alpha-Pyrrolidinopentiothiophenone

alpha-Pyrrolidinopentiothiophenone

Systematic (IUPAC) name
2-(pyrrolidin-1-yl)-1-(thiophen-2-yl)pentan-1-one
Legal status
Legal status	UK: Class B Illegal in China, Sweden and Switzerland
Identifiers
CAS Number	1400742-66-6
ChemSpider	29738196
UNII	1156792AA
Chemical data
Formula	C13H19NOS
Molar mass	237.4 g/mol
SMILES O=C(C(CCC)N1CCCC1)C2=CC=CS2.Cl
InChI InChI=1S/C13H19NOS.ClH/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;1H Key:RURGIWIREJBFLI-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class that has been sold online as a designer drug.^[1][2][3] It is a analogue of α-PVP where the phenyl ring has been replaced by thiophene.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]

Legality

Sweden's public health agency suggested classifying α-PVT as hazardous substance on November 10, 2014.^[7]

As of October 2015 α-PVT is a controlled substance in China.^[8]

α-PVT is illegal in Switzerland as of December 2015.^[9]

See also

• α-Pyrrolidinopropiophenone (α-PPP)
• α-Pyrrolidinobutiophenone (α-PBP)
• α-Pyrrolidinohexiophenone (α-PHP)
• Methiopropamine
• Naphyrone (O-2482)
• Pyrovalerone (O-2371)
• Thiopropamine
• Thiothinone

References

1. "α-Pyrrolidinopentiothiophenone". Cayman Chemical. Retrieved 29 June 2015.
2. Marta Concheiro, Marisol Castaneto, Robert Kronstrand, Marilyn A. Huestis (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. 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.
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.
5. Takahiro Takayama, Mayu Suzuki, Kenichiro Todoroki, Koichi Inoue, Jun Zhe Min, Ruri Kikura-Hanajiri, Yukihiro Goda, Toshimasa Toyo'oka (June 2014). "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. doi:10.1002/bmc.3155. PMID 24861751.
6. Madeleine J Swortwood, Jeremy Carlier, Kayla N Ellefsen, Ariane Wohlfarth, Xingxing Diao, Marta Concheiro-Guisan, Robert Kronstrand, Marilyn A Huestis (December 2015). "In vitro, in vivo and in silico metabolic profiling of α-pyrrolidinopentiothiophenone, a novel thiophene stimulant". Bioanalysis. doi:10.4155/bio.15.237. PMID 26648097.
7. "Cannabinoider föreslås bli klassade som hälsofarlig vara" (in Swedish). Retrieved 29 June 2015.
8. "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. 27 September 2015. Retrieved 1 October 2015.
9. "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Der Bundesrat.