Chemical substance record

Mepivacaine

96-88-8C₁₅H₂₂N₂O246.354 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A piperidinecarboxamide in which N-methylpipecolic acid and 2,6-dimethylaniline have combined to form the amide bond. It is used as a local amide-type anaesthetic. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	96-88-8	ChEBI ↗
Molecular formula	C₁₅H₂₂N₂O	ChEBI ↗
Molar mass	246.354 g/mol	ChEBI ↗
Monoisotopic mass	246.17321 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:6759	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	246.35 g/mol	PubChem ↗
Exact mass	246.173213330 Da	PubChem ↗
Computed XLogP	1.9	PubChem ↗
Topological polar surface area (Å²)	32.3	PubChem ↗
H-bond donors	1	PubChem ↗
H-bond acceptors	2	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

mepivacaine

IUPAC name

N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide

InChIKey

INWLQCZOYSRPNW-UHFFFAOYSA-N

SMILES

Cc1cccc(C)c1NC(=O)C1CCCCN1C

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)

Names & synonyms

mepivacainamepivacainumN-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

piperidinecarboxamideChEBI parent class · 48592 ↗

organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

analgesiclocal anaestheticanti-inflammatory agentdrug allergen

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.0040592 mol

Uses 246.354 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 15 atoms

73.13%

N

Nitrogen · 2 atoms

11.37%

H

Hydrogen · 22 atoms

9.00%

O

Oxygen · 1 atom

6.49%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

[Pharmacological study of a new local anesthetic, "mepivacaine" (Carbocaine)]. ↗Anesthesie, analgesie, reanimation · 1961 Jan-Mar · PMID 13760073

Mepivacaine (Carbocaine), a potent new local anesthetic. Its use in general practice. ↗Medical times · 1962 Mar · PMID 13859098

US2799679 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:6759

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 4062 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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