Gamma-Hydroxyvaleric acid

  • US: DEA considers GHV a controlled substance analogue.[1]
  • In general: uncontrolled
Identifiers
  • 4-Hydroxyvaleric acid
CAS Number
  • 13532-37-1
PubChem CID
  • 114539
ChemSpider
  • 102591
UNII
  • 58B139Q3RL
CompTox Dashboard (EPA)
  • DTXSID60928958 Edit this at Wikidata
ECHA InfoCard100.033.516 Edit this at WikidataChemical and physical dataFormulaC5H10O3Molar mass118.132 g·mol−1

γ-Hydroxyvaleric acid (GHV), also known as 4-methyl-GHB, is a designer drug related to γ-hydroxybutyric acid (GHB). It is sometimes seen on the grey market as a legal alternative to GHB, but with lower potency and higher toxicity,[2] properties which have tended to limit its recreational use.[3]

γ-Valerolactone (GVL) acts as a prodrug to GHV, analogously to how γ-butyrolactone (GBL) is a prodrug to GHB.[4]

See also

  • 1,4-Butanediol (1-4-BD)
  • Aceburic acid
  • Valerenic acid
  • Valeric acid

References

  1. ^ "GHB and Analogues: Fast Facts". National Drug Intelligence Center. January 1, 2006. Archived from the original on July 26, 2023. Retrieved July 5, 2023.{{cite web}}: CS1 maint: bot: original URL status unknown (link)
  2. ^ Carter LP, Chen W, Wu H, Mehta AK, Hernandez RJ, Ticku MK, et al. (April 2005). "Comparison of the behavioral effects of gamma-hydroxybutyric acid (GHB) and its 4-methyl-substituted analog, gamma-hydroxyvaleric acid (GHV)". Drug and Alcohol Dependence. 78 (1): 91–99. doi:10.1016/j.drugalcdep.2004.10.002. PMID 15769562.
  3. ^ Smith F (31 December 2004). Handbook of Forensic Drug Analysis. Academic Press. pp. 462–. ISBN 978-0-08-047289-8.
  4. ^ Andresen-Streichert H, Jungen H, Gehl A, Müller A, Iwersen-Bergmann S (May 2013). "Uptake of gamma-valerolactone--detection of gamma-hydroxyvaleric acid in human urine samples". Journal of Analytical Toxicology. 37 (4): 250–254. doi:10.1093/jat/bkt013. PMID 23486087.
  • v
  • t
  • e
GABAA
Alcohols
Barbiturates
Benzodiazepines
Carbamates
Imidazoles
Monoureides
Neuroactive steroids
Nonbenzodiazepines
Phenols
Piperidinediones
Quinazolinones
Others
GABABH1
Antihistamines
Antidepressants
Antipsychotics
α2-Adrenergic5-HT2A
Antidepressants
Antipsychotics
Others
MelatoninOrexinα2δ VDCCOthers
  • v
  • t
  • e
GABA receptor modulators
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
  • v
  • t
  • e
GHB receptor modulators
Receptor
(ligands)
GHBRTooltip GHB receptor
GABABTooltip γ-Aminobutyric acid B receptor
  • See here instead.
Transporter
(blockers)
MCTsTooltip Monocarboxylate transporters
SMCTsTooltip Sodium-coupled monocarboxylate transporters
VIATTTooltip Vesicular inhibitory amino acid transporter
Enzyme
(inhibitors)
SSRTooltip Succinic semialdehyde reductase
GHBDHTooltip 4-Hydroxybutyrate dehydrogenase
HOTTooltip Hydroxyacid-oxoacid transhydrogenase
ADHTooltip Alcohol dehydrogenase
ALDHTooltip Aldehyde dehydrogenase
See also
Receptor/signaling modulators
GABA receptor modulators
Glutamate receptor modulators
Glycine receptor modulators
Stub icon

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e