28856-24-8

Basic information

• Product Name: 1,2-diphenyl-1H-indole-3-ethylamine
• Synonyms: 1,2-diphenyl-1H-indole-3-ethylamine;3-(2-Aminoethyl)-1,2-diphenyl-1H-indole
• CAS NO: 28856-24-8
• Molecular Formula: C₂₂H₂₀N₂
• Molecular Weight: 312.4076
• EINECS: 249-270-3
• Mol File: 28856-24-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 520.3°Cat760mmHg
• Flash Point: 268.4°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 6.33E-11mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 1,2-diphenyl-1H-indole-3-ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-diphenyl-1H-indole-3-ethylamine(28856-24-8)
• EPA Substance Registry System: 1,2-diphenyl-1H-indole-3-ethylamine(28856-24-8)

Safety Data

• Hazardous Substances Data: 28856-24-8(Hazardous Substances Data)

Usage

General Description

1,2-diphenyl-1H-indole-3-ethylamine is a chemical compound that belongs to the indole class of compounds. It is also known as 1-ethyl-3-(1,2-diphenyl-1H-indol-3-yl)propylamine. 1,2-diphenyl-1H-indole-3-ethylamine is a derivative of the neurotransmitter serotonin and is a potent and selective serotonin reuptake inhibitor. It is used in scientific research to study the function of serotonin receptors and the role of serotonin in various physiological processes. Its structure contains two phenyl groups attached to an indole ring, as well as an ethylamine group, which makes it an important chemical for understanding the structure-activity relationships of serotonin analogs. The compound's pharmacological properties make it a promising candidate for the development of new antidepressant and anxiolytic medications.

InChI:InChI=1/C22H20N2/c23-16-15-20-19-13-7-8-14-21(19)24(18-11-5-2-6-12-18)22(20)17-9-3-1-4-10-17/h1-14H,15-16,23H2

Upstream product

• 948-65-2 2-phenyl-indole 
• 18434-12-3 1,2-diphenyl-1H-indole 
• 29329-99-5 1,2-diphenyl-indole-3-carbaldehyde 
• 75-52-5 nitromethane 
• 591-50-4 iodobenzene 
• 40619-61-2 2-(1-N-phenyl-1H-indol-3-yl)ethan-1-amine 

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.