88636-52-6

Basic information

• Product Name: 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE
• Synonyms: 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE;1-(1-ethyl-1H-indol-3-yl)ethanone(SALTDATA: FREE);3-Acetyl-1-ethylindole;1-(1-ethyl-3-indolyl)ethanone;1-(1-ethylindol-3-yl)ethanone
• CAS NO: 88636-52-6
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.24
• Mol File: 88636-52-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 88-89℃
• Boiling Point: 331.1°C at 760 mmHg
• Flash Point: 154°C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE(88636-52-6)
• EPA Substance Registry System: 1-(1-ETHYL-1H-INDOL-3-YL)ETHANONE(88636-52-6)

Safety Data

• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 88636-52-6(Hazardous Substances Data)

Usage

General Description

1-(1-ethyl-1H-indol-3-yl)ethanone, also known as 5-IAI, is a synthetic chemical compound that belongs to the class of cathinones. It is a psychoactive substance that acts as a stimulant and entactogen, producing effects similar to those of amphetamines and MDMA. 5-IAI is often used as a recreational drug and has been reported to induce feelings of euphoria, increased sociability, and empathy. However, it also carries a risk of adverse effects such as increased heart rate, elevated blood pressure, and potential neurotoxicity. The precise mechanisms of action and long-term effects of 5-IAI are not fully understood, and its recreational use is associated with legal and health concerns.

InChI:InChI=1/C12H13NO/c1-3-13-8-11(9(2)14)10-6-4-5-7-12(10)13/h4-8H,3H2,1-2H3

Upstream product

• 10604-59-8 N-Ethylindole 
• 127-19-5 N,N-dimethyl acetamide 
• 64-67-5 diethyl sulfate 
• 703-80-0 3-acetylindole 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 120-72-9 indole 
• 20356-45-0 3-(1H-indol-3-yl)-3-oxo-propionitrile 
• 75-36-5 acetyl chloride 
• 4433-63-0 Ethyl boronic acid 

Downstream Products

• 58690-18-9 2-(1-ethyl-1H-indol-3-yl)acetic acid 

Relevant articles and documents

Exploring Heteroaryl-pyrazole Carboxylic Acids as Human Carbonic Anhydrase XII Inhibitors

We report the synthesis, biological evaluation, and structural study of a series of substituted heteroaryl-pyrazole carboxylic acid derivatives. These compounds have been developed as inhibitors of specific isoforms of carbonic anhydrase (CA), with potential as prototypes of a new class of chemotherapeutics. Both X-ray crystallography and computational modeling provide insights into the CA inhibition mechanism. Results indicate that this chemotype produces an indirect interference with the zinc ion, thus behaving differently from other related nonclassical inhibitors. Among the tested compounds, 2c with Ki = 0.21 μM toward hCA XII demonstrated significant antiproliferative activity against hypoxic tumor cell lines. Taken together, the results thus provide the basis of structural determinants for the development of novel anticancer agents.

Exploiting single-molecule magnets of β-diketone dysprosium complexes with C3v symmetry: Suppression of quantum tunneling of magnetization

A series of four β-diketone mononuclear dysprosium complexes, namely, Dy(EIFD)3(H2O)·CH2Cl2 (1), Dy(EIFD)3(DMF)·CH2Cl2 (2), Dy(EIFD)3(DMSO) (3), and Dy(EIFD)3/su

Synthesis and bioactivity assessment of novel spiro pyrazole-oxindole congeners exhibiting potent and selective in vitro anticancer effects

The present work aims to design and synthesize novel series of spiro pyrazole-3,3'-oxindoles analogues and investigate their bioactivity as antioxidant and antimicrobial agents, as well as antiproliferative potency against selected human cancerous cell li

Weak Coordination Enabled Switchable C4-Alkenylation and Alkylation of Indoles with Allyl Alcohols

A weak carbonyl coordination facilitated tunable reactivity between alkenylation and alkylation of indoles at the C4 C-H site is presented using readily accessible allylic alcohols in the presence of Rh catalysis by switching the additives or directing group. Exclusive site selectivity, functional group tolerance, and late-stage modifications are the important practical features.