modulate the interactions between 1L-1β and 1L-1R1. Based on our previous report, where DPIE [2-(1,2-Diphenyl-1H-indol-3-yl)ethanamine] exhibited such modulatory activity, three types of DPIE derivatives were synthesized by introducing various substituents at the 1, 2, and 3 positions of the indole group in DPIE. To predict a possible binding pose in complex with IL-1R1, a docking simulation was performed. The effect of the chemicals was determined in human gingival fibroblasts (GFs) following IL-1β induction. The DPIE derivatives affected different aspects of cytokine production. Further, a group of the derivatives enabled synergistic pro-inflammatory cytokine production, while another group caused diminished cytokine production compared to DPIE stimulation. Some groups displayed no significant difference after stimulation. These findings indicate that the modification of the indole site could modulate IL-1β:IL1R1 binding affinity to reduce or enhance pro-inflammatory cytokine production.

A copper(ii)-catalyzed annulative formylation of o-alkynylanilines with DMF: a single-step strategy for 3-formyl indoles

In this paper, a copper(ii)-catalyzed reaction of o-alkynylanilines with dimethylformamide (DMF) in the presence of oxygen has been developed for synthesizing multisubstituted 3-formyl indole scaffolds. This one-pot reaction proceeds through a cascade 5-endo-dig cyclization followed by formylation to construct 1,2-disubstituted 3-formyl indoles. The key aspects of this synthesis method are the broad substrate scope (with 38 examples), and well tolerating various functional groups. In addition, a detailed mechanism has been proposed, where DMF may serve as a carbon source for the in situ C3 formylation of the obtained indole derivatives.