Bupivacaine
A long-acting local anesthetic used to produce regional anesthesia or analgesia by blocking nerve conduction. It is widely used for epidural anesthesia during labor and surgery, and for peripheral nerve blocks. Bupivacaine is cardiotoxic in overdose, requiring careful dosing and monitoring during administration.
Masse moléculaire
288,4000 g/mol
LogP
3,40
TPSA
32,30 Ų
Règle des 5 de Lipinski
Conforme
Aires thérapeutiques
Mécanisme d'action
Blocks voltage-gated sodium channels in nerve cell membranes, preventing the generation and conduction of nerve impulses. This produces reversible loss of sensation in the area of application.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Blocks voltage-gated sodium channels in nerve cell membranes, preventing the generation and conduction of nerve impulses. This produces reversible loss of sensation in the area of application.
Structure 2D
Cite this structure
Embed this structure
SMILES
CCCCN1CCCCC1C(=O)Nc1c(C)cccc1C
InChI
InChI=1S/C18H28N2O/c1-4-5-12-20-13-7-6-11-16(20)18(21)19-17-14(2)9-8-10-15(17)3/h8-10,16H,4-7,11-13H2,1-3H3,(H,19,21)
Molecular Formula
C18H28N2O
HBD / HBA
1 / 2
Liaisons Rotatives
5
Atomes Lourds
21
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Foire aux questions
A long-acting local anesthetic used to produce regional anesthesia or analgesia by blocking nerve conduction. It is widely used for epidural anesthesia during labor and surgery, and for peripheral nerve blocks. Bupivacaine is cardiotoxic in overdose, requiring careful dosing and monitoring during administration.
Blocks voltage-gated sodium channels in nerve cell membranes, preventing the generation and conduction of nerve impulses. This produces reversible loss of sensation in the area of application.
Yes, Bupivacaine is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL1098. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 2474. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.
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