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Details

Stereochemistry RACEMIC
Molecular Formula C16H23NO.ClH
Molecular Weight 281.821
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYROVALERONE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=MWRACNBZNVAJHE-UHFFFAOYSA-N
InChI=1S/C16H23NO.ClH/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;1H

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 ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Mass and NMR spectroscopic characterization of 3,4-methylenedioxypyrovalerone: a designer drug with alpha-pyrrolidinophenone structure.
2009 Sep 10
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 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:29:55 UTC 2023
Edited
by admin
on Fri Dec 15 15:29:55 UTC 2023
Record UNII
Z95Z9C2201
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYROVALERONE HYDROCHLORIDE
MI   USAN   WHO-DD  
USAN  
Official Name English
CENTROTON
Brand Name English
1-PENTANONE, 1-(4-METHYLPHENYL)-2-(1-PYRROLIDINYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
1-PENTANONE, 1-(4-METHYLPHENYL)-2-(1-PYRROLIDINYL)-, HYDROCHLORIDE
Systematic Name English
PYROVALERONE HYDROCHLORIDE [USAN]
Common Name English
THYMERGIX
Brand Name English
PYROVALERONE HCL
Common Name English
Pyrovalerone hydrochloride [WHO-DD]
Common Name English
F 1983
Code English
SP-1059
Code English
1-(P-METHYLPHENYL)-2-PYRROLIDYL-1-PENTANONE HYDROCHLORIDE
Common Name English
PYROVALERONE HYDROCHLORIDE [MI]
Common Name English
F-1983
Code English
4'-METHYL-2-(1-PYRROLIDINYL)VALEROPHENONE HYDROCHLORIDE
Systematic Name English
VALEROPHENONE, 4'-METHYL-2-(1-PYRROLIDINYL)-, HYDROCHLORIDE
Systematic Name English
Classification Tree Code System Code
DEA NO. 1485
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
NCI_THESAURUS C47795
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL201960
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
NCI_THESAURUS
C73830
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
FDA UNII
Z95Z9C2201
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
PUBCHEM
14372
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
CAS
1147-62-2
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
MERCK INDEX
m9392
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID70921470
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
ECHA (EC/EINECS)
214-556-9
Created by admin on Fri Dec 15 15:29:55 UTC 2023 , Edited by admin on Fri Dec 15 15:29:55 UTC 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY