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Human drug metabolites
Pethidinic acid
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Pethidinic acid

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Pethidinic acid
Pethidinicacid.svg
Clinical data
Routes of
administration		 N/A
ATC code
  • none
Legal status
Legal status
Identifiers
  • 1-methyl-4-phenylpiperidine-4-carboxylic acid
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C13H17NO2
Molar mass 219.284 g·mol−1
3D model (JSmol)
  • CN1CCC(CC1)(C2=CC=CC=C2)C(=O)O
  • InChI=1S/C13H17NO2/c1-14-9-7-13(8-10-14,12(15)16)11-5-3-2-4-6-11/h2-6H,7-10H2,1H3,(H,15,16) ☒N
  • Key:KHUPPYUUMRDAAX-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Pethidinic acid (meperidinic acid, pethidine intermediate C) is a 4-phenylpiperidine derivative that is both a metabolite of and a precursor to pethidine (meperidine). It is scheduled by UN Single Convention on Narcotic Drugs. It is a Schedule II Narcotic controlled substance in the United States and has an ACSCN of 9234. The 2014 annual manufacturing quota was 6 grams.


Pethidinic acid is a controlled drug because of its potential uses in manufacturing both pethidine itself and some of its substituted derivatives, but it has little opioid activity in its own right. Metabolism of pethidine to pethidinic acid is carried out mainly by the carboxylesterase enzyme hCE-1 in the liver, and since the activity of this enzyme can vary between individuals, the rate and extent of pethidinic acid production can vary.

Frank Wätjen used pethidinic acid as a precursor chemical to a heterocyclic moiety.

See also



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