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Details

Stereochemistry RACEMIC
Molecular Formula C16H23NO
Molecular Weight 245.3599
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYROVALERONE

SMILES

CCCC(N1CCCC1)C(=O)C2=CC=C(C)C=C2

InChI

InChIKey=SWUVZKWCOBGPTH-UHFFFAOYSA-N
InChI=1S/C16H23NO/c1-3-6-15(17-11-4-5-12-17)16(18)14-9-7-13(2)8-10-14/h7-10,15H,3-6,11-12H2,1-2H3

HIDE SMILES / InChI
Molecular Formula C16H23NO
Molecular Weight 245.3599
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Pyrovalerone is a psychostimulant. It has a central action. Pyrovalerone inhibits the dopamine transporter and the norepinephrine transporter, and is a weak inhibitor of the serotonin transporter. Pyrovalerone was demonstrated to reduce symptoms of chronic fatigue in humans. It stimulated locomotor activity in mice. Though pyrovalerone is still occasionally prescribed, it is used infrequently due to problems with abuse and dependence. Side effects of pyrovalerone include anxiety, fragmented sleep or insomnia and trembling, shaking or muscle tremors.

CNS Activity

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Toxicological determination and in vitro metabolism of the designer drug methylenedioxypyrovalerone (MDPV) by gas chromatography/mass spectrometry and liquid chromatography/quadrupole time-of-flight mass spectrometry.
2010-09
Mass and NMR spectroscopic characterization of 3,4-methylenedioxypyrovalerone: a designer drug with alpha-pyrrolidinophenone structure.
2009-09-10
A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone.
2009-06-01
1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors.
2006-02-23
Differential sensitivity to NaCl for inhibitors and substrates that recognize mutually exclusive binding sites on the neuronal transporter of dopamine in rat striatal membranes.
2001-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:23:04 GMT 2025
Edited
by admin
on Mon Mar 31 18:23:04 GMT 2025
Record UNII
VOU69C02JP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
J8.659B
Preferred Name English
PYROVALERONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
VALEROPHENONE, 4'-METHYL-2-(1-PYRROLIDINYL)-
Systematic Name English
1-P-TOLYL-1-OXO-2-PYRROLIDINO-N-PENTANE
Common Name English
PYROVALERONE [MI]
Common Name English
Pyrovalerone [WHO-DD]
Common Name English
pyrovalerone [INN]
Common Name English
1-PENTANONE, 1-(4-METHYLPHENYL)-2-(1-PYRROLIDINYL)-
Systematic Name English
PYROVALERONE [MART.]
Common Name English
4'-METHYL-2-(1-PYRROLIDINYL)VALEROPHENONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47795
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
WIKIPEDIA Designer-drugs-Pyrovalerone
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
DEA NO. 1485
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
Code System Code Type Description
MESH
C005719
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
SMS_ID
100000080852
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
WIKIPEDIA
PYROVALERONE
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
CAS
3563-49-3
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
ChEMBL
CHEMBL201960
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
MERCK INDEX
m9392
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY Merck Index
NCI_THESAURUS
C83918
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
FDA UNII
VOU69C02JP
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
INN
1737
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID20863194
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
PUBCHEM
14373
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
DRUG CENTRAL
3511
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
EVMPD
SUB10177MIG
Created by admin on Mon Mar 31 18:23:04 GMT 2025 , Edited by admin on Mon Mar 31 18:23:04 GMT 2025
PRIMARY
Related Record Type Details
Structure of PYROVALERONE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of PYROVALERONE
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