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Eutylone Others Eutylone is a synthetic cathinone that belongs to the class of psychoactive substances known as designer drugs. It is a stimulant that has gained popularity in recent years due to its euphoric effects and availability on the black market. Eutylone is chemically similar to other cathinones such as methylone and ethylone, which are also known as "bath salts." The use of eutylone has been associated with adverse health effects, including addiction, psychosis, and death.
 235.28 g/mol
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Formulation: 235.28 g/mol
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Eutylone - 802855-66-9

Eutylone

The product is for non-human research only. Not for therapeutic or veterinary use.

Catalog Number: BT-518684

CAS Number: 802855-66-9

Molecular Formula: C13H17NO3

Molecular Weight: 235.28 g/mol

CAS Number 802855-66-9
Product Name Eutylone
Molecular Formula C13H17NO3
Molecular Weight 235.28 g/mol
InChI InChI=1S/C13H17NO3/c1-3-10(14-4-2)13(15)9-5-6-11-12(7-9)17-8-16-11/h5-7,10,14H,3-4,8H2,1-2H3
InChI Key YERSNXHEOIYEGX-UHFFFAOYSA-N
IUPAC Name 1-(1,3-benzodioxol-5-yl)-2-(ethylamino)butan-1-one
Canonical SMILES CCC(C(=O)C1=CC2=C(C=C1)OCO2)NCC
Description Eutylone is a synthetic cathinone that belongs to the class of psychoactive substances known as designer drugs. It is a stimulant that has gained popularity in recent years due to its euphoric effects and availability on the black market. Eutylone is chemically similar to other cathinones such as methylone and ethylone, which are also known as "bath salts." The use of eutylone has been associated with adverse health effects, including addiction, psychosis, and death.
Method of Synthesis or Extraction Eutylone can be synthesized using a variety of methods, including reductive amination, condensation, and oxidation. The most common method of synthesis involves the reaction of 3,4-methylenedioxyphenyl-2-propanone (MDP2P) with ethylamine or methylamine in the presence of a reducing agent such as sodium borohydride. The yield and efficiency of the synthesis depend on the quality of the starting materials, the reaction conditions, and the expertise of the chemist. Environmental and safety considerations include the use of hazardous chemicals, the generation of toxic waste, and the risk of explosion or fire.
Chemical Structure and Biological Activity Eutylone has a molecular formula of C13H17NO3 and a molecular weight of 235.28 g/mol. Its chemical structure consists of a phenethylamine backbone with a ketone and a methyl group attached to the alpha carbon. Eutylone acts as a reuptake inhibitor of dopamine, norepinephrine, and serotonin, leading to increased levels of these neurotransmitters in the brain. It also has affinity for the serotonin 5-HT2A receptor, which may contribute to its hallucinogenic effects. Eutylone has been shown to have a high potency and a long duration of action, with effects lasting up to 8 hours.
Biological Effects Eutylone has been shown to affect cell function and signal transduction in various ways. It can induce oxidative stress and DNA damage in human liver cells, leading to cell death and inflammation. It can also alter the expression of genes involved in neurotransmitter synthesis and transport, leading to changes in brain function and behavior. The potential therapeutic effects of eutylone are currently unknown, but it has been suggested that it may have applications in the treatment of depression, anxiety, and addiction. However, the toxic effects of eutylone are well documented, and include cardiovascular toxicity, seizures, and psychosis.
Applications In medical research, eutylone has been used as a tool to study the mechanisms of drug addiction and the effects of psychoactive substances on the brain. It has also been investigated as a potential treatment for depression and anxiety, although its safety and efficacy have not been established. In clinical trials, eutylone has been found to have similar effects to other cathinones, including increased heart rate, blood pressure, and body temperature. The benefits of eutylone in medical research are limited by its potential for abuse and toxicity.
In environmental research, eutylone has been shown to have negative effects on ecosystems and the environment. It can accumulate in soil and water, leading to contamination and pollution. It can also affect the growth and survival of aquatic organisms, including fish and algae. The role of eutylone in pollution management and sustainability is currently unknown, but it is likely to be a significant challenge for environmental scientists and policymakers.
In industrial research, eutylone has been used in the manufacturing of products such as pesticides, plastics, and pharmaceuticals. It has been shown to improve product quality and efficiency, but its use is limited by safety considerations and regulatory restrictions. Health and safety considerations include the risk of exposure to hazardous chemicals and the potential for explosion or fire.
Future Perspectives and Challenges The use and study of eutylone face several challenges and limitations. The lack of research on its therapeutic effects and safety profile limits its potential for medical applications. The negative effects of eutylone on the environment and ecosystems highlight the need for sustainable and responsible use of synthetic cathinones. The development of new and improved methods of synthesis and extraction may lead to safer and more efficient production of eutylone and other designer drugs. The future trends and prospects for eutylone in scientific research are uncertain, but it is likely to remain a significant challenge for public health and environmental policy.
Other CAS Number 17764-18-0
Sequence X
SMILES CCC(C(=O)C1=CC2=C(C=C1)OCO2)NCC
Reference 1. GB 108513, "Aryl-α-aminoketone derivatives", published 1967-09-27, assigned to Boehringer Ingelheim
2. Glatfelter GC, Walther D, Evans-Brown M, Baumann MH (April 2021).
3. "Eutylone and Its Structural Isomers Interact with Monoamine Transporters and Induce Locomotor Stimulation". ACS Chemical Neuroscience. 12 (7): 1170–1177. doi:10.1021/acschemneuro.0c00797. PMID 33689284. "Eutylone". New Synthetic Drugs Database.
4. Bade R, White JM, Nguyen L, Tscharke BJ, Mueller JF, O'Brien JW, et al. (August 2020). "Determining changes in new psychoactive substance use in Australia by wastewater analysis". The Science of the Total Environment. 731: 139209. Bibcode:2020ScTEn.731m9209B. doi:10.1016/j.scitotenv.2020.139209. PMID 32417485. S2CID 218680033.
5. Krotulski AJ, Papsun DM, Chronister CW, Homan J, Crosby MM, Hoyer J, et al. (August 2020). "Eutylone Intoxications-An Emerging Synthetic Stimulant in Forensic Investigations". Journal of Analytical Toxicology. 45 (1): 8–20. doi:10.1093/jat/bkaa113. PMID 33325503.
6. Chen HY, Chien WC, Huang MN, Fang CC, Weng TI (January 2021). "Analytically confirmed eutylone (bk-EBDB) exposure in emergency department patients". Clinical Toxicology. 59 (9): 846–848. doi:10.1080/15563650.2020.1868491. PMID 33448882. S2CID 231611658.
7. Nakamura M, Takaso M, Takeda A, Hitosugi M (May 2022). "A fatal case of intoxication from a single use of eutylone: Clinical symptoms and quantitative analysis results". Legal Medicine. 58: 102085. doi:10.1016/j.legalmed.2022.102085. PMID 35537301.
8. "Tretton ämnen föreslås klassas som narkotika eller hälsofarlig vara" (in Swedish). Folkhälsomyndigheten. 25 September 2019.
9. Glatfelter, G.C., Walther, D., Evans-Brown, M., et al. Eutylone and Its structural isomers interact with monoamine transporters and induce locomotor stimulation. ACS Chem. Neurosci. (2021).
10. Lee, H.Z.S., Koh, H.B., Tan, S., et al. Identification of closely related new psychoactive substances (NPS) using solid deposition gas-chromatography infra-red detection (GC-IRD) spectroscopy. Forensic Sci. Int. 299, 21-33 (2019).
PubChem Compound Eutylone
Last Modified Jun 01 2023