mepivacaine   Click here for help

GtoPdb Ligand ID: 7224

Synonyms: Carbocaine® | mepivacaine hydrochloride | Polocaine®
Approved drug
mepivacaine is an approved drug (FDA (1960))
Compound class: Synthetic organic
Comment: Mepivacaine is an amide class local anesthetic. It is a racemic mixture of enantiomers. We show the chemical structure without specified stereochemistry to represent the mixture.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 2
Topological polar surface area 35.83
Molecular weight 246.17
XLogP 2.52
No. Lipinski's rules broken 0
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Canonical SMILES CN1CCCCC1C(=Nc1c(C)cccc1C)O
Isomeric SMILES CN1CCCCC1C(=Nc1c(C)cccc1C)O
InChI InChI=1S/C15H22N2O/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18)
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Summary of Clinical Use Click here for help
Mepivacaine is used as a local anaesthetic for dental procedures and for surgery carried out under epidural or spinal block.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
The molecular mechanism of action of this drug may be due to inhibition of neuronal sodium channels, which blocks action potentials and subsequent nerve impulses. CHEMBL lists sodium channel alpha subunits as this drug's molecular targets. The genes and proteins for SNC1A-SNC11A are listed in this database in the voltage-gated sodium channels section. See the DrugBank link for further details.