Methoxphenidine

Chemical compound From Wikipedia, the free encyclopedia

Methoxphenidine (methoxydiphenidine, 2-MeO-Diphenidine, MXP) is a dissociative of the diarylethylamine class that has been sold online as a designer drug.[1][2] Methoxphenidine was first reported in a 1989 patent where it was tested as a treatment for neurotoxic injury.[3] Shortly after the 2013 UK ban on arylcyclohexylamines methoxphenidine and the related compound diphenidine became available on the gray market, where it has been encountered as a powder and in tablet form.[4] Though diphenidine possesses higher affinity for the NMDA receptor, anecdotal reports suggest methoxphenidine has greater oral potency.[1] Of the three isomeric anisyl-substituents methoxphenidine has affinity for the NMDA receptor that is higher than 4-MeO-diphenidine but lower than 3-MeO-diphenidine,[3][5] a structure–activity relationship shared by the arylcyclohexylamines.[6]

Legal status
Quick facts Clinical data, Routes ofadministration ...
Methoxphenidine
Clinical data
Routes of
administration
Oral, Rectal
Legal status
Legal status
Identifiers
  • (±)-1-[1-(2-methoxyphenyl)-2-phenylethyl]piperidine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H25NO
Molar mass295.426 g·mol−1
3D model (JSmol)
  • COC1=C(C=CC=C1)C(CC2=CC=CC=C2)N3CCCCC3
  • InChI=1S/C20H25NO/c1-22-20-13-7-6-12-18(20)19(21-14-8-3-9-15-21)16-17-10-4-2-5-11-17/h2,4-7,10-13,19H,3,8-9,14-16H2,1H3
  • Key:QXXCUXIRBHSITD-UHFFFAOYSA-N
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Side effects

Acute methoxphenidine intoxication has been reported to produce confusion, hypertension, and tachycardia that was responsive to treatment with intravenous lorazepam,[7][8] methoxphenidine has also been associated with three published fatalities[9] and one case of impaired driving.[10]

Psychotic episodes have also been reported, including a murder in June 2014.[11]

As of October 2015 MXP is a controlled substance in China.[12]

MXP is also banned in Sweden.[13]

In Canada, MT-45 and its analogues were made Schedule I controlled substances, which includes DPD[clarification needed] in its structural group.[14] Possession without legal authority can result in maximum seven years imprisonment. Further, Health Canada amended the Food and Drug Regulations in May, 2016 to classify explicitly DPD as a restricted drug. Only those with a law enforcement agency, person with an exemption permit or institutions with Minister's authorization may possess the drug.

In Australia, the Therapeutic Goods Administration decided to include methoxphenidine as a Prohibited substance (Schedule 9) within the Standard for the Uniform Scheduling of Medicines and Poisons alongside four other phenidine analogs on 1 October 2024.[15]

See also

References

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