| Revision as of 06:15, 4 October 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Dr← Previous edit |
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{{Short description|Designer stimulant drug}} |
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{{Drugbox |
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{{Drugbox |
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| Verifiedfields = changed |
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| verifiedrevid = 453844015 |
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| verifiedrevid = 453845081 |
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| IUPAC_name = (±)-1-(3,4-dimethylphenyl)-2-(methylamino)propan-1-one |
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| IUPAC_name = (±)-1-(3,4-Dimethylphenyl)-2-(methylamino)propan-1-one |
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| image = 34DMMC_structure.png |
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| image = 3,4-DMMC.svg |
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<!--Clinical data--> |
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<!--Clinical data-->| tradename = |
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| tradename = |
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| pregnancy_category = |
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| legal_UK = Class B |
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| pregnancy_category = |
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| legal_US = Schedule I |
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| legal_status = |
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| legal_DE = Anlage II |
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| routes_of_administration = |
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| routes_of_administration = <!--Pharmacokinetic data--> |
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| bioavailability = |
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| protein_bound = |
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| metabolism = |
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| elimination_half-life = |
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| excretion = <!--Identifiers--> |
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| CAS_number_Ref = {{cascite|changed|CAS}} |
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| CAS_number = 1082110-00-6 |
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| UNII_Ref = {{fdacite|changed|FDA}} |
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| UNII = C4EW58DTW5 |
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| ATC_prefix = none |
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| ATC_suffix = |
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| PubChem = 52988261 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 25630192 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C12H17NO/c1-8-5-6-11(7-9(8)2)12(14)10(3)13-4/h5-7,10,13H,1-4H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = IBZRXTVDTGVBIS-UHFFFAOYSA-N |
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<!--Pharmacokinetic data--> |
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<!--Chemical data-->| C = 12 |
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| H = 17 |
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| bioavailability = |
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| N = 1 |
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| protein_bound = |
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| O = 1 |
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| metabolism = |
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| smiles = Cc1ccc(C(=O)C(C)NC)cc1C |
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| elimination_half-life = |
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}} |
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| excretion = |
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'''3,4-Dimethylmethcathinone''' ('''3,4-DMMC''') is a ] drug first reported in 2010 as a ] analogue of ], apparently produced in response to the banning of mephedrone, following its widespread abuse in many countries in Europe and around the world.<ref>{{Cite web |url=http://www.emcdda.europa.eu/attachements.cfm/att_132857_EN_EMCDDA-Europol%20Annual%20Report%202010A.pdf |title=EMCDDA Annual Report 2010 |access-date=2011-10-03 |archive-date=2012-03-14 |archive-url=https://web.archive.org/web/20120314043454/http://www.emcdda.europa.eu/attachements.cfm/att_132857_EN_EMCDDA-Europol%20Annual%20Report%202010A.pdf |url-status=dead }}</ref> 3,4-DMMC has been seized as a designer drug in ].<ref>{{cite journal | vauthors = Locos O, Reynolds D | title = The characterization of 3,4-dimethylmethcathinone (3,4-DMMC) | journal = Journal of Forensic Sciences | volume = 57 | issue = 5 | pages = 1303–6 | date = September 2012 | pmid = 22564211 | doi = 10.1111/j.1556-4029.2012.02142.x | s2cid = 205770717 }}</ref> ''In vitro'', 3,4-DMMC was shown to be a ] substrate that potently inhibits norepinephrine and serotonin reuptake, and to a lesser extent dopamine reuptake.<ref name="pmid28755886">{{cite journal |vauthors=Luethi D, Kolaczynska KE, Docci L, Krähenbühl S, Hoener MC, Liechti ME | title = Pharmacological profile of mephedrone analogs and related new psychoactive substances | journal = Neuropharmacology | volume = 15 | issue = 134 | pages = 4–12 | year = 2018 | pmid = 28755886 | doi=10.1016/j.neuropharm.2017.07.026| s2cid = 28786127 | url = https://edoc.unibas.ch/57357/1/20170920120908_59c23e44b5f0e.pdf }}</ref> |
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<!--Identifiers--> |
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| CAS_number = |
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| ATC_prefix = none |
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| ATC_suffix = |
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| PubChem = 52988261 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 25630192 |
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| InChI = 1/C12H17NO/c1-8-5-6-11(7-9(8)2)12(14)10(3)13-4/h5-7,10,13H,1-4H3 |
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| InChIKey = IBZRXTVDTGVBIS-UHFFFAOYAD |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C12H17NO/c1-8-5-6-11(7-9(8)2)12(14)10(3)13-4/h5-7,10,13H,1-4H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = IBZRXTVDTGVBIS-UHFFFAOYSA-N |
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==Legal Status== |
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<!--Chemical data--> |
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| C=12 | H=17 | N=1 | O=1 |
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| molecular_weight = 191.269 g/mol |
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| smiles = Cc1ccc(C(=O)C(C)NC)cc1C |
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}} |
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As of October 2015 3,4-DMMC is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=zh | access-date=1 October 2015 | archive-url=https://web.archive.org/web/20151001222554/http://www.sfda.gov.cn/WS01/CL0056/130753.html | archive-date=1 October 2015 | url-status=dead }}</ref> |
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'''3,4-Dimethylmethcathinone''' ('''3,4-DMMC''') is a ] drug first reported in 2010 as a ] analogue of ], apparently produced in response to the banning of mephedrone, following its widespread abuse in many countries in Europe and around the world.<ref></ref> |
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3,4-DMMC is banned in the Czech Republic.<ref>{{cite web | url=http://www.mzcr.cz/Admin/_upload/files/3/Nov%C3%A9%20PL.pdf | title=Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.) | publisher=Ministerstvo zdravotnictví | language=cs | access-date=2016-02-06 | archive-date=2016-03-09 | archive-url=https://web.archive.org/web/20160309174659/http://www.mzcr.cz/Admin/_upload/files/3/Nov%C3%A9%20PL.pdf | url-status=dead }}</ref> |
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==See also== |
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In the United States 3,4-DMMC is considered a ] controlled substance as a positional isomer of ] (4-MEC).<ref>{{cite web |url=https://www.deadiversion.usdoj.gov/schedules/orangebook/orangebook.pdf |title=Lists of: Scheduling Actions Controlled Substances Regulated Chemicals|publisher=U.S. Department of Justice|date=February 2023 |
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|access-date=2023-03-05}}</ref> |
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== See also == |
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== References == |
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== References == |
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{{Reflist}} |
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{{Reflist}} |
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{{Stimulants}} |
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{{Stimulants}} |
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{{Phenethylamines}} |
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{{DEFAULTSORT:Dimethylmethcathinone, 3,4-}} |
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] |
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{{nervous-system-drug-stub}} |
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