alpha-Pyrrolidinopentiothiophenone (α-PVT)

Summary

α-Pyrrolidinopentiophenone (α-PVT), also known as α-PVT, is a synthetic stimulant in the cathinone class. This compound has been available for purchase as a designer drug on online platforms. It is structurally related to α-PVP, with the key distinction being the replacement of the phenyl ring with a thiophene ring.
The initial discovery of α-PVT occurred in Japan in 2013. Since then, its metabolic pathways and characteristics have been documented in scientific literature.

Identifiers
IUPAC name
CAS Number1400742-66-6
PubChem CID71721462
ChemSpider29738196
UNII6JA2K09914
CompTox Dashboard (EPA)DTXSID90857020
Chemical and physical data
FormulaC13H19NOS
Molar mass237.36 g·mol−1

Side effects

Research has demonstrated that α-PVT exhibits significant cytotoxicity when tested against human cell lines.

Legality

On November 10, 2014, Sweden’s public health agency recommended categorizing α-PVT as a hazardous substance. Furthermore, starting from October 2015, α-PVT has been classified as a controlled substance in China. Switzerland also prohibited the possession and use of α-PVT as of December 2015.

FAQ

1. What is α-Pyrrolidinopentiophenone (α-PVT)?

α-Pyrrolidinopentiophenone, often referred to as α-PVT, is a synthetic stimulant belonging to the cathinone class. It has been marketed and sold as a designer drug in various regions.

2. What distinguishes α-PVT from other substances in the cathinone class?

α-PVT is structurally similar to α-PVP but features a thiophene ring in place of the phenyl ring, setting it apart from other cathinones.

3. When was α-PVT first discovered?

α-PVT was initially identified in Japan in the year 2013.

4. What is known about the cytotoxicity of α-PVT?

Scientific research has revealed that α-PVT possesses high cytotoxicity when tested against human cell lines.

5. How is α-PVT regulated in different countries?

  • In Sweden, the public health agency recommended classifying α-PVT as a hazardous substance on November 10, 2014.
  • As of October 2015, China has classified α-PVT as a controlled substance.
  • In Switzerland, α-PVT has been illegal since December 2015.

Please note that the legal status and regulations regarding α-PVT may vary by country, and it is essential to stay informed about local laws and restrictions.

References

  1. “α-Pyrrolidinopentiothiophenone”. Cayman Chemical. Retrieved on June 29, 2015.
  2. Concheiro M, Castaneto M, Kronstrand R, Huestis MA (June 2015). “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. doi:10.1016/j.chroma.2015.04.002. PMC 4433760. PMID 25931378.
  3. Takahiro Doi; Akiko Asada; Akihiro Takeda; Takaomi Tagami; Munehiro Katagi; Shuntaro Matsuta; Hiroe Kamata; Masami Kawaguchi; Yuka Satsuki; Yoshiyuki Sawabe; Hirotaka Obana (January 2016). “Identification and characterization of α-PVT, α-PBT, and their bromothienyl analogs found in illicit drug products”. Forensic Toxicology. 34 (1): 76–93. doi:10.1007/s11419-015-0288-3. S2CID 24528511.
  4. Nahoko Uchiyama; Satoru Matsuda; Maiko Kawamura; Ruri Kikura-Hanajiri; Yukihiro Goda (July 2013). “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”. Forensic Toxicology. 31 (2): 223–240. doi:10.1007/s11419-013-0182-9. S2CID 1279637.
  5. Takayama T, Suzuki M, Todoroki K, Inoue K, Min JZ, Kikura-Hanajiri R, et al. (June 2014). “UPLC/ESI-MS/TS-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): 831–8. doi:10.1002/bmc.3155. PMID 24861751.
  6. Swortwood MJ, Carlier J, Ellefsen KN, Wohlfarth A, Diao X, Concheiro-Guisan M, et al. (January 2016). “In vitro, in vivo and in silico metabolic profiling of α-pyrrolidinopentiothiophenone, a novel thiophene stimulant”. Bioanalysis. 8 (1): 65–82. doi:10.4155/bio.15.237. PMC 5493968. PMID 26648097.
  7. Wojcieszak J, Andrzejczak D, Woldan-Tambor A, Zawilska JB (August 2016). “Cytotoxic Activity of Pyrovalerone Derivatives, an Emerging Group of Psychostimulant Designer Cathinones”. Neurotoxicity Research. 30 (2): 239–50. doi:10.1007/s12640-016-9640-6. PMID 27295059. S2CID 11202107.
  8. “Cannabinoider föreslås bli klassade som hälsofarlig vara” (in Swedish). Retrieved on June 29, 2015.
  9. “关于印发《非药用类麻醉药品和精神药品列管办法》的通知” (in Chinese). China Food and Drug Administration. September 27, 2015. Archived from the original on October 1, 2015. Retrieved on October 1, 2015.
  10. “Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien” (in German). Der Bundesrat.

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