gamma-Hydroxyvaleric acid

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]

gamma-Hydroxyvaleric acid
Clinical data
Other namesγ-Hydroxyvaleric acid
GVB
Legal status
Legal status
  • US: DEA considers GHV a controlled substance analogue.[1]
  • In general: uncontrolled
Identifiers
  • 4-Hydroxyvaleric acid
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.033.516
Chemical and physical data
FormulaC5H10O3
Molar mass118.132 g·mol−1

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

See also

References

  1. "GHB and Analogues: Fast Facts". National Drug Intelligence Center. January 1, 2006. Archived from the original on July 5, 2023. Retrieved July 5, 2023.
  2. Carter LP; Chen W; Wu H; Mehta AK; Hernandez RJ; Ticku MK; Coop A; Koek W; France CP (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): 91–9. doi:10.1016/j.drugalcdep.2004.10.002. PMID 15769562.
  3. Fred Smith (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 (2013). "Uptake of gamma-valerolactone--detection of gamma-hydroxyvaleric acid in human urine samples". J Anal Toxicol. 37 (4): 250–4. doi:10.1093/jat/bkt013. PMID 23486087.


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