29329-99-5

Basic information

• Product Name: 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: OTAVA-BB BB7020410128;1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE;3-FORMYL-1,2-DIPHENYLINDOLE;AKOS BBS-00000839;1,2-Diphenylindole-3-carboxaldehyde, 96%
• CAS NO: 29329-99-5
• Molecular Formula: C₂₁H₁₅NO
• Molecular Weight: 297.35
• EINECS: 249-562-0
• Mol File: 29329-99-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 229-230℃
• Boiling Point: 424.2 °C at 760 mmHg
• Flash Point: 210.3 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 2.11E-07mmHg at 25°C
• Refractive Index: 1.628
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE(29329-99-5)
• EPA Substance Registry System: 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE(29329-99-5)

Safety Data

• TSCA: Yes
• Hazardous Substances Data: 29329-99-5(Hazardous Substances Data)

Usage

General Description

1,2-Diphenyl-1H-indole-3-carbaldehyde is a chemical compound with the molecular formula C21H15NO. It is a yellow crystalline powder with a melting point of around 127-128 degrees Celsius. 1,2-DIPHENYL-1H-INDOLE-3-CARBALDEHYDE is commonly used in organic synthesis and pharmaceutical research as a building block for creating various indole derivatives. It possesses significant biological activity, making it a valuable component in drug discovery and development. Additionally, 1,2-Diphenyl-1H-indole-3-carbaldehyde has shown potential as a fluorescent probe for detecting and quantifying certain chemical species. Overall, this compound has diverse applications and is an important tool in the fields of chemistry and pharmaceutical science.

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 articles and documents

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.