O-2390

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]

3,4-Dichloro-alpha-PVP
Identifiers
IUPAC name
  • 1-(3,4-dichlorophenyl)-2-(pyrrolidin-1-yl)pentan-1-one
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC15H19Cl2NO
Molar mass300.22 g·mol−1
3D model (JSmol)
SMILES
  • CCCC(C(=O)C1=CC(=C(C=C1)Cl)Cl)N2CCCC2
InChI
  • 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

See also

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.


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