Indapyrophenidone

Last updated
Indapyrophenidone
Indapyrophenidone.svg
Legal status
Legal status
Identifiers
  • 1-(2,3-dihydro-1H-inden-5-yl)-2-phenyl-2-(pyrrolidin-1-yl)-ethanone
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C21H23NO
Molar mass 305.421 g·mol−1
3D model (JSmol)
  • O=C(C(N1CCCC1)c2ccccc2)c3ccc4CCCc4c3
  • InChI=1S/C21H23NO/c23-21(19-12-11-16-9-6-10-18(16)15-19)20(22-13-4-5-14-22)17-7-2-1-3-8-17/h1-3,7-8,11-12,15,20H,4-6,9-10,13-14H2
  • Key:JFDZZTSFBTYYDF-UHFFFAOYSA-N

Indapyrophenidone is a synthetic drug of the cathinone class that has been sold online as a designer drug. [1] [2] [3]

The substance is the indanyl-α-phenyl analogue of the stimulant drug α-PVP; however, it is also structurally related to diarylethylamines such as fluorolintane and UWA-001. Its mechanism of action is unknown.

See also

Related Research Articles

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<i>alpha</i>-Pyrrolidinopentiophenone Chemical compound

α-Pyrrolidinopentiophenone is a synthetic stimulant of the cathinone class developed in the 1960s that has been sold as a designer drug and often consumed for recreational reasons. α-PVP is chemically related to pyrovalerone and is the ketone analog of prolintane.

<i>alpha</i>-Pyrrolidinobutiophenone Stimulant drug

α-Pyrrolidinobutiophenone (α-PBP) is a stimulant compound developed in the 1960s which has been reported as a novel designer drug. It can be thought of as the homologue lying between the two better known drugs α-PPP and α-PVP.

<span class="mw-page-title-main">Substituted cathinone</span> Class of chemical compounds

Substituted cathinones, which include some stimulants and entactogens, are derivatives of cathinone. They feature a phenethylamine core with an alkyl group attached to the alpha carbon, and a ketone group attached to the beta carbon, along with additional substitutions. Cathinone occurs naturally in the plant khat whose leaves are chewed as a recreational drug.

<span class="mw-page-title-main">Pentylone</span> Stimulant drug of the substituted cathinone class

Pentylone is a stimulant developed in the 1960s. It is a substituted cathinone. It has been identified in some samples of powders sold as "NRG-1", along with varying blends of other cathinone derivatives including flephedrone, MDPBP, MDPV and 4-MePPP. It was also found in combination with 4-MePPP being sold as "NRG-3". Reports indicate side effects include feelings of paranoia, agitation and inability to sleep, with effects lasting for several days at high doses.

<span class="mw-page-title-main">AB-CHMINACA</span> Chemical compound

AB-CHMINACA is an indazole-based synthetic cannabinoid. It is a potent agonist of the CB1 receptor (Ki = 0.78 nM) and CB2 receptor (Ki = 0.45 nM) and fully substitutes for Δ9-THC in rat discrimination studies, while being 16x more potent. Continuing the trend seen in other cannabinoids of this generation, such as AB-FUBINACA and AB-PINACA, it contains a valine amino acid amide residue as part of its structure, where older cannabinoids contained a naphthyl or adamantane residue.

<i>alpha</i>-Pyrrolidinohexiophenone Stimulant drug

α-Pyrrolidinohexiophenone is a synthetic stimulant drug of the cathinone class developed in the 1960s which has been reported as a novel designer drug.

<i>alpha</i>-Pyrrolidinopentiothiophenone Stimulant drug

α-Pyrro​lidino​pentio​thiophenone is a synthetic stimulant of the cathinone class that has been sold online as a designer drug. It is an analogue of α-PVP where the phenyl ring has been replaced by thiophene.

<span class="mw-page-title-main">4'-Methoxy-α-pyrrolidinopentiophenone</span> Stimulant drug

4'-Methoxy-α-pyrrolidinopentiophenone is a stimulant drug of the cathinone class that has been sold online as a designer drug.

<span class="mw-page-title-main">3',4'-Dimethoxy-α-pyrrolidinopentiophenone</span> Chemical compound

3',4'-Dimethoxy-α-pyrrolidinopentiophenone is a synthetic stimulant drug of the cathinone class that has been sold online as a designer drug. It is a relatively weak inhibitor of serotonin reuptake and has little affinity in vitro for dopamine or noradrenaline transporters.

<span class="mw-page-title-main">4'-Fluoro-α-pyrrolidinopentiophenone</span> Designer drug

4'-Fluoro-α-pyrrolidinopentiophenone is a stimulant drug of the cathinone class which has been reported as a novel designer drug.

<span class="mw-page-title-main">5-DBFPV</span> Stimulant of the cathinone class

5-DBFPV is a stimulant of the cathinone class that has been sold online as a designer drug. It is an analogue of MDPV where the methylenedioxyphenyl group has been replaced by dihydrobenzofuran.

<i>N</i>-Ethylhexedrone Stimulant of the cathinone class

N-Ethylhexedrone (also known as α-ethylaminocaprophenone, N-ethylnorhexedrone, hexen, and NEH) is a stimulant of the cathinone class that acts as a norepinephrine–dopamine reuptake inhibitor (NDRI) with IC50 values of 0.0978 and 0.0467 μM, respectively. N-Ethylhexedrone was first mentioned in a series of patents by Boehringer Ingelheim in the 1960s which led to the development of the better-known drug methylenedioxypyrovalerone (MDPV). Since the mid-2010s, N-ethylhexedrone has been sold online as a designer drug. In 2018, N-ethylhexedrone was the second most common drug of the cathinone class to be identified in Drug Enforcement Administration seizures.

<span class="mw-page-title-main">3-Chloromethcathinone</span> Stimulant designer drug

3-Chloromethcathinone, also known as clophedrone or 3-CMC, is a synthetic substance belonging to the cathinone class of psychoactive compounds and is very similar in structure to other cathinone derivatives like 3-Methylmethcathinone (3-MMC) or the more commonly known mephedrone (4-MMC)., Unlike cathinone, which occurs naturally in the khat plant Catha edulis, 3-CMC is not found in nature and is solely produced through chemical synthesis.,

α-PHiP Stimulant drug

α-PHiP 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; however, it was not until ten years later in July 2016 that α-PHiP was first identified as a designer drug, when it was reported to the EMCDDA by a forensic laboratory in Slovenia.

<span class="mw-page-title-main">TH-PVP</span> Chemical compound

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">Alpha-D2PV</span>

Alpha-D2PV (DPPE) is a substituted cathinone derivative which has been sold as a designer drug. It was invented in the 1950s, 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.

References

  1. Bijlsma L, Miserez B, Ibáñez M, Vicent C, Guillamón E, Ramsey J, Hernández F (January 2016). "Identification and characterization of a novel cathinone derivative 1-(2,3-dihydro-1H-inden-5-yl)-2-phenyl-2-(pyrrolidin-1-yl)-ethanone seized by customs in Jersey". Forensic Toxicology. 34 (1): 144–150. doi:10.1007/s11419-015-0299-0. hdl: 10234/146446 . S2CID   2298658.
  2. "1-(2,3-Dihydro-1H-inden-5-yl)-2-phenyl-2-(pyrrolidinyl-1-yl)ethan-1-one". New Synthetic Drugs Database. Archived from the original on 20 September 2018.
  3. "Hírlevél" (PDF) (in Hungarian). Drog Fókuszpont. 2015. Archived (PDF) from the original on 2015-03-22. Retrieved 2016-01-27.