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
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
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
PubMed
Title | Date | PubMed |
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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 |
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1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors. | 2006 Feb 23 |
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A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone. | 2009 Jun 1 |
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Mass and NMR spectroscopic characterization of 3,4-methylenedioxypyrovalerone: a designer drug with alpha-pyrrolidinophenone structure. | 2009 Sep 10 |
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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 |
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C47795
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WIKIPEDIA |
Designer-drugs-Pyrovalerone
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DEA NO. |
1485
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Code System | Code | Type | Description | ||
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C005719
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100000080852
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PYROVALERONE
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3563-49-3
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CHEMBL201960
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m9392
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C83918
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VOU69C02JP
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1737
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DTXSID20863194
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14373
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3511
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SUB10177MIG
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)