Isopropylphenidate

Isopropylphenidate
Legal status
Legal status
Identifiers
IUPAC name
  • propan-2-yl 2-phenyl-2-(piperidin-2-yl)acetate
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC16H23NO2
Molar mass261.365 g·mol−1
3D model (JSmol)
SMILES
  • C1(=CC=CC=C1)C(C(=O)OC(C)C)C2CCCCN2
InChI
  • InChI=1S/C16H23NO2/c1-12(2)19-16(18)15(13-8-4-3-5-9-13)14-10-6-7-11-17-14/h3-5,8-9,12,14-15,17H,6-7,10-11H2,1-2H3
  • Key:AZVPADMEIMLODT-UHFFFAOYSA-N

Isopropylphenidate (also known as IPH and IPPD) is a piperidine based stimulant drug, closely related to methylphenidate, but with the methyl ester replaced by an isopropyl ester. It has similar effects to methylphenidate but with a longer duration of action,[1][2] and was banned in the UK as a Temporary Class Drug from April 2015 following its unapproved sale as a designer drug.[3]

It has been researched as potential methylphenidate replacement for ADHD and narcolepsy, because of fewer side effects.[4][2]

See also

References

  1. ↑ Markowitz JS, Zhu HJ, Patrick KS (December 2013). "Isopropylphenidate: an ester homolog of methylphenidate with sustained and selective dopaminergic activity and reduced drug interaction liability" (PDF). Journal of Child and Adolescent Psychopharmacology. 23 (10): 648–54. doi:10.1089/cap.2013.0074. hdl:2027.42/140321. PMID 24261661.
  2. 1 2 US application 20120245201, Markowitz JS, Patrick KS, Zhu H, "Isopropylphenidate for Treatment of Attention-Deficit/Hyperactivity Disorder and Fatigue-Related Disorders and Conditions", published 2012-09-27
  3. ↑ "Methylphenidate-based NPS: A review of the evidence of use and harm" (PDF). Advisory Council on the Misuse of Drugs. 31 March 2015.
  4. ↑ Florence Levy (July 2014). "Applications of pharmacogenetics in children with attention-deficit/hyperactivity disorder". Pharmgenomics Pers Med: 349–356.
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