Ligand id: 7593

Name: dextropropoxyphene

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 9
Topological polar surface area 29.54
Molecular weight 339.22
XLogP 4.37
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

No information available.
Summary of Clinical Use
Used to treat mild pain. Although withdrawn from the US and European markets, other individual national approval agencies may still grant marketing authorisation for this drug. The majority of international brand names contain this drug in combination with paracetamol, some contain dextropropoxyphene and metamizole (PubChem CID 3111).
Mechanism Of Action and Pharmacodynamic Effects
Dextropropoxyphene is a μ opioid receptor agonist. Activation of this receptor on central nervous system neurons inhibits intracellular adenylate cyclase. Downstream this leads to reduced calcium influx via membrane calcium channels, and increased potassium permeability by opening membrane potassium channels. This ultimately leads to hyperpolarization of the cell membrane potential and suppression of action potential transmission of ascending pain pathways. Experimental evidence also suggests that dextropropoxyphene can behave as a potent, noncompetitive α3β4 neuronal nicotinic acetylcholine receptor antagonist [1], and as a weak serotonin reuptake inhibitor.