3,4-Methylenedioxy-N-methoxyamphetamine: Difference between revisions

Latest revision as of 16:28, 16 February 2025

3,4-Methylenedioxy-N-methoxyamphetamine[edit]

Chemical structure of 3,4-Methylenedioxy-N-methoxyamphetamine

3,4-Methylenedioxy-N-methoxyamphetamine (MDMEO) is a psychedelic and empathogen of the amphetamine class. It is structurally related to MDMA (3,4-methylenedioxy-N-methylamphetamine) and is known for its psychoactive effects.

Chemical Structure[edit]

MDMEO is a derivative of amphetamine and is characterized by the presence of a methylenedioxy group attached to the phenyl ring and a methoxy group attached to the nitrogen atom. This structure is similar to that of MDMA, with the primary difference being the substitution of a methoxy group for the methyl group on the nitrogen.

Pharmacology[edit]

MDMEO acts primarily as a serotonin releasing agent, similar to other compounds in the MDxx family. It increases the levels of serotonin in the synaptic cleft by promoting the release of serotonin from neurons. This action is responsible for its mood-enhancing and empathogenic effects.

Effects[edit]

The effects of MDMEO are similar to those of MDMA, including increased empathy, euphoria, and altered sensory perception. Users may experience enhanced emotional connectivity and a sense of well-being. However, the specific effects can vary depending on the dose and individual sensitivity.

Legal Status[edit]

The legal status of MDMEO varies by country. In many jurisdictions, it is classified as a controlled substance due to its structural similarity to MDMA and its potential for abuse.

Related Compounds[edit]

MDMEO is part of a larger family of substituted amphetamines, which includes:

MDMA
MDA (3,4-methylenedioxyamphetamine)
MDEA (3,4-methylenedioxy-N-ethylamphetamine)

Related Pages[edit]

@@ Line 1: / Line 1: @@
-{{Short description|Chemical compound}}
+== 3,4-Methylenedioxy-N-methoxyamphetamine ==
-{{Drugbox
-| verifiedfields = changed
-| verifiedrevid = 477318123
-| IUPAC_name = 1-(1,3-benzodioxol-5-yl)-N-methoxypropan-2-amine
-| image = MDMEO.svg
-| image_size = 200px
-| legal_status = Uncontrolled
-| routes_of_administration = Oral
-| CAS_number = 74698-46-5
-| PubChem = 443978
-| ChemSpiderID = 392063
-| UNII = 8X8X8X8X8X
-| C=11
-| H=15
-| N=1
-| O=3
-| smiles = CC(NC)C1=CC2=C(C=C1)OCO2
-| InChI = 1S/C11H15NO3/c1-8(12-15-2)9-3-4-10-11(5-9)14-7-13-6-10/h3-5,8,12H,6-7H2,1-2H3
-| InChIKey = XXXXXXXXXXXXXXX
-}}
-'''3,4-Methylenedioxy-N-methoxyamphetamine''' ('''MDMEO''') is a [[psychedelic]] and [[empathogen]] of the [[amphetamine]] class. It is a derivative of [[3,4-methylenedioxyamphetamine]] (MDA) and is structurally related to [[MDMA]].
+[[File:MDMEO.svg|thumb|right|Chemical structure of 3,4-Methylenedioxy-N-methoxyamphetamine]]
-==Chemical structure==
+'''3,4-Methylenedioxy-N-methoxyamphetamine''' (MDMEO) is a [[psychedelic]] and [[empathogen]] of the [[amphetamine]] class. It is structurally related to [[MDMA]] (3,4-methylenedioxy-N-methylamphetamine) and is known for its psychoactive effects.
-MDMEO is a member of the [[substituted amphetamines]] class, which are characterized by the presence of a [[phenethylamine]] core with a methylenedioxy group attached to the benzene ring. The chemical structure of MDMEO includes a methoxy group attached to the nitrogen atom, distinguishing it from other related compounds such as [[MDA]] and [[MDMA]].
-==Pharmacology==
+== Chemical Structure ==
-MDMEO is believed to act as a [[serotonin]] releasing agent, similar to other compounds in the [[MDxx]] series. It may also have effects on [[dopamine]] and [[norepinephrine]] release, contributing to its psychoactive properties. The exact mechanism of action and the receptor binding profile of MDMEO have not been extensively studied.
-==Effects==
+MDMEO is a derivative of [[amphetamine]] and is characterized by the presence of a methylenedioxy group attached to the phenyl ring and a methoxy group attached to the nitrogen atom. This structure is similar to that of [[MDMA]], with the primary difference being the substitution of a methoxy group for the methyl group on the nitrogen.
-The effects of MDMEO are not well-documented, but it is presumed to produce effects similar to those of other [[entactogens]] and [[psychedelics]]. Users may experience altered [[perception]], enhanced [[empathy]], and increased [[sociability]]. The duration and intensity of these effects can vary depending on the dose and individual differences.
-==Legal status==
+== Pharmacology ==
-MDMEO is not specifically listed as a controlled substance in most jurisdictions. However, it may be considered an analogue of controlled substances such as [[MDA]] or [[MDMA]], which could subject it to regulation under analogue laws.
-==Synthesis==
+MDMEO acts primarily as a [[serotonin]] releasing agent, similar to other compounds in the [[MDxx]] family. It increases the levels of serotonin in the [[synaptic cleft]] by promoting the release of serotonin from [[neurons]]. This action is responsible for its mood-enhancing and empathogenic effects.
-The synthesis of MDMEO involves the reaction of [[3,4-methylenedioxyphenylacetone]] with [[methoxyamine]] to form the corresponding oxime, followed by reduction to the amine. This process requires specialized knowledge in organic chemistry and access to precursor chemicals.
-==Related compounds==
+== Effects ==
-* [[3,4-Methylenedioxyamphetamine]] (MDA)
-* [[3,4-Methylenedioxymethamphetamine]] (MDMA)
+The effects of MDMEO are similar to those of [[MDMA]], including increased empathy, euphoria, and altered sensory perception. Users may experience enhanced emotional connectivity and a sense of well-being. However, the specific effects can vary depending on the dose and individual sensitivity.
-* [[3,4-Methylenedioxy-N-ethylamphetamine]] (MDEA)
-* [[3,4-Methylenedioxy-N-methylcathinone]] (Methylone)
+== Legal Status ==
+The legal status of MDMEO varies by country. In many jurisdictions, it is classified as a controlled substance due to its structural similarity to [[MDMA]] and its potential for abuse.
+== Related Compounds ==
+MDMEO is part of a larger family of [[substituted amphetamines]], which includes:
+* [[MDMA]]
+* [[MDA]] (3,4-methylenedioxyamphetamine)
+* [[MDEA]] (3,4-methylenedioxy-N-ethylamphetamine)
+== Related Pages ==
-==Related pages==
 * [[Psychedelic drug]]
 * [[Empathogen]]
-* [[Substituted amphetamines]]
+* [[Amphetamine]]
-* [[Serotonin releasing agent]]
+* [[Serotonin]]
+{{Psychedelics}}
+{{Amphetamines}}
-[[Category:Psychedelic phenethylamines]]
+[[Category:Psychedelic drugs]]
-[[Category:Substituted amphetamines]]
+[[Category:Amphetamines]]
-[[Category:Serotonin releasing agents]]