O-2390

Last updated
3,4-Dichloro-alpha-PVP
O-2390.svg
Identifiers
  • 1-(3,4-dichlorophenyl)-2-(pyrrolidin-1-yl)pentan-1-one
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
Formula C15H19Cl2NO
Molar mass 300.22 g·mol−1
3D model (JSmol)
  • CCCC(C(=O)C1=CC(=C(C=C1)Cl)Cl)N2CCCC2
  • InChI=1S/C15H19Cl2NO/c1-2-5-14(18-8-3-4-9-18)15(19)11-6-7-12(16)13(17)10-11/h6-7,10,14H,2-5,8-9H2,1H3
  • Key:OYYFMZJTKZIRQM-UHFFFAOYSA-N

O-2390 (3,4-Dichloro-alpha-PVP, DCPVP) is a recreational designer drug from the substituted cathinone family, which acts as a potent inhibitor of dopamine and noradrenaline reuptake in vitro, with weaker but still significant inhibition of serotonin reuptake. [1] [2] [3] [4]

See also

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

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4-Chloro-<i>alpha</i>-pyrrolidinovalerophenone Chemical compound

4-Chloro-alpha-pyrrolidinovalerophenone is an emerging recreational designer drug of the pyrrolidinophenone class, similar in structure to alpha-pyrrolidinopentiophenone (α-PVP). The pharmacology and toxicity of this compound is unknown, though it is presumed to be a stimulant drug.

<i>N</i>-Ethylhexedrone Chemical compound

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.

Hexedrone Chemical compound

Hexedrone is a stimulant of the substituted cathinone class which has been sold as a designer drug. Through analysis of the Structure-Activity Relationships in similar cathinones such as MDPV, Hexedrone is believed to be a norepinephrine–dopamine reuptake inhibitor.

α-PCYP Chemical compound

α-PCyP is a stimulant drug of the cathinone class that has been sold online as a designer drug. In a series of alpha-substituted pyrrolidinyl cathinone derivatives developed in 2015, the alpha-cyclopentyl derivative was found to have around the same potency in vitro as an inhibitor of the dopamine transporter as the alpha-propyl derivative α-PVP, while the alpha-cyclohexyl derivative α-PCyP was around twice as strong.

References

  1. Meltzer PC, Butler D, Deschamps JR, Madras BK (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry. 49 (4): 1420–1432. doi:10.1021/jm050797a. PMID   16480278.
  2. Kolanos R, Sakloth F, Jain AD, Partilla JS, Baumann MH, Glennon RA (October 2015). "Structural Modification of the Designer Stimulant α-Pyrrolidinovalerophenone (α-PVP) Influences Potency at Dopamine Transporters". ACS Chemical Neuroscience. 6 (10): 1726–1731. doi:10.1021/acschemneuro.5b00160. PMID   26217965.
  3. Glennon RA, Young R (September 2016). "Neurobiology of 3,4-methylenedioxypyrovalerone (MDPV) and α-pyrrolidinovalerophenone (α-PVP)". Brain Research Bulletin. 126 (Pt 1): 111–126. doi:10.1016/j.brainresbull.2016.04.011. PMID   27142261.
  4. Yadav-Samudrala BJ, Eltit JM, Glennon RA (September 2019). "Synthetic Cathinone Analogues Structurally Related to the Central Stimulant Methylphenidate as Dopamine Reuptake Inhibitors". ACS Chemical Neuroscience. 10 (9): 4043–4050. doi:10.1021/acschemneuro.9b00284. PMID   31369229.