Methylenedioxyhydroxyethylamphetamine

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

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

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

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

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

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

• Amphetamine
• Methylenedioxyamphetamine
• Methylenedioxymethamphetamine
• Psychoactive drug