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Formula | C16H23NO |
Molar mass | 245.366 g·mol−1 |
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α-Pyrrolidinoisohexanophenone (mainly known as A-PHiP or α-PiHP) is a stimulant drug of the cathinone class that has been sold online as a designer drug. It is a positional isomer of pyrovalerone, with the methyl group shifted from the 4-position of the aromatic ring to the 4-position of the acyl chain. In a classic 2006 study of pyrrolidinyl cathinone derivatives by Meltzer et al. at Organix, the alpha-isobutyl derivative of pyrovalerone, O-2494, was found to have the highest potency in vitro as an inhibitor of the dopamine transporter of the alpha substituted derivatives tested. [2] A-PHiP probably acts as a selective dopamine reuptake inhibitor. Unlike other alphas, which also act clearly on norepinephrine and are not so selective, alpha-pihp shows a very high selectivity for dopamine and has a stronger effect on dopamine. It has very little or no effect on serotonin and norepinephrine. It practically only affects dopamine receptors and inhibits almost only dopamine. In July 2016 α-PHiP was first identified as a designer drug [3] when it was reported to the EMCDDA by a forensic laboratory in Slovenia. [4] [5]Due to the fact that it is a very strong and very selective dopamine reuptake inhibitor, it is considered very compulsive and prone to causing psychosis and paranoia, just like other alphas.
Legal status | |
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Legal status |
|
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
Chemical and physical data | |
Formula | C16H23NO |
Molar mass | 245.366 g·mol−1 |
3D model ( JSmol) | |
| |
|
α-Pyrrolidinoisohexanophenone (mainly known as A-PHiP or α-PiHP) is a stimulant drug of the cathinone class that has been sold online as a designer drug. It is a positional isomer of pyrovalerone, with the methyl group shifted from the 4-position of the aromatic ring to the 4-position of the acyl chain. In a classic 2006 study of pyrrolidinyl cathinone derivatives by Meltzer et al. at Organix, the alpha-isobutyl derivative of pyrovalerone, O-2494, was found to have the highest potency in vitro as an inhibitor of the dopamine transporter of the alpha substituted derivatives tested. [2] A-PHiP probably acts as a selective dopamine reuptake inhibitor. Unlike other alphas, which also act clearly on norepinephrine and are not so selective, alpha-pihp shows a very high selectivity for dopamine and has a stronger effect on dopamine. It has very little or no effect on serotonin and norepinephrine. It practically only affects dopamine receptors and inhibits almost only dopamine. In July 2016 α-PHiP was first identified as a designer drug [3] when it was reported to the EMCDDA by a forensic laboratory in Slovenia. [4] [5]Due to the fact that it is a very strong and very selective dopamine reuptake inhibitor, it is considered very compulsive and prone to causing psychosis and paranoia, just like other alphas.