Chemistry:MDPHP

From HandWiki

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][3] 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.[4][5][6][7]

Pharmacology

File:Appearance of MDPHP powder.jpg
MDPHP powder

MDPHP acts as a potent norepinephrine-dopamine reuptake inhibitor. The IC50 values for MDPHP are 60-935 nM at NET, 8.4-50 nM at DAT and 9000 nM at SERT.[8][9]

MDPHP is specifically listed as a controlled substance in Japan [10] and Hungary,[11] and is controlled under analogue provisions in a number of other jurisdictions.

Documented fatalities

A case of a "fatal acute intoxication caused by MDPHP" in a 48 year old male was reported in February 2022 by physicians at an Italian hospital.[12] Another case has been reported, involving a 30-years-old male cocaine consumer, found dead on July 20th, 2023, in Florence, Italy.[13]

See also

References

  1. Koeppe H, Zeile K, Ludwig G, "Patent DE - Verfahren zur Herstellung von α-Aminoketonen mit heterocyclischer Aminogruppe", DE patent 1545591, issued 28 May 1965
  2. "Monkey Dust drug use 'an epidemic', emergency workers warn". BBC. 10 August 2018. https://www.bbc.com/news/uk-england-stoke-staffordshire-45144531. 
  3. Roberts M. Monkey dust drug clampdown could be coming in UK. BBC News, 11 May 2023
  4. "Recently abused synthetic cathinones, α-pyrrolidinophenone derivatives: A review of their pharmacology, acute toxicity, and metabolism". Forensic Toxicology 32: 1–8. 2013. doi:10.1007/s11419-013-0218-1. 
  5. "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. January 2016. doi:10.1007/s11419-015-0293-6. 
  6. "Intoxications in the STRIDA project involving a panorama of psychostimulant pyrovalerone derivatives, MDPV copycats". Clinical Toxicology (Philadelphia, Pa.) 56 (4): 256–263. April 2018. doi:10.1080/15563650.2017.1370097. PMID 28895757. 
  7. "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. March 2018. doi:10.1016/j.talanta.2017.11.020. PMID 29310273. 
  8. "The Pharmacological Profile of Second Generation Pyrovalerone Cathinones and Related Cathinone Derivative". International Journal of Molecular Sciences 22 (15): 8277. July 2021. doi:10.3390/ijms22158277. PMID 34361040. 
  9. "The synthetic cathinones MDPHP and MDPV: Comparison of the acute effects in mice, in silico ADMET profiles and clinical reports". Neurotoxicology 103: 230–255. July 2024. doi:10.1016/j.neuro.2024.06.014. PMID 38955288. 
  10. "指定薬物名称・構造式一覧(平成27年9月16日現在)" (in Japanese). 厚生労働省 (Ministry of Health, Labour and Welfare). 16 September 2015. http://www.mhlw.go.jp/seisakunitsuite/bunya/kenkou_iryou/iyakuhin/yakubuturanyou/dl/meisho.pdf. 
  11. "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" (in Hungarian). http://www.daath.hu/incoming/designer_jogi_lista_20150903_BSZKI_Daath_kieg.pdf. 
  12. "A unique case of death by MDPHP with no other co-ingestion: a forensic toxicology case". International Journal of Legal Medicine 136 (5): 1291–1296. September 2022. doi:10.1007/s00414-022-02799-w. PMID 35169902. 
  13. "Postmortem distribution of MDPHP in a fatal intoxication case". Journal of Analytical Toxicology 49 (2): 137–141. February 2025. doi:10.1093/jat/bkae092. PMID 39604091.