Talk:Eutylone: Difference between revisions

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'''Eutylone''' '''β-~~''Keto~~-1,3-''benzodioxolyl-''N-''ethylbutanamine~~''' ('''Eutylone~~''', '''bk-EBDB''', '''N-Ethylbutylone'') is a [[psychoactive class::stimulant]] which has been reported as a novel designer drug and has appeared in 2019 being sold as a designer drug.

'''Eutylone''' (also known as '''β-keto-1,3-benzodioxolyl-''N''-ethylbutanamine''', '''bk-EBDB''', or '''''N''-Ethylbutylone''') is a [[psychoactive class::stimulant]] which has been reported as a novel designer drug and has appeared in 2019 being sold as a designer drug.

As a [[designer drug]], it is commonly sold among [[research chemical]] vendors as a substitute or counterfeit for [[NEP]] and [[methylone]] due to methylone's declining availability on the [[research chemical]] market. However, in spite of behavioral and pharmacological similarities between eutylone and MDMA, the observed subjective effects of both substances are not completely identical, eutylone has some of the euphoria which can remind of that of MDMA, but with a shorter duration and weaker effects.<ref name="urlCathinone | Ask Dr. Shulgin Online">{{cite web | url = http://www.cognitiveliberty.org/shulgin/adsarchive/cathinone.htm | title = Cathinone | Ask Dr. Shulgin Online }}</ref>

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==Chemistry==

Eutylone ~~or '''β-''Keto-1,3-''benzodioxolyl-''N-''ethylbutanamine''' ,~~ is a synthetic molecule of the [[Substituted cathinone|cathinone]] family. Cathinones are structurally similar to amphetamines in that they contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional ethyl substitution at Rα. Cathinones such as eutylone are alpha-methylated phenethylamines (i.e. [[amphetamine]]s) but differ from them with the addition of a ketone functional group (a carbonyl group at Rβ).

Eutylone is a synthetic molecule of the [[Substituted cathinone|cathinone]]<nowiki> family. Cathinones are structurally similar to amphetamines in that they contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional ethyl substitution at Rα. Cathinones such as eutylone are alpha-methylated phenethylamines (i.e. </nowiki>[[amphetamine]]s) but differ from them with the addition of a ketone functional group (a carbonyl group at Rβ).

==Pharmacology==

Eutylone acts as a mixed [[reuptake inhibitor]]/[[releasing agent]] of [[serotonin]], [[norepinephrine]], and [[dopamine]].<ref>Inhibition of plasma membrane monoamine transporters by beta-ketoamphetamines (PubMed.gov / NCBI) | http://www.ncbi.nlm.nih.gov/pubmed/10528135</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> These are the [[neurotransmitters]] in charge of pleasure, reward, motivation and focus. This is done by inhibiting the reuptake and reabsorption of the neurotransmitters after they have performed their function of transmitting a neural impulse, essentially allowing them to accumulate and be reused, causing physically stimulating and euphoric effects.

In comparison to [[methylone]], it has much lower affinity for the norepinephrine transporter, while its affinity for the serotonin and dopamine transporters is similar.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> The results of these differences in pharmacology relative to [[MDMA]] is that butylone, like its close analog [[ethylone]] is less potent in terms of dose, has more balanced [[catecholaminergic]] effects relative to serotonergic, and behaves more like a [[reuptake inhibitor]] like [[methylphenidate]] than a releaser like [[amphetamine]]~~; however~~, ~~eutyulonestill~~ has relatively robust releasing capabilities.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref>

In comparison to [[methylone]], it has much lower affinity for the norepinephrine transporter, while its affinity for the serotonin and dopamine transporters is similar.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> The results of these differences in pharmacology relative to [[MDMA]] is that butylone, like its close analog [[ethylone]], is less potent in terms of dose, has more balanced [[catecholaminergic]] effects relative to serotonergic, and behaves more like a [[reuptake inhibitor]] like [[methylphenidate]] than a releaser like [[amphetamine]]. However, eutylone still has relatively robust releasing capabilities.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref>

==Subjective effects==

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 {{SubstanceBox/Eutylone}}
-'''Eutylone''' '''β-''Keto-1,3-''benzodioxolyl-''N-''ethylbutanamine''' ('''Eutylone''', '''bk-EBDB''', '''N-Ethylbutylone'') is a [[psychoactive class::stimulant]] which has been reported as a novel designer drug and has appeared in 2019 being sold as a designer drug.
+'''Eutylone''' (also known as '''β-keto-1,3-benzodioxolyl-''N''-ethylbutanamine''', '''bk-EBDB''', or '''''N''-Ethylbutylone''') is a [[psychoactive class::stimulant]] which has been reported as a novel designer drug and has appeared in 2019 being sold as a designer drug.
 As a [[designer drug]], it is commonly sold among [[research chemical]] vendors as a substitute or counterfeit for [[NEP]] and [[methylone]] due to methylone's declining availability on the [[research chemical]] market. However, in spite of behavioral and pharmacological similarities between eutylone and MDMA, the observed subjective effects of both substances are not completely identical, eutylone has some of the euphoria which can remind of that of MDMA, but with a shorter duration and weaker effects.<ref name="urlCathinone | Ask Dr. Shulgin Online">{{cite web | url = http://www.cognitiveliberty.org/shulgin/adsarchive/cathinone.htm | title = Cathinone &#124; Ask Dr. Shulgin Online }}</ref>
@@ Line 10: / Line 10: @@
 ==Chemistry==
-Eutylone or '''β-''Keto-1,3-''benzodioxolyl-''N-''ethylbutanamine''' , is a synthetic molecule of the [[Substituted cathinone|cathinone]] family.  Cathinones are structurally similar to amphetamines in that they contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional ethyl substitution at R<sub>α</sub>. Cathinones such as eutylone are alpha-methylated phenethylamines (i.e. [[amphetamine]]s) but differ from them with the addition of a ketone functional group (a carbonyl group at R<sub>β</sub>).
+Eutylone is a synthetic molecule of the [[Substituted cathinone|cathinone]]<nowiki> family.  Cathinones are structurally similar to amphetamines in that they contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional ethyl substitution at R<sub>α</sub>. Cathinones such as eutylone are alpha-methylated phenethylamines (i.e. </nowiki>[[amphetamine]]s) but differ from them with the addition of a ketone functional group (a carbonyl group at R<sub>β</sub>).
 ==Pharmacology==
 Eutylone acts as a mixed [[reuptake inhibitor]]/[[releasing agent]] of [[serotonin]], [[norepinephrine]], and [[dopamine]].<ref>Inhibition of plasma membrane monoamine transporters by beta-ketoamphetamines (PubMed.gov / NCBI) | http://www.ncbi.nlm.nih.gov/pubmed/10528135</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> These are the [[neurotransmitters]] in charge of pleasure, reward, motivation and focus. This is done by inhibiting the reuptake and reabsorption of the neurotransmitters after they have performed their function of transmitting a neural impulse, essentially allowing them to accumulate and be reused, causing physically stimulating and euphoric effects.
-In comparison to [[methylone]], it has much lower affinity for the norepinephrine transporter, while its affinity for the serotonin and dopamine transporters is similar.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> The results of these differences in pharmacology relative to [[MDMA]] is that butylone, like its close analog [[ethylone]] is less potent in terms of dose, has more balanced [[catecholaminergic]] effects relative to serotonergic, and behaves more like a [[reuptake inhibitor]] like [[methylphenidate]] than a releaser like [[amphetamine]]; however, eutyulonestill has relatively robust releasing capabilities.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref>
+In comparison to [[methylone]], it has much lower affinity for the norepinephrine transporter, while its affinity for the serotonin and dopamine transporters is similar.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref><ref>The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811</ref> The results of these differences in pharmacology relative to [[MDMA]] is that butylone, like its close analog [[ethylone]], is less potent in terms of dose, has more balanced [[catecholaminergic]] effects relative to serotonergic, and behaves more like a [[reuptake inhibitor]] like [[methylphenidate]] than a releaser like [[amphetamine]]. However, eutylone still has relatively robust releasing capabilities.<ref>"Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf</ref>
 ==Subjective effects==