4-Hydroxyphenylacetone

4-Hydroxyphenylacetone
Names
IUPAC name
1-(4-Hydroxyphenyl)propan-2-one
Other names
p-Hydroxyphenylacetone; para-Hydroxyphenylacetone
Identifiers
770-39-8
ChemSpider 5382241
Jmol-3D images Image
PubChem 7019274
Properties
Molecular formula
 C9H10O2
Molar mass 150.17 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

4-Hydroxyphenylacetone is the parahydroxy analog of phenylacetone, an inactive metabolite of amphetamine in humans.[1][2] When it occurs as a metabolite of amphetamine, it is produced directly from the inactive metabolite phenylacetone.[1][3]

Metabolic pathways of amphetamine
Graphic of several routes of amphetamine metabolism

Para-
Hydroxylation
Para-
Hydroxylation
Para-
Hydroxylation
Beta-
Hydroxylation
Beta-
Hydroxylation
Oxidative
Deamination
Oxidation
Glycine
Conjugation

In humans, 4-hydroxyphenylacetone occurs as a metabolite of amphetamine.

References

  1. ↑ 1.0 1.1 Santagati NA, Ferrara G, Marrazzo A, Ronsisvalle G (September 2002). "Simultaneous determination of amphetamine and one of its metabolites by HPLC with electrochemical detection". J. Pharm. Biomed. Anal. 30 (2): 247–55. doi:10.1016/S0731-7085(02)00330-8. PMID 12191709.
  2. ↑ "4-Hydroxyphenylacetone". NCBI. PubChem Compound. Retrieved 25 October 2013.
  3. ↑ "Adderall XR Prescribing Information" (PDF). Medication Guide. United States Food and Drug Administration. pp. 12–13. Retrieved 7 October 2013.

External links