PYROVALERONE

Possibly Marketed Outside US

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 Search

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5441133 | https://www.ncbi.nlm.nih.gov/pubmed/16480278 | (2014) Pediatric Trauma Care II, page 123, retrieved from: https://books.google.ru/books?id=9fucAwAAQBAJ

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
1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors.	2006 Feb 23	16480278
A novel photoaffinity ligand for the dopamine transporter based on pyrovalerone.	2009 Jun 1	19442525
Mass and NMR spectroscopic characterization of 3,4-methylenedioxypyrovalerone: a designer drug with alpha-pyrrolidinophenone structure.	2009 Sep 10	19500924
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	20814976

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:12 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:12 GMT 2023`
Record UNII	VOU69C02JP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PYROVALERONE

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