TH-PVP

TH-PVP
Clinical data
ATC code	None;
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); CA: Schedule I; DE: NpSG (Industrial and scientific use only); UK: Under Psychoactive Substances Act;
Identifiers
	IUPAC name 2-(pyrrolidin-1-yl)-1-(5,6,7,8-tetrahydronaphthalen-2-yl)pentan-1-one;
CAS Number	2304915-07-7 ;
PubChem CID	132989549;
ChemSpider	82954253;
UNII	S5MU9GV87C;
Chemical and physical data
Formula	C19H27NO
Molar mass	285.431 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCCC(C(=O)C1=CC2=C(CCCC2)C=C1)N3CCCC3;
	InChI 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,^[2] but has subsequently been found in numerous other countries around the world including Spain, Belgium, Poland, Turkey and Brazil.^[3]^[4]^[5]^[6]^[7]^[8] Pharmacological studies in vitro showed it to inhibit reuptake and promote the release of monoamine neurotransmitters with some selectivity for serotonin,^[9] but it failed to produce stimulant effects in animals,^[10] and has a pharmacological profile more comparable to that of sedating empathogens such as MDAI and 5-Methyl-MDA.

References

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ "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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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.
^ 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. S2CID 208415740.
^ Eshleman AJ, Nagarajan S, Wolfrum KM, Reed JF, Swanson TL, Nilsen A, et al. (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.
^ 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.

[1] Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.

[2] "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.

[pmid27423024-3] 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.

[pmid30220430-4] 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.

[pmid28640970-5] 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.

[6] 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.

[pmid30502695-7] 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.

[8] 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. S2CID 208415740.

[pmid30397775-9] Eshleman AJ, Nagarajan S, Wolfrum KM, Reed JF, Swanson TL, Nilsen A, et al. (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.

[pmid30986635-10] 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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TH-PVP

See also

References

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