Compound: mepivacaine
SMILES: O=C(Nc1c(cccc1C)C)C2N(CCCC2)C
InChIKey: INWLQCZOYSRPNW-UHFFFAOYSA-N
Synonyms: mepivacaine, 96-88-8, N-(2,6-Dimethylphenyl)-1-methylpiperidine-2-carboxamide, DL-Mepivacaine, Scandicaine, Mepivacaina, Mepivacainum, 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, tevacaine, Carboplyin Dental, 2',6'-Pipecoloxylidide, 1-methyl-, Mepisv, N-(2,6-Dimethylphenyl)-1-methyl-2-piperidinecarboxamide, (+-)-1-Methyl-2',6'-pipecoloxylidide, 1-METHYL-2',6'-PIPECOLOXYLIDIDE, B6E06QE59J, CHEBI:6759, APF-135, DTXSID9023259, 5-22-01-00223 (Beilstein Handbook Reference), N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboximidic acid, Mepivacain Injektopas, RefChem:55582, DTXCID803259, N01BB03, 202-543-0, Carbocaine, Mepicaine, 22801-44-1, Mepivicaine, Mepivacainum [INN-Latin], Mepivacaina [INN-Spanish], Carbocain, N-Methyl-2-pipecolic acid, 2,6-xylidide, Polocaine, Mepivacaine (INN), N-Methyl-2-pipecolic acid, 2,6-dimethylanilide, N-Methylhexahydro-2-picolinic acid, 2,6-dimethylanilide, MFCD00243006, Mepivacaine (hydrochloride), Scandicane, S-Ropivacaine Mesylate, MEPIVACAINE [INN], BRN 0211230, Mepivacaine [INN:BAN], Mepihexal, (+/-)-Mepivacaine, Carboplyin Dental (TN), EINECS 202-543-0, UNII-B6E06QE59J, Mepivacaine (Standard), Mepivacaine Impurity 7, Spectrum_001480, SpecPlus_000874, MEPIVACAINE [MI], Spectrum2_001656, Spectrum3_001629, Spectrum4_000596, Spectrum5_001354, (.+/-.)-Mepivacaine, Epitope ID:122686, MEPIVACAINE [VANDF], CHEMBL1087, SCHEMBL25314, BSPBio_003297, KBioGR_001092, KBioSS_001960, MEPIVACAINE [WHO-DD], MLS006011662, DivK1c_006970, SPBio_001811, GTPL7224, orb1704816, HY-B0517R, KBio1_001914, KBio2_001960, KBio2_004528, KBio2_007096, KBio3_002517, Mepivacaine, 1mg/ml in Methanol, HMS3886E04, HMS5084M16, HY-B0517, BDBM50417964, EBC-04411, s5392, AKOS015889304, AC-9857, CCG-266926, DB00961, FS-3679, NCGC00018284-02, NCGC00018284-03, NCGC00018284-05, NCGC00018284-06, NCGC00089774-02, FM142923, SMR004703413, SBI-0052814.P002, DB-343491, 5458B, CS-0009492, NS00000534, (.+/-.)-1-Methyl-2',6'-pipecoloxylidide, C07528, D08181, AB00053769_12, AB00053769_13, EN300-7359348, (+/-)-1-METHYL-2',6'-PIPECOLOXYLIDIDE, F227792, Q416760, BRD-A03216249-003-02-9, BRD-A03216249-003-12-8, BRD-A03216249-003-23-5, BRD-A03216249-003-24-3, Z1741980843, N-(2,6-Dimethylphenyl)-1-methyl-2-piperidinecarboxamide #, N-(2,6-dimethylphenyl)-1-methyl-piperidine-2-carboxamide, N- (2, 6- Dimethylphenyl) - 1- methylpiperidine- 2- carboxamide, N-(2 pound not6-Dimethylphenyl)-1-methylpiperidine-2-carboxamide, 2-PIPERIDINECARBOXAMIDE, N-(2,6-DIMETHYLPHENYL)-1-METHYL-, (+/-)-
Theoretical properties:
molecular_formula: C15H22N2O
molecular_weight: 246.35 g/mol
exact_mass: 246.173213330 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 18
topological_polar_surface_area: 32.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Mepivacaine is 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. It has a role as a local anaesthetic and a drug allergen.
chebi: A piperidinecarboxamide in which <em>N</em>-methylpipecolic acid and 2,6-dimethylaniline have combined to form the amide bond. It is used as a local amide-type anaesthetic.
chembl: MEPIVACAINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.
Mepivacaine is used in any infiltration and local anesthesia.
It is supplied as the hydrochloride salt of the racemate, which consists of R(-)-mepivacaine and S(+)-mepivacaine in equal proportions. These two enantiomers have markedly different pharmacokinetic properties.
Mepivacaine was originally synthesized in Sweden at the laboratory of Bofors Nobelkrut by Ekenstam and Pattersson in 1957.