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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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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 Mar
A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone.
2009 Jun 1
Name Type Language
PYROVALERONE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
VALEROPHENONE, 4'-METHYL-2-(1-PYRROLIDINYL)-
Systematic Name English
J8.659B
Code 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 Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
WIKIPEDIA Designer-drugs-Pyrovalerone
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
DEA NO. 1485
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
Code System Code Type Description
MESH
C005719
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
SMS_ID
100000080852
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
WIKIPEDIA
PYROVALERONE
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
CAS
3563-49-3
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
ChEMBL
CHEMBL201960
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
MERCK INDEX
m9392
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY Merck Index
NCI_THESAURUS
C83918
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
FDA UNII
VOU69C02JP
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
INN
1737
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
EPA CompTox
DTXSID20863194
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
PUBCHEM
14373
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
DRUG CENTRAL
3511
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY
EVMPD
SUB10177MIG
Created by admin on Fri Dec 15 16:15:12 UTC 2023 , Edited by admin on Fri Dec 15 16:15:12 UTC 2023
PRIMARY