Pethidine intermediate C

Pethidinic acid

Clinical data
Routes of administration	N/A
ATC code	none
Legal status
Legal status	DE: Anlage II (Prohibited) UN: Narcotic Schedule I
Identifiers
IUPAC name 1-methyl-4-phenylpiperidine-4-carboxylic acid
CAS Number	3627-48-3 Y
PubChem (CID)	101106
ChemSpider	91344 N
ChEMBL	CHEMBL1201376 N
Chemical and physical data
Formula	C13H17NO2
Molar mass	219.28 g/mol
3D model (Jmol)	Interactive image
SMILES CN1CCC(CC1)(C2=CC=CC=C2)C(=O)O
InChI 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
NY (what is this?)

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 grammes.

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.