alpha-Pyrrolidinohexiophenone

alpha-Pyrrolidinohexiophenone

Systematic (IUPAC) name
(±)-1-Phenyl-2-(1-pyrrolidinyl)-1-hexanone
Clinical data
Routes of administration	oral, intranasal, vaporization, intravenous, rectal, sublingual,subcutaneous
Legal status
Legal status	UK: Class B US: Unscheduled Illegal in China and Sweden
Identifiers
CAS Number	13415-59-3
PubChem	CID 102107923
UNII	297J9K8A4G
Chemical data
Formula	C16H23NO
Molar mass	245.37 g·mol^−1
SMILES C1(=CC=CC=C1)C(C(CCCC)N2CCCC2)=O
InChI InChI=1S/C16H23NO/c1-2-3-11-15(17-12-7-8-13-17)16(18)14-9-5-4-6-10-14/h4-6,9-10,15H,2-3,7-8,11-13H2,1H3 Key:KYIJLDDXQWBNGX-UHFFFAOYSA-N

α-Pyrrolidinohexiophenone (α-PHP, alpha-PHP, α-Pyrrolidinohexanophenone, PV-7) is a synthetic stimulant drug of the cathinone class developed in the 1960s^[1] which has been reported as a novel designer drug.^{[2][3][4][5][6]} It is a longer chain homologue of α-PVP, having an extra carbon on the alkyl side chain, and is a structural isomer of pyrovalerone.^[7]

Legality

Sweden's public health agency suggested to classify α-PHP as narcotic on June 1, 2015.^[8]

As of October 2015 α-PHP is a controlled substance in China.^[9]

See also

• α-PBP
• α-PPP
• α-Pyrrolidinopentiothiophenone (α-PVT)
• 4-Methyl-α-PHP
• Prolintane
• Methylenedioxypyrovalerone

References

1. "US Patent 3314970 - α-Pyrrolidino ketones". Ernst Seeger. Retrieved 18 June 2015.
2. Nahoko Uchiyama, Yoshihiko Shimokawa, Maiko Kawamura, Ruri Kikura-Hanajiri, Takashi Hakamatsuka (August 2014). "Chemical analysis of a benzofuran derivative, 2-(2-ethylaminopropyl)benzofuran (2-EAPB), eight synthetic cannabinoids, five cathinone derivatives, and five other designer drugs newly detected in illegal products". Forensic Toxicology 32 (2): 266–281. doi:10.1007/s11419-014-0238-5.
3. Milena Majchrzak, Marcin Rojkiewicz, Rafał Celiński, Piotr Kuś, Mieczysław Sajewicz (October 2015). "Identification and characterization of new designer drug 4-fluoro-PV9 and α-PHP in the seized materials". Forensic Toxicology. doi:10.1007/s11419-015-0295-4.
4. Michael Paul, Sergej Bleicher, Susanne Guber, Josef Ippisch, Aldo Polettini, Wolfgang Schultis (November 2015). "Identification of phase I and II metabolites of the new designer drug α-pyrrolidinohexiophenone (α-PHP) in human urine by liquid chromatography quadrupole time-of-flight mass spectrometry (LC-QTOF-MS)". Journal of Mass Spectrometry 50 (11): 1305–1317. doi:10.1002/jms.3642. PMID 26505776.
5. "α-Pyrrolidinohexanophenone". Cayman Chemical. Retrieved 17 June 2015.
6. Janez Klavž, Maksimiljan Gorenjak, Martin Marinšek (August 2016). "Suicide attempt with a mix of synthetic cannabinoids and synthetic cathinones: Case report of non-fatal intoxication with AB-CHMINACA, AB-FUBINACA, alpha-PHP, alpha-PVP and 4-CMC". Forensic Science International 265: 121–124. doi:10.1016/j.forsciint.2016.01.018.
7. Meltzer PC, Butler D, Deschamps JR, Madras BK. (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogs. A promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry 49 (4): 1420–1432. doi:10.1021/jm050797a. PMC 2602954. PMID 16480278.
8. "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara". Retrieved 29 June 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. 27 September 2015. Retrieved 1 October 2015.