Alpha-D2PV

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Alpha-D2PV
Diphenylpyrrolidinylethanone structure.png
Legal status
Legal status
Identifiers
  • 1,2-diphenyl-2-(1-pyrrolidinyl)ethanone
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C18H19N
Molar mass 249.357 g·mol−1
3D model (JSmol)
  • C1CCN(C1)C(C2=CC=CC=C2)C(=O)C3=CC=CC=C3
  • InChI=1S/C18H19NO/c20-18(16-11-5-2-6-12-16)17(19-13-7-8-14-19)15-9-3-1-4-10-15/h1-6,9-12,17H,7-8,13-14H2
  • Key:GQCCTZGWWWUYLS-UHFFFAOYSA-N

Alpha-D2PV (DPPE) is a substituted cathinone derivative which has been sold as a designer drug. It was invented in the 1950s, [1] and first identified by forensic laboratories as a designer drug in 2020, though anecdotal reports suggest it may have emerged earlier than this. It is similar in structure to the potent designer stimulant drug alpha-PVP but with the propyl side chain replaced by a phenyl ring, and while it is less potent than alpha-PVP itself, Alpha-D2PV is still a reasonably potent stimulant and has been known to cause poisoning when misrepresented as less potent drugs such as MDMA. While it is also similar in structure to the dissociative drug diphenidine, Alpha-D2PV appears to produce only stimulant effects. [2] [3] [4]

See also

Related Research Articles

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α-PHiP Stimulant drug

α-Pyrrolidinoisohexanophenone 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. 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 when it was reported to the EMCDDA by a forensic laboratory in Slovenia.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.

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TH-PVP is a substituted cathinone derivative which has been sold as a designer drug. It was first identified by a forensic laboratory in Hungary in 2015, but has subsequently been found in numerous other countries around the world including Spain, Belgium, Poland, Turkey and Brazil. Pharmacological studies in vitro showed it to inhibit reuptake and promote the release of monoamine neurotransmitters with some selectivity for serotonin, but it failed to produce stimulant effects in animals, and has a pharmacological profile more comparable to that of sedating empathogens such as MDAI and 5-Methyl-MDA.

<span class="mw-page-title-main">O-2390</span> Chemical compound

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<span class="mw-page-title-main">MFPVP</span> Designer drug

MFPVP (3-Methyl-4-fluoro-α-pyrrolidinovalerophenone) is a recreational designer drug from the substituted cathinone family, with stimulant effects. It was first identified in Sweden in April 2020 and was among the most widely encountered substituted cathinone derivatives in 2021, though it since appears to have declined in prevalence. It is illegal in Virginia.

<span class="mw-page-title-main">2-Me-PVP</span> Stimulant designer drug of the substituted cathinone class

2-Methyl-alpha-PVP (2-Me-PVP) is a substituted cathinone derivative with stimulant effects which has been sold as a designer drug. It was first identified in Sweden in 2021.

<span class="mw-page-title-main">4-Cl-PHP</span> Chemical compound

4-Chloro-alpha-Pyrrolidinohexiophenone (4-Cl-PHP) is a substituted cathinone derivative with stimulant effects, which has been sold as a designer drug. It was first officially identified by forensic laboratories in 2016, though anecdotal reports suggest it may have been available several years prior to this.

<span class="mw-page-title-main">3F-PHP</span> Chemical compound

3-Fluoro-alpha-PHP (3F-PHP) is a substituted cathinone derivative with stimulant effects which has been sold as a designer drug. It was first identified in Sweden in 2020 and continues to be detected in seized drug samples, though it appears to have been less widely used than related compounds such as 3F-PVP and 3F-PiHP.

References

  1. US 2773069,Heinzelman RV, Aspergren BD,"1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings",issued 4 December 1956, assigned to Pharmacia and Upjohn Co.
  2. Kuropka P, Zawadzki M, Szpot P (2023). "A review of synthetic cathinones emerging in recent years (2019-2022)". Forensic Toxicology. 41 (1): 25–46. doi:10.1007/s11419-022-00639-5. PMC   9476408 . PMID   36124107.
  3. Puljević C, Tscharke B, Wessel EL, Francis C, Verhagen R, O'Brien JW, et al. (April 2024). "Characterising differences between self-reported and wastewater-identified drug use at two consecutive years of an Australian music festival". The Science of the Total Environment. 921: 170934. doi: 10.1016/j.scitotenv.2024.170934 . PMID   38360330.
  4. Wood MR, Bernal I, Lalancette RA (April 2024). "Crystal structure and analytical profile of 1,2-diphenyl-2-pyrrolidin-1-ylethanone hydrochloride or 'α-D2PV': a synthetic cathinone seized by law enforcement, along with its diluent sugar, myo-inositol". Acta Crystallographica. Section C, Structural Chemistry. 80 (4): 91–97. doi: 10.1107/S2053229624000561 . PMC   10996188 . PMID   38441142.