Structure via PubChem · Public domain (PubChem)
mepivacaine
Sign in to saveAlso known as 1-methyl-2',6'-pipecoloxylidide, N-(2,6-dimethylphenyl)-1-methyl-2-piperidinecarboxamide, DL-mepivacaine, N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide, (+-)-1-methyl-2',6'-pipecoloxylidide
Mepivacaine is a local anesthetic of the amide type. Mepivacaine has a reasonably rapid onset (less rapid than that of procaine) and medium duration of action (longer than that of procaine) and is marketed under various trade names including Carbocaine and Polocaine.
Chemical data
- Formula
- C15H22N2O
- Molecular weight
- 246.35 g/mol
- IUPAC name
- N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide
- SMILES
- CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2C
- InChIKey
- INWLQCZOYSRPNW-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 32.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1960
- Admin. routes
- parenteral
- Indications
- pain, osteoarthritis, hip, compartment syndrome, osteoarthritis, knee
via ChEMBL · EBI
Research
2,893 papers- Mepivacaine: a closer look at its properties and current utility.General dentistry · 2014
- Mepivacaine: update on an evergreen local anaesthetic.Minerva anestesiologica · 2001
- Mepivacaine reduces calcium transients in isolated murine ventricular cardiomyocytes.BMC anesthesiology · 2020
- Is mepivacaine as effective as lidocaine during inferior alveolar nerve blocks in patients with symptomatic irreversible pulpitis? A systematic review and meta-analysis.International endodontic journal · 2018
- Mepivacaine versus Bupivacaine Spinal Anesthesia for Early Postoperative Ambulation.Anesthesiology · 2020
via PubMed
Wikidata facts
- Subclass of
- medication
- Mass
- 246.173213
- Manufacturer
- Pfizer
Show 6 more facts
- chemical formula
- C₁₅H₂₂N₂O
- medical condition treated
- pain
- canonical SMILES
- CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2C
- World Health Organisation international non-proprietary name
- mepivacaine
- Commons category
- Mepivacaine
- subject has role
- local anesthetic
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Mepivacaine is a local anesthetic of the amide type. Mepivacaine has a reasonably rapid onset (less rapid than that of procaine) and medium duration of action (longer than that of procaine) and is marketed under various trade names including Carbocaine and Polocaine.
Mepivacaine became available in the United States in the 1960s.
Excerpted from Wikipedia’s “mepivacaine” article, available under the CC BY-SA 4.0 licence.