Alpha-Pyrrolidinohexiophenone: Difference between revisions

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| legal_UK = Class B
| legal_UK = Class B
| legal_US =
| legal_US =
| legal_status =
| legal_status = Illegal in China and Sweden
| routes_of_administration = oral, intranasal, vaporization, intravenous, rectal, sublingual,subcutaneous
| routes_of_administration = oral, intranasal, vaporization, intravenous, rectal, sublingual,subcutaneous


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<!--Chemical data-->
<!--Chemical data-->
| C=16 | H=23 | N=1 | O=1
| C=16 | H=23 | N=1 | O=1
| molecular_weight = 281.8 g/mol
| molecular_weight =
| smiles = C1(=CC=CC=C1)C(C(CCCC)N2CCCC2)=O
| smiles = C1(=CC=CC=C1)C(C(CCCC)N2CCCC2)=O
| InChI =
| InChI =
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'''α-Pyrrolidinohexiophenone''' ('''α-PHP''', '''alpha-PHP''', '''α-Pyrrolidinohexanophenone''', '''PV-7''') is a synthetic [[stimulant]] drug of the [[cathinone]] class developed in the 1960s<ref>{{cite web | url=https://www.google.com/patents/US3314970 | title=US Patent 3314970 - α-Pyrrolidino ketones | publisher=Ernst Seeger | accessdate=18 June 2015}}</ref> which has been reported as a novel [[designer drug]].<ref>{{cite web | url=https://www.caymanchem.com/app/template/Product.vm/catalog/9001934 | title=α-Pyrrolidinohexanophenone | publisher=Cayman Chemical | accessdate=17 June 2015}}</ref> It is a longer chain homologue of [[alpha-Pyrrolidinopentiophenone|α-PVP]], having an extra carbon on the alkyl side chain, and is a [[structural isomer]] of [[pyrovalerone]].<ref>{{cite journal | url=http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2602954/ | title=1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogs. A promising class of monoamine uptake inhibitors | author=Meltzer PC, Butler D, Deschamps JR, Madras BK. | journal=Journal of Medicinal Chemistry |date=February 2006 | volume=49 | issue=4 | pages=1420–1432 | doi=10.1021/jm050797a | pmid=16480278}}</ref>
'''α-Pyrrolidinohexiophenone''' ('''α-PHP''', '''alpha-PHP''', '''α-Pyrrolidinohexanophenone''', '''PV-7''') is a synthetic [[stimulant]] drug of the [[cathinone]] class developed in the 1960s<ref>{{cite web | url=https://www.google.com/patents/US3314970 | title=US Patent 3314970 - α-Pyrrolidino ketones | publisher=Ernst Seeger | accessdate=18 June 2015}}</ref> which has been reported as a novel [[designer drug]].<ref>{{cite journal | url=http://link.springer.com/article/10.1007%2Fs11419-014-0238-5 | title=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 | author=Nahoko Uchiyama, Yoshihiko Shimokawa, Maiko Kawamura, Ruri Kikura-Hanajiri, Takashi Hakamatsuka | journal=Forensic Toxicology | date=August 2014 | volume=32 | issue=2 | pages=266-281 | doi=10.1007/s11419-014-0238-5}}</ref><ref>{{cite journal | url=http://link.springer.com/article/10.1007/s11419-015-0295-4 | title=Identification and characterization of new designer drug 4-fluoro-PV9 and α-PHP in the seized materials | author=Milena Majchrzak, Marcin Rojkiewicz, Rafał Celiński, Piotr Kuś, Mieczysław Sajewicz | journal=Forensic Toxicology | date=October 2015 | doi=10.1007/s11419-015-0295-4}}</ref><ref>{{cite web | url=https://www.caymanchem.com/app/template/Product.vm/catalog/9001934 | title=α-Pyrrolidinohexanophenone | publisher=Cayman Chemical | accessdate=17 June 2015}}</ref> It is a longer chain homologue of [[alpha-Pyrrolidinopentiophenone|α-PVP]], having an extra carbon on the alkyl side chain, and is a [[structural isomer]] of [[pyrovalerone]].<ref>{{cite journal | url=http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2602954/ | title=1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogs. A promising class of monoamine uptake inhibitors | author=Meltzer PC, Butler D, Deschamps JR, Madras BK. | journal=Journal of Medicinal Chemistry |date=February 2006 | volume=49 | issue=4 | pages=1420–1432 | doi=10.1021/jm050797a | pmid=16480278}}</ref>


==Legality==
==Legality==

Revision as of 20:33, 21 October 2015

alpha-Pyrrolidinohexiophenone
Clinical data
Routes of
administration
oral, intranasal, vaporization, intravenous, rectal, sublingual,subcutaneous
Legal status
Legal status
  • UK: Class B
  • Illegal in China and Sweden
Identifiers
  • (±)-1-Phenyl-2-(1-pyrrolidinyl)-1-hexanone
CAS Number
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H23NO
Molar mass245.366 g·mol−1
3D model (JSmol)
  • C1(=CC=CC=C1)C(C(CCCC)N2CCCC2)=O
  • 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] 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.[5]

Legality

Sweden's public health agency suggested to classify α-PHP as narcotic on June 1, 2015.[6]

As of October 2015 α-PHP is a controlled substance in China.[7]

See also

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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ "α-Pyrrolidinohexanophenone". Cayman Chemical. Retrieved 17 June 2015.
  5. ^ 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. PMID 16480278.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  6. ^ "23 nya ämnen kan klassas som narkotika eller hälsofarlig vara". Retrieved 29 June 2015.
  7. ^ "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.