metamizole   Click here for help

GtoPdb Ligand ID: 10608

Synonyms: dipyrone
Compound class: Synthetic organic
Comment: Metamizole (or dipyrone) is a non-addictive analgesic with analgesic, antipyretic and spasmolytic effects. It is indicated for severe acute and chronic pain and also for fever which is not responding to other treatments. Although it is available over-the-counter in some countries, it is prescription or banned in other countries, due to its potential for adverse events, including agranulocytosis.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 4
Topological polar surface area 92.4
Molecular weight 311.09
XLogP 0.39
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN(c1c(C)n(n(c1=O)c1ccccc1)C)CS(=O)(=O)O
Isomeric SMILES CN(c1c(C)n(n(c1=O)c1ccccc1)C)CS(=O)(=O)O
InChI InChI=1S/C13H17N3O4S/c1-10-12(14(2)9-21(18,19)20)13(17)16(15(10)3)11-7-5-4-6-8-11/h4-8H,9H2,1-3H3,(H,18,19,20)
InChI Key LVWZTYCIRDMTEY-UHFFFAOYSA-N
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Summary of Clinical Use Click here for help
Current indications for metamizole (as single ingredient) include acute severe pain after trauma or surgery, painful colic, tumour pain, other acute or chronic pain, if other therapeutic measures are contraindicated, and high fever, not responding to other measures.