MDPHP

MDPHP (3',4'-Methylenedioxy-α-pyrrolidinohexiophenone) is a stimulant of the cathinone class originally developed in the 1960s,[1] which has been reported as a novel designer drug. In the UK its slang name is monkey dust.[2] It is closely related to the potent stimulant MDPV though with slightly milder effects, and has been used as an alternative in some countries following the banning of MDPV.[3][4][5][6]

3',4'-Methylenedioxy-α-pyrrolidinohexiophenone
Legal status
Legal status
  • CA: Schedule I
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class B
  • Illegal in Japan and Hungary
Identifiers
IUPAC name
  • 1-(2H-1,3-Benzodioxol-5-yl)-2-(pyrrolidin-1-yl)hexan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC17H23NO3
Molar mass289.375 g·mol−1
3D model (JSmol)
SMILES
  • CCCCC(C(=O)C1=CC2=C(C=C1)OCO2)N3CCCC3
InChI
  • InChI=1S/C17H23NO3/c1-2-3-6-14(18-9-4-5-10-18)17(19)13-7-8-15-16(11-13)21-12-20-15/h7-8,11,14H,2-6,9-10,12H2,1H3
  • Key:OBLFRFGUZZRECT-UHFFFAOYSA-N

MDPHP is specifically listed as a controlled substance in Japan [7] and Hungary,[8] and is controlled under analogue provisions in a number of other jurisdictions.

See also

References

  1. DE 1545591, Koeppe H, Zeile K, Ludwig G, "Patent DE - Verfahren zur Herstellung von α-Aminoketonen mit heterocyclischer Aminogruppe", issued 28 May 1965
  2. "Monkey Dust drug use 'an epidemic', emergency workers warn". BBC. 10 August 2018. Retrieved 16 August 2018.
  3. Zaitsu K, Katagi M, Tsuchihashi H, Ishii A (2013). "Recently abused synthetic cathinones, α-pyrrolidinophenone derivatives: A review of their pharmacology, acute toxicity, and metabolism". Forensic Toxicology. 32: 1–8. doi:10.1007/s11419-013-0218-1. S2CID 25604845.
  4. Kaizaki-Mitsumoto A, Noguchi N, Yamaguchi S, Odanaka Y, Matsubayashi S, Kumamoto H, et al. (January 2016). "Three 25-NBOMe-type drugs, three other phenethylamine-type drugs (25I-NBMD, RH34, and escaline), eight cathinone derivatives, and a phencyclidine analog MMXE, newly identified in ingredients of drug products before they were sold on the drug market". Forensic Toxicology. 34 (1): 108–14. doi:10.1007/s11419-015-0293-6. S2CID 45890497.
  5. Beck O, Bäckberg M, Signell P, Helander A (April 2018). "Intoxications in the STRIDA project involving a panorama of psychostimulant pyrovalerone derivatives, MDPV copycats". Clinical Toxicology. Philadelphia, Pa. 56 (4): 256–263. doi:10.1080/15563650.2017.1370097. PMID 28895757. S2CID 3401681.
  6. Fowble KL, Shepard JR, Musah RA (March 2018). "Identification and classification of cathinone unknowns by statistical analysis processing of direct analysis in real time-high resolution mass spectrometry-derived "neutral loss" spectra". Talanta. 179: 546–553. doi:10.1016/j.talanta.2017.11.020. PMID 29310273.
  7. "指定薬物名称・構造式一覧(平成27年9月16日現在)" (PDF) (in Japanese). 厚生労働省. 16 September 2015. Retrieved 8 October 2015.
  8. "A Daath.hu kiegészítése a BSZKI "designer jogi listáján" nem szereplő, de a C-lista 1.-4. szerkezeti leírásainak megfelelő, illetve a C-lista 5. felsorolásában szereplő néhány anyagról" [The addition to Daath.hu is not included in the "designer legal list" of the BSZKI, but C-list 1.-4. and some of the substances in list 5 of list C.] (PDF) (in Hungarian).
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