Methylenedioxyhydroxyethylamphetamine: Difference between revisions

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| image = [[File:MDHOET_svg.svg|thumb|right|Chemical structure of Methylenedioxyhydroxyethylamphetamine]]
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| IUPAC_name = 1-(1,3-Benzodioxol-5-yl)-N-(2-hydroxyethyl)propan-2-amine
| IUPAC_name = 1-(1,3-Benzodioxol-5-yl)-2-(ethylamino)ethanol
| other_names = MDHOET
| other_names = Methylenedioxyhydroxyethylamphetamine
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'''Methylenedioxyhydroxyethylamphetamine''' (MDHOET) is a chemical compound that belongs to the class of [[substituted amphetamines]]. It is structurally related to [[3,4-methylenedioxyamphetamine]] (MDA) and [[3,4-methylenedioxymethamphetamine]] (MDMA), which are well-known psychoactive substances. MDHOET is characterized by the presence of a methylenedioxy group attached to the phenyl ring and an ethylamino group attached to the alpha carbon of the ethyl chain.
'''Methylenedioxyhydroxyethylamphetamine''' (MDHOET) is a chemical compound belonging to the [[substituted amphetamines]] class. It is structurally related to [[methylenedioxyamphetamine]] (MDA) and [[methylenedioxymethamphetamine]] (MDMA), which are well-known psychoactive substances. MDHOET is characterized by the presence of a methylenedioxy group attached to the phenyl ring and a hydroxyethyl group attached to the nitrogen atom of the amphetamine backbone.


==Chemical Structure and Properties==
==Chemical Structure and Properties==
[[File:MDHOET_svg.svg|Chemical structure of Methylenedioxyhydroxyethylamphetamine|thumb|right]]
MDHOET is a derivative of amphetamine, featuring a methylenedioxy group (–O–CH2–O–) attached to the 3,4-positions of the phenyl ring. The addition of a hydroxyethyl group (–CH2CH2OH) to the nitrogen atom distinguishes it from other related compounds. This modification can influence the compound's pharmacological properties, including its [[lipophilicity]], [[solubility]], and [[metabolism]].
MDHOET is a derivative of the phenethylamine class, specifically a member of the methylenedioxyphenethylamine family. Its chemical structure includes a 1,3-benzodioxole ring, which is a methylenedioxy group attached to a benzene ring, and an ethylamino group attached to the alpha carbon of the ethyl chain. The presence of a hydroxyl group on the ethyl chain distinguishes it from other related compounds such as MDA and MDMA.
 
The molecular formula of MDHOET is C<sub>11</sub>H<sub>15</sub>NO<sub>3</sub>, and it has a molar mass of 209.24 g/mol. The compound is typically synthesized in a laboratory setting and is not known to occur naturally.


==Pharmacology==
==Pharmacology==
MDHOET is believed to act as a [[serotonin]] and [[dopamine]] releasing agent, similar to other substituted amphetamines. However, due to the presence of the hydroxyl group, its pharmacological profile may differ from that of MDA and MDMA. The hydroxyl group can influence the compound's ability to cross the [[blood-brain barrier]], potentially affecting its psychoactive properties.
The pharmacological effects of MDHOET are not well-documented, but it is presumed to act similarly to other [[substituted amphetamines]]. These compounds typically function as [[central nervous system stimulants]], affecting the release and reuptake of neurotransmitters such as [[dopamine]], [[serotonin]], and [[norepinephrine]]. The presence of the hydroxyethyl group may alter its interaction with [[monoamine transporters]] and [[receptors]], potentially affecting its potency and duration of action.


The exact mechanism of action of MDHOET is not well-documented, and its effects on the human body are not fully understood. It is hypothesized to interact with [[monoamine]] transporters, leading to increased levels of serotonin and dopamine in the synaptic cleft, which may result in mood enhancement and altered perception.
==Synthesis==
The synthesis of MDHOET involves the introduction of a hydroxyethyl group to the nitrogen atom of the amphetamine structure. This can be achieved through various chemical reactions, including reductive amination or alkylation of the corresponding amine. The methylenedioxy group is typically introduced through the use of safrole or its derivatives as starting materials.


==Legal Status==
==Legal Status==
MDHOET is not widely recognized or regulated in many jurisdictions. However, due to its structural similarity to controlled substances like MDA and MDMA, it may be considered an analogue under certain [[analogue drug laws]]. This could subject it to legal restrictions similar to those of its more well-known counterparts.
MDHOET, like many other substituted amphetamines, may be subject to legal restrictions in various jurisdictions. Its legal status can vary depending on national and international drug control laws. In some countries, it may be classified as a controlled substance due to its structural similarity to known psychoactive drugs.
 
==Synthesis==
The synthesis of MDHOET involves the reaction of 3,4-methylenedioxyphenylacetone with ethylamine, followed by reduction to introduce the hydroxyl group. The process requires careful control of reaction conditions to ensure the correct stereochemistry and purity of the final product.


==Potential Uses and Research==
==Potential Uses and Research==
As of now, MDHOET has not been extensively studied for medical or therapeutic applications. Its potential use as a research chemical in the study of [[neurotransmitter]] systems and psychoactive effects remains a possibility. However, due to the lack of comprehensive studies, its safety profile and potential benefits are not well-established.
Research on MDHOET is limited, and its potential uses are not well-explored. However, compounds in this class are often studied for their effects on the central nervous system and potential therapeutic applications. Further research could elucidate its pharmacological profile and potential benefits or risks.


==Related Pages==
==Related Pages==
* [[3,4-Methylenedioxyamphetamine]]
* [[Amphetamine]]
* [[3,4-Methylenedioxymethamphetamine]]
* [[Methylenedioxyamphetamine]]
* [[Substituted amphetamines]]
* [[Methylenedioxymethamphetamine]]
* [[Serotonin releasing agent]]
* [[Psychoactive drug]]


[[Category:Substituted amphetamines]]
[[Category:Substituted amphetamines]]
[[Category:Serotonin releasing agents]]
[[Category:Phenethylamines]]
[[Category:Phenethylamines]]

Latest revision as of 06:29, 5 March 2025

Chemical compound


Methylenedioxyhydroxyethylamphetamine
[[File:
Chemical structure of Methylenedioxyhydroxyethylamphetamine
|frameless|220px|alt=|]]
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Methylenedioxyhydroxyethylamphetamine (MDHOET) is a chemical compound belonging to the substituted amphetamines class. It is structurally related to methylenedioxyamphetamine (MDA) and methylenedioxymethamphetamine (MDMA), which are well-known psychoactive substances. MDHOET is characterized by the presence of a methylenedioxy group attached to the phenyl ring and a hydroxyethyl group attached to the nitrogen atom of the amphetamine backbone.

Chemical Structure and Properties[edit]

MDHOET is a derivative of amphetamine, featuring a methylenedioxy group (–O–CH2–O–) attached to the 3,4-positions of the phenyl ring. The addition of a hydroxyethyl group (–CH2CH2OH) to the nitrogen atom distinguishes it from other related compounds. This modification can influence the compound's pharmacological properties, including its lipophilicity, solubility, and metabolism.

Pharmacology[edit]

The pharmacological effects of MDHOET are not well-documented, but it is presumed to act similarly to other substituted amphetamines. These compounds typically function as central nervous system stimulants, affecting the release and reuptake of neurotransmitters such as dopamine, serotonin, and norepinephrine. The presence of the hydroxyethyl group may alter its interaction with monoamine transporters and receptors, potentially affecting its potency and duration of action.

Synthesis[edit]

The synthesis of MDHOET involves the introduction of a hydroxyethyl group to the nitrogen atom of the amphetamine structure. This can be achieved through various chemical reactions, including reductive amination or alkylation of the corresponding amine. The methylenedioxy group is typically introduced through the use of safrole or its derivatives as starting materials.

Legal Status[edit]

MDHOET, like many other substituted amphetamines, may be subject to legal restrictions in various jurisdictions. Its legal status can vary depending on national and international drug control laws. In some countries, it may be classified as a controlled substance due to its structural similarity to known psychoactive drugs.

Potential Uses and Research[edit]

Research on MDHOET is limited, and its potential uses are not well-explored. However, compounds in this class are often studied for their effects on the central nervous system and potential therapeutic applications. Further research could elucidate its pharmacological profile and potential benefits or risks.

Related Pages[edit]