pethidine   Click here for help

GtoPdb Ligand ID: 7221

Synonyms: Demerol® | meperidine
Approved drug
pethidine is an approved drug (FDA (1942))
Compound class: Synthetic organic
Comment: Meperidine is an opioid analgesic.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 4
Topological polar surface area 29.54
Molecular weight 247.16
XLogP 2.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCOC(=O)C1(CCN(CC1)C)c1ccccc1
Isomeric SMILES CCOC(=O)C1(CCN(CC1)C)c1ccccc1
InChI InChI=1S/C15H21NO2/c1-3-18-14(17)15(9-11-16(2)12-10-15)13-7-5-4-6-8-13/h4-8H,3,9-12H2,1-2H3
InChI Key XADCESSVHJOZHK-UHFFFAOYSA-N
No information available.
Summary of Clinical Use Click here for help
Used to treat moderate to severe pain caused by disease, trauma, surgery or childbirth.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
As an opioid receptor agonist, meperidine inhibits release of nociceptive neurotransmitters, vasopressin and somatostatin. In addition opioid receptor activation alters potassium and calcium channel activity, leading to hyperpolarization and reduced neuronal excitability typical of analgesia.
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