TH-PVP

Last updated
TH-PVP
TH-PVP.svg
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
  • 2-(pyrrolidin-1-yl)-1-(5,6,7,8-tetrahydronaphthalen-2-yl)pentan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C19H27NO
Molar mass 285.431 g·mol−1
3D model (JSmol)
  • CCCC(C(=O)C1=CC2=C(CCCC2)C=C1)N3CCCC3
  • InChI=1S/C19H27NO/c1-2-7-18(20-12-5-6-13-20)19(21)17-11-10-15-8-3-4-9-16(15)14-17/h10-11,14,18H,2-9,12-13H2,1H3
  • Key:MMIKQWIZKBYLKZ-UHFFFAOYSA-N

TH-PVP is a substituted cathinone derivative which has been sold as a designer drug. It was first identified by a forensic laboratory in Hungary in 2015, [1] but has subsequently been found in numerous other countries around the world including Spain, Belgium, Poland, Turkey and Brazil. [2] [3] [4] [5] [6] [7] Pharmacological studies in vitro showed it to inhibit reuptake and promote the release of monoamine neurotransmitters with some selectivity for serotonin, [8] but it failed to produce stimulant effects in animals, [9] and has a pharmacological profile more comparable to that of sedating empathogens such as MDAI and 5-Methyl-MDA.

See also

Related Research Articles

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4'-Methoxy-α-pyrrolidinopentiophenone is a stimulant drug of the cathinone class that has been sold online as a designer drug.

<span class="mw-page-title-main">3',4'-Dimethoxy-α-pyrrolidinopentiophenone</span> Chemical compound

3',4'-Dimethoxy-α-pyrrolidinopentiophenone is a synthetic stimulant drug of the cathinone class that has been sold online as a designer drug. It is a relatively weak inhibitor of serotonin reuptake and has little affinity in vitro for dopamine or noradrenaline transporters.

<span class="mw-page-title-main">4-Chloromethcathinone</span> Pair of enantiomers

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<i>N</i>-Ethylhexedrone Chemical compound

N-Ethylhexedrone (also known as α-ethylaminocaprophenone, N-ethylnorhexedrone, hexen, and NEH) is a stimulant of the cathinone class that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI) with IC50 values of 0.0978 and 0.0467 μM, respectively. N-Ethylhexedrone was first mentioned in a series of patents by Boehringer Ingelheim in the 1960s which led to the development of the better-known drug methylenedioxypyrovalerone (MDPV). Since the mid-2010s, N-ethylhexedrone has been sold online as a designer drug. In 2018, N-ethylhexedrone was the second most common drug of the cathinone class to be identified in Drug Enforcement Administration seizures.

α-Pyrrolidinoheptaphenone Chemical compound

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<span class="mw-page-title-main">3-Chloromethcathinone</span> Chemical compound

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References

  1. ↑ "EMCDDA–Europol 2015 Annual Report on the implementation of Council Decision 2005/387/JHA" (PDF). Archived (PDF) from the original on 2020-11-08. Retrieved 2019-12-08.
  2. ↑ Nycz JE, Pazdziorek T, Malecki G, Szala M (September 2016). "Identification and derivatization of selected cathinones by spectroscopic studies". Forensic Science International. 266: 416–426. doi:10.1016/j.forsciint.2016.06.034. PMID   27423024.
  3. ↑ Yanini A, Esteve-Turrillas FA, de la Guardia M, Armenta S (November 2018). "Ion mobility spectrometry and high resolution mass-spectrometry as methodologies for rapid identification of the last generation of new psychoactive substances". Journal of Chromatography A. 1574: 91–100. doi:10.1016/j.chroma.2018.09.006. PMID   30220430. S2CID   52281842.
  4. ↑ Wille SM, Richeval C, Nachon-Phanithavong M, Gaulier JM, Di Fazio V, Humbert L, et al. (March 2018). "Prevalence of new psychoactive substances and prescription drugs in the Belgian driving under the influence of drugs population". Drug Testing and Analysis. 10 (3): 539–547. doi:10.1002/dta.2232. PMID   28640970.
  5. ↑ Błażewicz A, Bednarek E, Popławska M, Olech N, Sitkowski J, Kozerski L (July 2019). "Identification and structural characterization of synthetic cathinones: N-propylcathinone, 2,4-dimethylmethcathinone, 2,4-dimethylethcathinone, 2,4-dimethyl-α-pyrrolidinopropiophenone, 4-bromo-α-pyrrolidinopropiophenone, 1-(2,3-dihydro-1H-inden-5-yl)-2-(pyrrolidin-1-yl)hexan-1-one and 2,4-dimethylisocathinone". Forensic Toxicol. 37 (2): 288–307. doi: 10.1007/s11419-018-00463-w .
  6. ↑ Göl E, Çok I (January 2019). "New psychoactive substances in Turkey: Narcotics cases assessed by the Council of Forensic Medicine between 2016 and 2017 in Ankara, Turkey". Forensic Science International. 294: 113–123. doi:10.1016/j.forsciint.2018.11.003. PMID   30502695. S2CID   56176934.
  7. ↑ Boff B, Silveira Filho J, Nonemacher K, Schroeder SD, Arbo MD (24 October 2019). "New psychoactive substances (NPS) prevalence over LSD in blotter seized in State of Santa Catarina, Brazil: a six-year retrospective study". Forensic Science International. 306: 110002. doi: 10.1016/j.forsciint.2019.110002 . PMID   31864775.
  8. ↑ Eshleman AJ, Nagarajan S, Wolfrum KM, Reed JF, Swanson TL, Nilsen A, Janowsky A (March 2019). "Structure-activity relationships of bath salt components: substituted cathinones and benzofurans at biogenic amine transporters". Psychopharmacology. 236 (3): 939–952. doi:10.1007/s00213-018-5059-5. PMC   6500773 . PMID   30397775.
  9. ↑ Gatch MB, Dolan SB, Forster MJ (June 2019). "Locomotor activity and discriminative stimulus effects of five novel synthetic cathinone analogs in mice and rats". Drug and Alcohol Dependence. 199: 50–58. doi:10.1016/j.drugalcdep.2019.02.016. PMC   6534427 . PMID   30986635.
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