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>Klaus
m I had Tactile hallucination to the physical effect, I deduced it from my experience
>David Hedlund
{{Experience reports|erowid_experience_substance_label=3-Methylmethcathinone}}
 
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{{SummarySheet}}
{{SummarySheet}}
{{SubstanceBox/3-MMC}}
{{SubstanceBox/3-MMC}}
'''3-Methylmethcathinone''' (also known as '''3-MMC''' or '''metaphedrone'''<ref>Adamowicz, P., Gieron, J., Gil, D., Lechowicz, W., Skulska, A., & Tokarczyk, B. (2016). 3-Methylmethcathinone—Interpretation of blood concentrations based on analysis of 95 cases. Journal of analytical toxicology, 40(4), 272-276. https://doi.org/10.1093/jat/bkw018</ref>) is a novel [[psychoactive class::stimulant]]-[[psychoactive class::entactogen]] substance of the [[chemical class::cathinone]] class. It is a structural analog of [[mephedrone]] (4-MMC). It is thought to produce its effects by promoting the release of [[dopamine]] and [[serotonin]], although studies are lacking.  
'''3-Methylmethcathinone''' (also known as '''3-MMC''' or '''metaphedrone'''<ref>{{cite journal | vauthors=((Adamowicz, P.)), ((Gieroń, J.)), ((Gil, D.)), ((Lechowicz, W.)), ((Skulska, A.)), ((Tokarczyk, B.)) | journal=Journal of Analytical Toxicology | title=3-Methylmethcathinone—Interpretation of Blood Concentrations Based on Analysis of 95 Cases | volume=40 | issue=4 | pages=272–276 | date= May 2016 | url=https://academic.oup.com/jat/article-lookup/doi/10.1093/jat/bkw018 | issn=0146-4760 | doi=10.1093/jat/bkw018}}</ref>) is a novel [[psychoactive class::stimulant]]-[[psychoactive class::entactogen]] substance of the [[chemical class::cathinone]] class. It is a structural analog of [[mephedrone]] (4-MMC) and was created as a legal designer drug after the banning of 4-MMC. The mechanism of action is not fully studied, but [[dopamine]] and [[serotonin]] and norepinephrine releasing activity is known to be involved.


3-MMC first became available on the online [[research chemical]] market shortly after the banning of mephedrone. It is a prominent example of a contemporary [[designer drug]] specifically chosen to mimic and/or replace the functional and structural features of its recently-controlled predecessors.
3-MMC first appeared on the online [[research chemical]] market shortly after the banning of the massively popular mephedrone. Its first emergence was recorded in Europe in 2012<ref>{{citation | vauthors=((World Health Organisation)), ((Expert Committee on Drug Dependence)) | title=Critical review report: 3-Methylmethcathinone (3-MMC) | date= October 2022 | url=https://cdn.who.int/media/docs/default-source/controlled-substances/45th-ecdd/3-mmc_draft.pdf}}</ref>. It is a prominent example of a contemporary [[designer drug]] specifically chosen to mimic and/or replace the functional and structural features of its recently-controlled predecessors.


[[Subjective effects]] include [[stimulation]], [[anxiety suppression]], [[disinhibition]], [[empathy, affection, and sociability enhancement|enhanced empathy and sociability]], [[muscle relaxation|relaxation]], [[increased libido]], and [[euphoria]]. 3-MMC's effects are reported to be similar to those of mephedrone, which is sometimes described as a hybrid of [[MDMA]] and [[cocaine]]. However, 3-MMC is described as being slightly less entactogenic and more stimulating, and some report more side effects. Like mephedrone and [[cocaine]], it is associated with [[compulsive redosing]] and abuse.
[[Subjective effects]] include [[stimulation]], [[anxiety suppression]], [[disinhibition]], [[empathy, affection, and sociability enhancement|enhanced empathy and sociability]], [[muscle relaxation|relaxation]], [[increased libido]], and [[euphoria]]. The effects are reported to be similar to those of mephedrone, which is sometimes described as a hybrid of [[MDMA]] and [[cocaine]].  


Limited data exists about the pharmacological properties, metabolism, and toxicity of 3-MMC, and it has little history of human use.{{citation needed}} Preliminary evidence suggests it may possess neurotoxic and cardiotoxic properties. It is highly advised to use [[harm reduction practices]] if using this substance.  
However, it is described as being slightly less entactogenic and more stimulating than mephedrone, and some report more side effects. Like mephedrone and [[cocaine]], it is associated with [[compulsive redosing]] and abuse due to its powerful, short-lived [[euphoric]] rush. It is typically administered via [[insufflation]], although [[oral]] and [[injection]] [[routes]] have been observed.
 
Limited data exists about the pharmacological properties, metabolism, and toxicity of 3-MMC, and it has little history of human use.{{citation needed}} Preliminary evidence suggests chronic use (i.e. high dose, repeat administration) may carry neurotoxic and cardiotoxic risks.{{citation needed}} It is reported to produce the symptoms of [[serotonin]] depletion with overuse.
 
It is highly advised to use [[harm reduction practices]] if using this substance.  


==Chemistry==
==Chemistry==
3-MMC, or 3-Methylmethcathinone, is a molecule of the substituted cathinone class. Cathinones are a sub-category of [[amphetamines]], sharing the core amphetamine structure of a phenyl ring bound to an amino (NH<sub>2</sub>) group through an ethyl chain and an additional methyl substitution at R<sub>α</sub>.  
3-MMC, or 3-Methylmethcathinone, belongs to a class of synthetic organic compounds known as cathinones. Cathinones are a sub-category of [[amphetamines]], meaning they share the core amphetamine structure of a phenyl ring bound to an amino (NH<sub>2</sub>) group through an ethyl chain, and an additional methyl substitution at R<sub>α</sub>.
 
Cathinones are differentiated by their ketone substitution on the beta carbon of the amphetamine skeleton, meaning they are β-keto-amphetamines. 3-MMC has two methyl substitutions on its cathinone skeleton, one at R<sub>3</sub> of the phenyl ring, and a second at the nitrogen group R<sub>N</sub>.  


3-MMC and other cathinones are differentiated by their ketone substitution on the beta carbon of the amphetamine skeleton, meaning they are β-keto-amphetamines. 3-MMC has two methyl substitutions on its cathinone skeleton, one at R<sub>3</sub> of the phenyl ring, and a second at the nitrogen group R<sub>N</sub>. 3-MMC is analogous to [[mephedrone]]; it is identical in structure except for the placement of the methyl group at R<sub>4</sub> instead of R<sub>3</sub>
It is a structural analog of [[mephedrone]] (4-methylmethcathinone), meaning it is identical in structure except for the placement of the methyl group at R<sub>4</sub> instead of R<sub>3</sub>


3-MMC contains a chiral centre at the C-2 carbon of the propane side-chain, so that two enantiomers exist: R-3-MMC and S-3-MMC. Due to the similarity with cathinone the S form is thought to be more potent than the R form.<ref name="who">https://www.who.int/medicines/access/controlled-substances/4.4_3-MMC_CritReview.pdf</ref>
It is a chiral compound with a stereocenter at R<sub>2</sub> of the propane side-chain. Two enantiomers exist: R-3-MMC and S-3-MMC. Due to the similarity with cathinone proper, the S form is thought to be more potent than the R form{{citation needed}}.


The hydrochloride salt of 3-MMC is a white crystalline powder. It has a melting point of 193.2 ± 0.2°C (hydrochloride salt) and a boiling point of 280.5 ± 23.0°C at 760 mm Hg. It is sparingly soluble in PBS; slightly soluble in ethanol, dimethyl sulfoxide, and dimethyl formamide.<ref name="who" />
The hydrochloride salt of 3-MMC occurs as a white crystalline powder. It has a melting point of 193.2 ± 0.2°C (hydrochloride salt) and a boiling point of 280.5 ± 23.0°C at 760 mm Hg. It is sparingly soluble in PBS; slightly soluble in ethanol, dimethyl sulfoxide, and dimethyl formamide{{citation needed}}.


==Pharmacology==
==Pharmacology==
Due to the lack of research regarding the substance, all discussion regarding the pharmacology of it is purely speculation based upon its structure and subjective effect similarities to other [[stimulant]]s such as [[mephedrone]], [[amphetamine]] and [[2-FMA]]. 3-MMC most likely acts as both a [[dopamine]] and [[norepinephrine]] [[releasing agent]]. This means it may effectively boost the levels of the norepinephrine and dopamine neurotransmitters in the brain by binding to and partially blocking the transporter proteins that normally remove those monoamines from the synaptic cleft. This allows dopamine and norepinephrine to accumulate within the brain, resulting in [[stimulation|stimulating]] and [[physical euphoria|euphoric]] effects.{{citation needed}}
Due to the lack of research regarding the substance, all discussion regarding the pharmacology of it is purely speculation based upon its structure and subjective effect similarities to other [[entactogens]] and [[stimulants]] such as [[mephedrone]], [[amphetamine]] and [[2-FMA]].  
 
3-MMC most likely acts as a serotonin-norepinephrine-dopamine [[Reuptake inhibitor|reuptake inhibitor]]. This means that it effectively boosts the levels of the [[monoamine]] [[neurotransmitters]] [[serotonin]], [[norepinephrine]], and [[dopamine]] in the brain by binding to and partially blocking the transporter proteins that normally remove them from the synaptic cleft. This allows the neurotransmitters to accumulate in the brain, resulting in [[stimulation|stimulating]] and [[physical euphoria|euphoric]] effects.{{citation needed}}


==Subjective effects==
==Subjective effects==
{{effectStub}}
{{effectStub}}
{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
{{effects/base
{{effects/base
|{{effects/physical|
|{{effects/physical|
 
*'''[[Effect:: Stimulation]]''' -  3-MMC is reported to be extremely stimulating and energetic. It can encourage physical activities like running or dancing, which makes it popular for parties and raves. <p>The style of stimulation can be described as "forced". This means that at higher doses, it becomes difficult or impossible to keep still as jaw clenching, involuntarily body shakes and vibrations become present. <p>Additionally, persistent or wave-like feelings of deep [[sedation]] and [[Muscle relaxation|relaxation]] may be paradoxically present, typically at moderate to strong doses.
*'''[[Effect:: Stimulation]]''' -  Regarding its effects on the user's physical energy levels, 3-MMC is commonly regarded as extremely stimulating and energetic. This encourages activities such as running, climbing and dancing in a way that makes it a popular choice for musical events such as festivals and raves. The distinct style of stimulation which 3-MMC presents can be described as forced. This means that at higher doses, it becomes difficult or impossible to keep still as jaw clenching, involuntarily body shakes and vibrations become present, resulting in an extreme unsteadiness of the hands and a general lack of motor control. This can also paradoxically be accompanied by persistent or wave-like feelings of deep [[sedation]] and [[Muscle relaxation|relaxation]], typically at moderate to strong doses.
*'''[[Effect::Spontaneous bodily sensations]]''' -  The "body high" of 3-MMC can be characterized as a moderate to extreme euphoric tingling sensation that encompasses the entire body. It is capable of becoming overwhelmingly pleasurable at higher doses. This sensation maintains a consistent presence that steadily rises with the onset and hits its limit once the peak has been reached.
*'''[[Effect::Spontaneous bodily sensations]]''' -  The "body high" of 3-MMC can be characterized as a moderate to extreme euphoric tingling sensation that encompasses the entire body. It is capable of becoming overwhelmingly pleasurable at higher doses. This sensation maintains a consistent presence that steadily rises with the onset and hits its limit once the peak has been reached.
**'''[[Effect::Physical euphoria]]''' - Physical euphoria is reliably produced when 3-MMC is used responsibly (i.e. reasonable dosing and spacing between experiences) and can lead to profound feelings of social and physical [[disinhibition]].
*'''[[Effect::Physical euphoria]]''' - Physical euphoria is very prominent when used responsibly (i.e. reasonable dosing and spacing between experiences) and can lead to profound feelings of social and physical [[disinhibition]].
*'''[[Effect::Tactile enhancement]]'''  
*'''[[Effect::Tactile enhancement]]'''  
*'''[[Effect::Tactile hallucination]]'''
*'''[[Effect::Bodily control enhancement]]'''  
*'''[[Effect::Bodily control enhancement]]'''  
*'''[[Effect::Stamina enhancement]]'''  
*'''[[Effect::Stamina enhancement]]'''  
*'''[[Effect::Temperature regulation suppression]]'''  
*'''[[Effect::Temperature regulation suppression]]'''  
**'''[[Effect::Increased bodily temperature]]'''
*'''[[Effect::Increased bodily temperature]]'''
**'''[[Effect::Decreased bodily temperature]]'''
*'''[[Effect::Decreased bodily temperature]]'''
*'''[[Effect::Vasoconstriction]]''' ”<ref>References
*'''[[Effect::Vasoconstriction]]''' ”<ref>{{cite journal | vauthors=((Assi, S.)), ((Gulyamova, N.)), ((Kneller, P.)), ((Osselton, D.)) | journal=Human Psychopharmacology: Clinical and Experimental | title=The effects and toxicity of cathinones from the users’ perspectives: A qualitative study | volume=32 | issue=3 | pages=e2610 | date= May 2017 | url=https://onlinelibrary.wiley.com/doi/10.1002/hup.2610 | issn=08856222 | doi=10.1002/hup.2610}}</ref>  
The effects and toxicity of cathinones from the users' perspectives: A qualitative study. (2017, June 20). Wiley Online Library. https://onlinelibrary.wiley.com/doi/full/10.1002/hup.2610</ref>  
*'''[[Effect::Abnormal heartbeat]]'''  
*'''[[Effect::Abnormal heartbeat]]'''  
*'''[[Effect::Increased heart rate]]'''  
*'''[[Effect::Increased heart rate]]'''  
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*'''[[Effect::Orgasm suppression]]'''  
*'''[[Effect::Orgasm suppression]]'''  
*'''[[Effect::Vibrating vision]]''' - At high doses, the user's eyeballs may begin to spontaneously wiggle back and forth in a rapid motion, causing the vision to become blurry and temporarily out of focus. This is a condition known as [http://en.wikipedia.org/wiki/Nystagmus nystagmus].
*'''[[Effect::Vibrating vision]]''' - At high doses, the user's eyeballs may begin to spontaneously wiggle back and forth in a rapid motion, causing the vision to become blurry and temporarily out of focus. This is a condition known as [http://en.wikipedia.org/wiki/Nystagmus nystagmus].
*'''[[Effect::Teeth grinding]]''' - This effect when experienced alongside [[euphoria]] can often lead to users mildly or intensely clenching their jaw muscles, sometimes even to the point where the individual’s facial expression begins to change. This is sometimes colloquially called “gurning”<ref>Urban Dictionary page on "gurning" http://www.urbandictionary.com/define.php?term=gurning</ref> and is typically only experienced in common to high dosages.  
*'''[[Effect::Teeth grinding]]''' - This effect when experienced alongside [[euphoria]] can often lead to users mildly or intensely clenching their jaw muscles, sometimes even to the point where the individual’s facial expression begins to change. This is sometimes colloquially called “gurning”<ref>{{Citation | title=Urban Dictionary: gurning | url=https://www.urbandictionary.com/define.php?term=gurning}}</ref> and is typically only experienced in common to high dosages.  
*'''[[Effect::Shortness of breath]]''' - Due to the strong vasoconstriction 3-MMC causes, the blood flow to organs can be limited. When this happens in the lungs or in the chest muscles, the vasoconstriction can cause a blood oxygen deficiency and difficulty breathing.  
*'''[[Effect::Shortness of breath]]''' - Due to the strong vasoconstriction 3-MMC causes, the blood flow to organs can be limited. When this happens in the lungs or in the chest muscles, the vasoconstriction can cause a blood oxygen deficiency and difficulty breathing.  
*'''[[Effect::Seizure]]''' - This is a rare effect but can likely happen in those predisposed to them, especially when taking heavy doses or redosing while in physically taxing conditions such as being dehydrated, undernourished, overheated or fatigued.
*'''[[Effect::Seizure]]''' - This is a rare effect but can likely happen in those predisposed to them, especially when taking heavy doses or redosing while in physically taxing conditions such as being dehydrated, undernourished, overheated or fatigued.
*''[[Effect::Tactile Hallucination]]'' - High doses and/or prolonged usage of certain stimulants like methamphetamine, cocaine and cathidone can lead to hallucinatory sensations of bugs crawling on the surface of or underneath one’s skin.


}}
}}
|{{effects/cognitive|
|{{effects/cognitive|
*'''[[Effect::Anxiety suppression]]
*'''[[Effect::Anxiety suppression]] - The dopaminergic effects of 3-MMC likely contributes to this.
*'''[[Effect::Disinhibition]]
*'''[[Effect::Disinhibition]]
*'''[[Effect::Empathy, affection, and sociability enhancement]]
*'''[[Effect::Empathy, affection, and sociability enhancement]]
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*'''[[Effect::Delirium]]''' & '''[[Effect::Confusion]]''' - This effect typically only occurs with overly high doses, and is associated with temperature dysregulation and overheating, particularly when 3-MMC is taken in crowded, physically strenuous environments that leaves the user unable to cool off, rest, or rehydrate adequately.
*'''[[Effect::Delirium]]''' & '''[[Effect::Confusion]]''' - This effect typically only occurs with overly high doses, and is associated with temperature dysregulation and overheating, particularly when 3-MMC is taken in crowded, physically strenuous environments that leaves the user unable to cool off, rest, or rehydrate adequately.
*'''[[Effect::Time distortion|Time compression]]''' - Strong feelings of time compression are commonly produced by 3-MMC and speed up the experience of time noticeably.
*'''[[Effect::Time distortion|Time compression]]''' - Strong feelings of time compression are commonly produced by 3-MMC and speed up the experience of time noticeably.
*'''[[Effect::Wakefulness]]'''


}}
}}
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}}
}}
===Experience reports===
===Experience reports===
Anecdotal reports which describe the effects of this compound within our [[experience index]] include:
{{Experience reports|erowid_experience_substance_label=3-Methylmethcathinone}}
{{#ask: [[Category:3-MMC]][[Category:Experience]]|format=ul|Columns=1}}
Additional experience reports can be found here:


*[https://erowid.org/experiences/subs/exp_3Methylmethcathinone.shtml Erowid Experience Vaults: 3-MMC]
==Reagent results==
Exposing compounds to the reagents gives a colour change which is indicative of the compound under test.
{| class="wikitable"
!Marquis
!Mecke
!Mandelin
!Liebermann
!Froehde
!Gallic
!Ehrlich
!Hofmann
!Simon's
!Zimmermann
|-
|Yellowish
|No reaction
|No reaction
|Orange - Yellow
|Yellowish
|No reaction
|No reaction
|No reaction
|Blue
|Purple ring/brown
|}


==Toxicity and harm potential==
==Toxicity and harm potential==
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===Dangerous interactions===
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Stimulants|self=[[Substituted cathinones|cathinone]]s}}
{{DangerousInteractions/Stimulants|self=[[Substituted cathinones|cathinones]]}}


====[[Serotonin syndrome]] risk====
====[[Serotonin syndrome]] risk====
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*'''Czech Republic''': 3-MMC is banned in the Czech Republic.<ref>https://www.zakonyprolidi.cz/cs/2013-463</ref>
*'''Czech Republic''': 3-MMC is banned in the Czech Republic.<ref>https://www.zakonyprolidi.cz/cs/2013-463</ref>
*'''Germany''': 3-MMC is controlled under Anlage I BtMG (''Narcotics Act, Schedule I'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html|title=Anlage I BtMG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 25, 2019|language=de}}</ref> as of December 13, 2014.<ref>{{cite web|url=https://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl114s1999.pdf#__bgbl__%2F%2F*%5B%40attr_id%3D%27bgbl114s1999.pdf%27%5D__1576023093735|title=Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften|publisher=Bundesanzeiger Verlag|access-date=December 25, 2019|language=de}}</ref> It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/__29.html|title=§ 29 BtMG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 25, 2019|language=de}}</ref>
*'''Germany''': 3-MMC is controlled under Anlage I BtMG (''Narcotics Act, Schedule I'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html|title=Anlage I BtMG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 25, 2019|language=de}}</ref> as of December 13, 2014.<ref>{{cite web|url=https://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl114s1999.pdf#__bgbl__%2F%2F*%5B%40attr_id%3D%27bgbl114s1999.pdf%27%5D__1576023093735|title=Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften|publisher=Bundesanzeiger Verlag|access-date=December 25, 2019|language=de}}</ref> It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/__29.html|title=§ 29 BtMG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 25, 2019|language=de}}</ref>
*'''Poland''': 3-MMC is classified as a “II-P category drug” as of April 25th, 2024, making it illegal. <ref>https://isap.sejm.gov.pl/isap.nsf/download.xsp/WDU20240000536/O/D20240536.pdf</ref>
*'''Sweden''': 3-MMC is classified as a narcotic substance.<ref>http://rkrattsbaser.gov.se/sfst?fritext=3-MMC&upph=false&sort=desc</ref>
*'''Sweden''': 3-MMC is classified as a narcotic substance.<ref>http://rkrattsbaser.gov.se/sfst?fritext=3-MMC&upph=false&sort=desc</ref>
*'''Switzerland''': 3-MMC can be considered a controlled substance as a defined derivative of Cathinone under Verzeichnis E point 1. It is legal when used for scientific or industrial use.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''Switzerland''': 3-MMC can be considered a controlled substance as a defined derivative of Cathinone under Verzeichnis E point 1. It is legal when used for scientific or industrial use.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''Turkey:''' 3-MMC is a classed as drug and is illegal to possess, produce, supply, or import.<ref name="Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742">https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm</ref> <ref name="List of illegal substances for law"> https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf</ref>
*'''Turkey:''' 3-MMC is a classed as drug and is illegal to possess, produce, supply, or import.<ref name="Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742">{{Citation | title=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü | url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm}}</ref> <ref name="List of illegal substances for law"> https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf</ref>
*'''United Kingdom''': 3-MMC is a Class B drug in the United Kingdom as a result of the cathinone catch-all clause.<ref>United Kingdom. (2010). Misuse of Drugs Act 1971 (S.I. 2010/1207). London: The Stationery Office Limited. Retrieved February 9, 2018, from https://www.legislation.gov.uk/uksi/2010/1207/made</ref>
*'''The Netherlands:''' 3-MMC was classified as a Lijst 2 (softdrug) drug in October 2021, Since April 2024 the goverment classified it as a Lijst 1 on the Opiumwet, making it a harddrug.<ref>[https://wetten.overheid.nl/BWBR0001941/2024-04-16#BijlageI] Opiumlijst of The Netherlands.</ref> 
*'''United Kingdom''': 3-MMC is a Class B drug in the United Kingdom as a result of the cathinone catch-all clause.<ref>{{Citation | title=The Misuse of Drugs Act 1971 (Amendment) Order 2010 | url=https://www.legislation.gov.uk/uksi/2010/1207/made}}</ref>
*'''United States:''' 3-MMC is not formally listed but is categorized by the DEA as a Schedule I Positional Isomer. [https://www.deadiversion.usdoj.gov/schedules/orangebook/c_cs_alpha.pdf]
*'''United States:''' 3-MMC is not formally listed but is categorized by the DEA as a Schedule I Positional Isomer. [https://www.deadiversion.usdoj.gov/schedules/orangebook/c_cs_alpha.pdf]


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*[https://isomerdesign.com/PiHKAL/explore.php?id=2480 3-MMC (Isomer Design)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=2480 3-MMC (Isomer Design)]


===Forum discussion===
===Discussion===


*[http://www.bluelight.org/vb/threads/608696-3-MMC-(3-Methylmethcathinone)-Megathread-(v1) 3-MMC (Bluelight)]
*[http://www.bluelight.org/vb/threads/608696-3-MMC-(3-Methylmethcathinone)-Megathread-(v1) 3-MMC (3-Methylmethcathinone) Megathread (v1) (Bluelight)]


==References==
==References==
<references group="https://onlinelibrary.wiley.com/doi/full/10.1002/hup.2610" />
<references />


[[Category:Psychoactive substance]]
[[Category:Psychoactive substance]]
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[[Category:Cathinone]]
[[Category:Cathinone]]
[[Category:Research chemical]]
[[Category:Research chemical]]
{{#set:Featured=true}}
<references />

Latest revision as of 14:22, 2 July 2025

Summary sheet: 3-MMC
3-MMC
Chemical Nomenclature
Common names 3-MMC, Metaphedrone
Substitutive name 3-Methylmethcathinone
Systematic name (RS)-2-​(Methylamino)-​1-​(3-​methylphenyl)-​1-​propanone
Class Membership
Psychoactive class Stimulant / Entactogen
Chemical class Cathinone
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Threshold 25 mg
Light 50 - 150 mg
Common 150 - 250 mg
Strong 250 - 350 mg
Heavy 350 mg +
Duration
Total 4 - 6 hours
Onset 10 - 30 minutes
Come up 30 - 60 minutes
Peak 2 - 3 hours
Offset 1 - 1.5 hours
After effects 2 - 4 hours



Insufflated
Dosage
Threshold 10 mg
Light 20 - 40 mg
Common 40 - 60 mg
Strong 60 - 120 mg
Heavy 120 mg +
Duration
Total 2.5 - 4.5 hours
Onset 5 - 10 minutes
Come up 10 - 20 minutes
Peak 1 - 1.5 hours
Offset 1 - 2 hours
After effects 1 - 1.5 hours





Intravenous
Dosage
Bioavailability ~100%
Threshold < 10 mg
Light 10 - 25 mg
Common 25 - 50 mg
Strong 50 - 100 mg
Heavy 100 mg+
Duration
Total 2.0 - 4.0 hours
Onset 15 - 30 seconds
Come up 1 - 2 minutes
Peak 1 - 1.5 hours
Offset 1 - 2 hours
After effects 1 - 2 hours

DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Interactions
MAOIs
Serotonin releasers
SSRIs
5-HTP

3-Methylmethcathinone (also known as 3-MMC or metaphedrone[1]) is a novel stimulant-entactogen substance of the cathinone class. It is a structural analog of mephedrone (4-MMC) and was created as a legal designer drug after the banning of 4-MMC. The mechanism of action is not fully studied, but dopamine and serotonin and norepinephrine releasing activity is known to be involved.

3-MMC first appeared on the online research chemical market shortly after the banning of the massively popular mephedrone. Its first emergence was recorded in Europe in 2012[2]. It is a prominent example of a contemporary designer drug specifically chosen to mimic and/or replace the functional and structural features of its recently-controlled predecessors.

Subjective effects include stimulation, anxiety suppression, disinhibition, enhanced empathy and sociability, relaxation, increased libido, and euphoria. The effects are reported to be similar to those of mephedrone, which is sometimes described as a hybrid of MDMA and cocaine.

However, it is described as being slightly less entactogenic and more stimulating than mephedrone, and some report more side effects. Like mephedrone and cocaine, it is associated with compulsive redosing and abuse due to its powerful, short-lived euphoric rush. It is typically administered via insufflation, although oral and injection routes have been observed.

Limited data exists about the pharmacological properties, metabolism, and toxicity of 3-MMC, and it has little history of human use.[citation needed] Preliminary evidence suggests chronic use (i.e. high dose, repeat administration) may carry neurotoxic and cardiotoxic risks.[citation needed] It is reported to produce the symptoms of serotonin depletion with overuse.

It is highly advised to use harm reduction practices if using this substance.

Chemistry

3-MMC, or 3-Methylmethcathinone, belongs to a class of synthetic organic compounds known as cathinones. Cathinones are a sub-category of amphetamines, meaning they share the core amphetamine structure of a phenyl ring bound to an amino (NH2) group through an ethyl chain, and an additional methyl substitution at Rα.

Cathinones are differentiated by their ketone substitution on the beta carbon of the amphetamine skeleton, meaning they are β-keto-amphetamines. 3-MMC has two methyl substitutions on its cathinone skeleton, one at R3 of the phenyl ring, and a second at the nitrogen group RN.

It is a structural analog of mephedrone (4-methylmethcathinone), meaning it is identical in structure except for the placement of the methyl group at R4 instead of R3

It is a chiral compound with a stereocenter at R2 of the propane side-chain. Two enantiomers exist: R-3-MMC and S-3-MMC. Due to the similarity with cathinone proper, the S form is thought to be more potent than the R form[citation needed].

The hydrochloride salt of 3-MMC occurs as a white crystalline powder. It has a melting point of 193.2 ± 0.2°C (hydrochloride salt) and a boiling point of 280.5 ± 23.0°C at 760 mm Hg. It is sparingly soluble in PBS; slightly soluble in ethanol, dimethyl sulfoxide, and dimethyl formamide[citation needed].

Pharmacology

Due to the lack of research regarding the substance, all discussion regarding the pharmacology of it is purely speculation based upon its structure and subjective effect similarities to other entactogens and stimulants such as mephedrone, amphetamine and 2-FMA.

3-MMC most likely acts as a serotonin-norepinephrine-dopamine reuptake inhibitor. This means that it effectively boosts the levels of the monoamine neurotransmitters serotonin, norepinephrine, and dopamine in the brain by binding to and partially blocking the transporter proteins that normally remove them from the synaptic cleft. This allows the neurotransmitters to accumulate in the brain, resulting in stimulating and euphoric effects.[citation needed]

Subjective effects

This subjective effects section is a stub.

As such, it is still in progress and may contain incomplete or wrong information.

You can help by expanding or correcting it.

Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), an open research literature based on anecdotal user reports and the personal analyses of PsychonautWiki contributors. As a result, they should be viewed with a healthy degree of skepticism.

It is also worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become increasingly likely with higher doses and may include addiction, severe injury, or death ☠.

Physical effects

Cognitive effects

Visual effects

After effects

Experience reports

There are currently 2 experience reports describing the effects of this substance in our experience index. You can also submit your own experience report using the same link.

Additional experience reports can be found here:

Reagent results

Exposing compounds to the reagents gives a colour change which is indicative of the compound under test.

Marquis Mecke Mandelin Liebermann Froehde Gallic Ehrlich Hofmann Simon's Zimmermann
Yellowish No reaction No reaction Orange - Yellow Yellowish No reaction No reaction No reaction Blue Purple ring/brown

Toxicity and harm potential

This toxicity and harm potential section is a stub.

As a result, it may contain incomplete or even dangerously wrong information! You can help by expanding upon or correcting it.
Note: Always conduct independent research and use harm reduction practices if using this substance.

As with most research chemicals, the long-term effects of 3-MMC have not been researched extensively enough to provide accurate information of its risks and harm.

It is strongly recommended that one use harm reduction practices when using this substance.

Dependence and abuse potential

As with other stimulants, the chronic use of 3-MMC can be considered extremely addictive with a high potential for abuse and is capable of causing psychological dependence among certain users. When addiction has developed, cravings and withdrawal effects may occur if a person suddenly stops their usage. It is said that this compound is considerably more addictive than that of mephedrone.

Tolerance to many of the effects of 3-MMC develops with prolonged and repeated use. This results in users having to administer increasingly large doses to achieve the same effects. After that, it takes about 3 - 7 days for the tolerance to be reduced to half and 1 - 2 weeks to be back at baseline (in the absence of further consumption). 3-MMC presents cross-tolerance with [[Cross-tolerance::all dopaminergic stimulants]], meaning that after the consumption of 3-MMC all stimulants will have a reduced effect.

Dangerous interactions

Warning: Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).

Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

  • "[[DangerousInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] & "[[DangerousInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - 25x compounds are highly stimulating and physically straining. Combinations with 3-MMC should be strictly avoided due to the risk of excessive stimulation and heart strain. This can result in increased blood pressure, vasoconstriction, panic attacks, thought loops, seizures, and heart failure in extreme cases.
  • "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Combining alcohol with stimulants can be dangerous due to the risk of accidental over-intoxication. Stimulants mask alcohol's depressant effects, which is what most people use to assess their degree of intoxication. Once the stimulant wears off, the depressant effects will be left unopposed, which can result in blackouts and severe respiratory depression. If mixing, the user should strictly limit themselves to only drinking a certain amount of alcohol per hour.
  • "[[UnsafeInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Combinations with DXM should be avoided due to its inhibiting effects on serotonin and norepinephrine reuptake. There is an increased risk of panic attacks and hypertensive crisis, or serotonin syndrome with serotonin releasers (MDMA, methylone, mephedrone, etc.). Monitor blood pressure carefully and avoid strenuous physical activity.
  • "[[UnsafeInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Any neurotoxic effects of MDMA are likely to be increased when other stimulants are present. There is also a risk of excessive blood pressure and heart strain (cardiotoxicity).
  • "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Some reports suggest combinations with MXE may dangerously increase blood pressure and increase the risk of mania and psychosis.
  • "[[UncertainInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Both classes carry a risk of delusions, mania and psychosis, and these risk may be multiplied when combined.
  • "[[UnsafeInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - 3-MMC may be dangerous to combine with other stimulants like cocaine as they can increase one's heart rate and blood pressure to dangerous levels.
  • "[[DangerousInteraction" contains a listed "[" character as part of the property label and has therefore been classified as invalid.]] - Tramadol is known to lower the seizure threshold[5] and combinations with stimulants may further increase this risk.

Combinations with the following substances can cause dangerously high serotonin levels. Serotonin syndrome requires immediate medical attention and can be fatal if left untreated.

  • Austria: 3-MMC is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich).[citation needed]
  • Brazil: Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344.[7]
  • China: Since October 2015, 3-MMC has been banned (along with many other chemicals) in China. Due to this ban, many chemicals have become increasingly difficult to attain since the manufacturing was mainly done by Chinese chemical companies.[8]
  • Czech Republic: 3-MMC is banned in the Czech Republic.[9]
  • Germany: 3-MMC is controlled under Anlage I BtMG (Narcotics Act, Schedule I)[10] as of December 13, 2014.[11] It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.[12]
  • Poland: 3-MMC is classified as a “II-P category drug” as of April 25th, 2024, making it illegal. [13]
  • Sweden: 3-MMC is classified as a narcotic substance.[14]
  • Switzerland: 3-MMC can be considered a controlled substance as a defined derivative of Cathinone under Verzeichnis E point 1. It is legal when used for scientific or industrial use.[15]
  • Turkey: 3-MMC is a classed as drug and is illegal to possess, produce, supply, or import.[16] [17]
  • The Netherlands: 3-MMC was classified as a Lijst 2 (softdrug) drug in October 2021, Since April 2024 the goverment classified it as a Lijst 1 on the Opiumwet, making it a harddrug.[18]
  • United Kingdom: 3-MMC is a Class B drug in the United Kingdom as a result of the cathinone catch-all clause.[19]
  • United States: 3-MMC is not formally listed but is categorized by the DEA as a Schedule I Positional Isomer. [2]

See also

Discussion

References

  1. Adamowicz, P., Gieroń, J., Gil, D., Lechowicz, W., Skulska, A., Tokarczyk, B. (May 2016). "3-Methylmethcathinone—Interpretation of Blood Concentrations Based on Analysis of 95 Cases". Journal of Analytical Toxicology. 40 (4): 272–276. doi:10.1093/jat/bkw018. ISSN 0146-4760. 
  2. World Health Organisation, Expert Committee on Drug Dependence (October 2022), Critical review report: 3-Methylmethcathinone (3-MMC) (PDF) 
  3. Assi, S., Gulyamova, N., Kneller, P., Osselton, D. (May 2017). "The effects and toxicity of cathinones from the users' perspectives: A qualitative study". Human Psychopharmacology: Clinical and Experimental. 32 (3): e2610. doi:10.1002/hup.2610. ISSN 0885-6222. 
  4. Urban Dictionary: gurning 
  5. Talaie, H.; Panahandeh, R.; Fayaznouri, M. R.; Asadi, Z.; Abdollahi, M. (2009). "Dose-independent occurrence of seizure with tramadol". Journal of Medical Toxicology. 5 (2): 63–67. doi:10.1007/BF03161089. eISSN 1937-6995. ISSN 1556-9039. OCLC 163567183. 
  6. Gillman, P. K. (2005). "Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity". British Journal of Anaesthesia. 95 (4): 434–441. doi:10.1093/bja/aei210Freely accessible. eISSN 1471-6771. ISSN 0007-0912. OCLC 01537271. PMID 16051647. 
  7. http://portal.anvisa.gov.br/documents/33868/3233596/55+-+RDC+N%C2%BA+143-2017-DOU.pdf/de80dc69-acb4-48b3-a6ac-1198993b0c1e
  8. 关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | http://www.sfda.gov.cn/WS01/CL0056/130753.html
  9. https://www.zakonyprolidi.cz/cs/2013-463
  10. "Anlage I BtMG" (in Deutsch). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 25, 2019. 
  11. "Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften" (PDF) (in Deutsch). Bundesanzeiger Verlag. Retrieved December 25, 2019. 
  12. "§ 29 BtMG" (in Deutsch). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 25, 2019. 
  13. https://isap.sejm.gov.pl/isap.nsf/download.xsp/WDU20240000536/O/D20240536.pdf
  14. http://rkrattsbaser.gov.se/sfst?fritext=3-MMC&upph=false&sort=desc
  15. "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in Deutsch). Bundeskanzlei [Federal Chancellery of Switzerland]. Retrieved January 1, 2020. 
  16. Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü 
  17. https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf
  18. [1] Opiumlijst of The Netherlands.
  19. The Misuse of Drugs Act 1971 (Amendment) Order 2010