Alpha-Pyrrolidinopentiothiophenone Explained

Iupac Name:2-(Pyrrolidin-1-yl)-1-(thiophen-2-yl)pentan-1-one
Drug Name:alpha-Pyrrolidinopentiothiophenone
Legal De:Anlage II
Legal Uk:Class B
Legal Status:Illegal in China, Sweden and Switzerland
Cas Number:1400742-66-6
Pubchem:71721462
Chemspiderid:29738196
Unii:6JA2K09914
C:13
H:19
N:1
O:1
S:1
Smiles:CCCC(N1CCCC1)C(=O)c2sccc2
Stdinchi:1S/C13H19NOS/c1-2-6-11(14-8-3-4-9-14)13(15)12-7-5-10-16-12/h5,7,10-11H,2-4,6,8-9H2,1H3
Stdinchikey:OOSRPGUQJAKBLV-UHFFFAOYSA-N

α-Pyrrolidinopentiothiophenone (also known as α-PVT) is a synthetic stimulant of the cathinone class that has been sold online as a designer drug.[1] [2] [3] It is an analogue of α-PVP where the phenyl ring has been replaced by thiophene.

α-PVT was first identified in Japan in 2013.[4] Its metabolism has been described in literature.[5] [6]

It produces stimulating effects in humans, according to the individuals who have tried it. Most of the individuals who have tried it prefer α-PVP and α-PPP to it.

Side effects

α-PVT has been shown to possess high cytotoxicity against human cell lines.[7]

Legality

Sweden's public health agency suggested classifying α-PVT as hazardous substance on November 10, 2014.[8]

α-PVT is a controlled substance in China.[9]

α-PVT is illegal in Switzerland .[10]

See also

Notes and References

  1. Web site: α-Pyrrolidinopentiothiophenone . Cayman Chemical . 29 June 2015.
  2. Concheiro M, Castaneto M, Kronstrand R, Huestis MA . Simultaneous determination of 40 novel psychoactive stimulants in urine by liquid chromatography-high resolution mass spectrometry and library matching . Journal of Chromatography A . 1397 . 5 . 32–42 . June 2015 . 25931378 . 4433760 . 10.1016/j.chroma.2015.04.002 .
  3. Identification and characterization of α-PVT, α-PBT, and their bromothienyl analogs found in illicit drug products . Doi T, Asada A, Takeda A, Tagami T, Katagi M, Matsuta S, Kamata H, Kawaguchi M, Satsuki Y, Sawabe Y, Obana H . 6 . Forensic Toxicology . January 2016 . 34 . 1 . 76–93 . 10.1007/s11419-015-0288-3. 24528511 .
  4. Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products . Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y . Forensic Toxicology . July 2013 . 31 . 2 . 223–240 . 10.1007/s11419-013-0182-9. 1279637 .
  5. Takayama T, Suzuki M, Todoroki K, Inoue K, Min JZ, Kikura-Hanajiri R, Goda Y, Toyo'oka T . 6 . UPLC/ESI-MS/MS-based determination of metabolism of several new illicit drugs, ADB-FUBINACA, AB-FUBINACA, AB-PINACA, QUPIC, 5F-QUPIC and α-PVT, by human liver microsome . Biomedical Chromatography . 28 . 6 . 831–838 . June 2014 . 24861751 . 10.1002/bmc.3155 .
  6. Swortwood MJ, Carlier J, Ellefsen KN, Wohlfarth A, Diao X, Concheiro-Guisan M, Kronstrand R, Huestis MA . 6 . In vitro, in vivo and in silico metabolic profiling of α-pyrrolidinopentiothiophenone, a novel thiophene stimulant . Bioanalysis . 8 . 1 . 65–82 . January 2016 . 26648097 . 5493968 . 10.4155/bio.15.237 .
  7. Wojcieszak J, Andrzejczak D, Woldan-Tambor A, Zawilska JB . Cytotoxic Activity of Pyrovalerone Derivatives, an Emerging Group of Psychostimulant Designer Cathinones . Neurotoxicity Research . 30 . 2 . 239–250 . August 2016 . 27295059 . 10.1007/s12640-016-9640-6 . 11202107 .
  8. Web site: Cannabinoider föreslås bli klassade som hälsofarlig vara . Swedish . 29 June 2015.
  9. Web site: 关于印发《非药用类麻醉药品和精神药品列管办法》的通知 . China Food and Drug Administration . 27 September 2015 . Chinese . 1 October 2015 . https://web.archive.org/web/20151001222554/http://www.sfda.gov.cn/WS01/CL0056/130753.html . 1 October 2015 . dead .
  10. Web site: Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien . Der Bundesrat . German.