Methoxypiperamide
{{Short description|Chemical compound}}
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{{Drugbox
| Verifiedfields =
| Watchedfields =
| verifiedrevid =
| IUPAC_name = (4-Methoxyphenyl)(4-methylpiperazin-1-yl)methanone
| image = Methoxypiperamide.png
| width = 200px
| tradename =
| pregnancy_category =
| legal_AU = S9
| legal_EU = List I
| legal_EU_comment = (Hungary)
| routes_of_administration =
| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =
| CAS_number = 67023-02-3
| PubChem = 805654
| ChemSpiderID = 704980
| UNII = QD2GQ3VGF4
| C=13 | H=18 | N=2 | O=2
| smiles = COC1=CC=C(C=C1)C(=O)N2CCN(CC2)C
| StdInChI = 1S/C13H18N2O2/c1-14-7-9-15(10-8-14)13(16)11-3-5-12(17-2)6-4-11/h3-6H,7-10H2,1-2H3
| StdInChIKey = DWPVVZZGGGCRRM-UHFFFAOYSA-N
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Methoxypiperamide (also known as MeOP and MEXP) is a psychoactive drug of the piperazine class that has been sold online as a designer drug.{{cite journal | vauthors = Power JD, Scott KR, Gardner EA, Curran McAteer BM, O'Brien JE, Brehon M, Talbot B, Kavanagh PV | display-authors = 6 | title = The syntheses, characterization and in vitro metabolism of nitracaine, methoxypiperamide and mephtetramine | journal = Drug Testing and Analysis | volume = 6 | issue = 7–8 | pages = 668–675 | date = January 2014 | pmid = 24574100 | doi = 10.1002/dta.1616 }}{{cite journal | vauthors = Meyer MR, Holderbaum A, Kavanagh P, Maurer HH | title = Low resolution and high resolution MS for studies on the metabolism and toxicological detection of the new psychoactive substance methoxypiperamide (MeOP) | journal = Journal of Mass Spectrometry | volume = 50 | issue = 10 | pages = 1163–1174 | date = October 2015 | pmid = 26456786 | doi = 10.1002/jms.3635 | bibcode = 2015JMSp...50.1163M }} It is the 4-methoxy-α-keto analog of methylbenzylpiperazine.
Very little data exists about the pharmacology and toxicity of methoxypiperamide; however, the US state of Vermont classifies it as a hallucinogen.
Legal status
Methoxypiperamide is a controlled substance in Vermont as of January 2016,{{cite web | url=http://healthvermont.gov/regs/documents/regulated_drugs_rule_20160101.pdf | title=Regulated Drugs Rule | publisher=Vermont Department of Health | access-date=14 October 2015 | archive-date=5 June 2016 | archive-url=https://web.archive.org/web/20160605063259/http://healthvermont.gov/regs/documents/regulated_drugs_rule_20160101.pdf | url-status=dead }} and also in Hungary.{{cite web | url = http://www.daath.hu/incoming/designer_jogi_lista_20150903_BSZKI_Daath_kieg.pdf | work = Daath (Hungarian Psychedelic Society) | date = 3 September 2015 | title = A Magyarországon megjelent, a Kábítószer és Kábítószer-függőség Európai Megfigyelő Központjának Korai Jelzőrendszerébe (EMCDDA EWS) 2005 óta bejelentett ellenőrzött anyagok büntetőjogi vonatkozású besorolása | trans-title = Criminal law classification of controlled substances published in Hungary and reported to the Early Warning System of the European Monitoring Center for Drugs and Drug Addiction (EMCDDA EWS) since 2005 | language = Hungarian }}