62500-88-3

Basic information

• Product Name: 2-(5-ethyl-1H-indol-3-yl)ethanamine
• Synonyms: 1H-indole-3-ethanamine, 5-ethyl-; 5-Ethyltryptamine
• CAS NO: 62500-88-3
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.2688
• Mol File: 62500-88-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 366°C at 760 mmHg
• Flash Point: 202.8°C
• Density: 1.099g/cm³
• Vapor Pressure: 1.5E-05mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 2-(5-ethyl-1H-indol-3-yl)ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-ethyl-1H-indol-3-yl)ethanamine(62500-88-3)
• EPA Substance Registry System: 2-(5-ethyl-1H-indol-3-yl)ethanamine(62500-88-3)

Safety Data

• Hazardous Substances Data: 62500-88-3(Hazardous Substances Data)

Usage

Derivative of serotonin

Serotonin is a natural hormone that regulates various physiological processes, and 2-(5-ethyl-1H-indol-3-yl)ethanamine is a chemical compound derived from it.

Classification

Indoleamine This compound belongs to the class of chemical substances called indoleamines, which are derivatives of the bicyclic organic compound indole.

Psychoactive compound

It acts on the central nervous system and can alter perception, mood, and other psychological processes.

Serotonergic and dopaminergic effects

The compound interacts with serotonin and dopamine receptors in the brain, influencing their activity and contributing to its psychoactive properties.

Hallucinogenic and entheogenic effects

2-(5-ethyl-1H-indol-3-yl)ethanamine is known to induce hallucinations and mystical or spiritual experiences.

Unapproved for medical use

This compound has not been approved for any medical applications, and its safety and efficacy have not been established.

Illegal drug status

2-(5-ethyl-1H-indol-3-yl)ethanamine is often found as an illegal drug, and its possession, distribution, or use may be subject to legal restrictions.

Poorly understood effects on the human body

The specific effects of this compound on human health and well-being are not well researched or documented, making it difficult to predict potential risks or benefits.

Upstream product

• 159730-27-5 2-(5-Ethyl-1H-indol-3-yl)-2-oxo-acetamide 
• 222733-82-6 2-[2-(5-ethyl-1H-indol-3-yl)-ethyl]-isoindole-1,3-dione 
• 53661-18-0 p-ethylphenylhydrazine hydrochloride 
• 589-16-2 4-aminoethylbenzene 
• 68742-28-9 5-ethyl-1H-indole 
• 140397-32-6 5-ethylindole-2-carboxylic acid 
• 136281-75-9 (5-ethyl-1H-indol-3-yl)acetonitrile 
• 54840-34-5 (4-ethylphenyl)hydrazine 

Downstream Products

• 601520-76-7 6-ethyl-1-(3-methoxyphenyl)-2-propyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1073542-79-6 1-(3-benzyloxyphenyl)-6-ethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 1073542-78-5 6-ethyl-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 1206830-90-1 C₁₉H₂₀N₂O 
• 1310575-20-2 6-ethyl-1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-21-3 6-ethyl-1-(3,4-dimethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-19-9 6-ethyl-1-(2-methoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-28-0 6-ethyl-1-(3-methoxyphenyl)-2-methyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-29-1 6-ethyl-1-(3-methoxyphenyl)-2-pentyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-30-4 6-ethyl-1-(3-methoxyphenyl)-2-nonyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-33-7 6-ethyl-1-(4-methoxyphenyl)-2-propyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-34-8 6-ethyl-1-(3,4-dimethoxyphenyl)-2-propyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-35-9 6-ethyl-1-(3,4,5-trimethoxyphenyl)-2-propyl-2,3,4,9-tetrahydro-1H-β-carboline 
• 1310575-37-1 6-ethyl-1-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-propyl-2,3,4,9-tetrahydro-1H-β-carboline 

Relevant articles and documents

Antioxydant activity of β-carboline derivatives in the LDL oxidation model

A series of β-carboline compounds were synthesized, starting from compound GWC22, their antioxidant activity was determined by inhibition of lipid peroxidation. The oxidation of LDL was induced in the presence of CuSO 4 or 2,2′-azobis(2-amidinopropane) dihydrochloride (AAPH). The protective actions of these compounds against the cytotoxicity were evaluated with lactate dehydrogenase (LDH) activity in bovine aortic endothelial cells (BAECs) and cellular vitality by measuring mitochondrial activity in the presence of MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide). Most of compounds showed an higher antioxidant activity than GWC22 derivative (R = 1.6 for 5 μM CuSO4). The best antioxidant activities are phenolic and benzyloxy derivatives with ratio R = 1.9 to 2.8 for 1 μM CuSO4. These substances have protective actions and increase significantly the cell viability.

N-methyl-5-tert-butyltryptamine: A novel, highly potent 5-HT(1D) receptor agonist

It has been observed that reported 5-HT(1D) receptor agonists have at least one heteroatom (N, O, or S) on the 5-substituent of the indole. This has led to the hypothesis that a 5-substituent capable of participating in hydrogen bonding is critical for conveying high affinity. This article describes the synthesis and biological evaluation of a new series of 5- alkyltryptamine analogues, which does not have a heteroatom in the 5- substituent group. In contrast to the hypothesis, 5-alkyltryptamines all exhibit high binding affinities for the human 5-HT(1D) receptor. The size of the lipophilic alkyl group at the 5-position of the indole has significant impact on the 5-HT(1D) binding affinity. Compounds with a tert-butyl group at the 5-position such as 9d, 10, and 11 were identified. These analogues display high binding affinity (K(i) 1 nM) and moderate receptor selectivity in comparison with known antimigraine agents such as sumatriptan, naratriptan, rizatriptan, and VML-251.