Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR5195)
Drug Name
Mepivacaine
Synonyms
Carbocaine; Mepivacaina; Mepivacainum; Mepivicaine; Scandicain; Scandicaine; Scandicane; Arestocaine HCL; Carboplyin Dental; Isocaine HCL; Carbocaine (TN); Carboplyin Dental (TN); D-mepivacaine; DL-Mepivacaine; Mepivacaina [INN-Spanish]; Mepivacaine (INN); Mepivacaine [INN:BAN]; Mepivacainum [INN-Latin]; Polocaine (TN); Polocaine-Mpf; S-Ropivacaine Mesylate; D(-)-Mepivacaine; N-Methyl-2-pipecolic acid, 2,6-dimethylanilide; N-Methyl-2-pipecolic acid, 2,6-xylidide; N-Methylhexahydro-2-picolinic acid, 2,6-dimethylanilide; N-(2,6-Dimethylphenyl)-1-methyl-2-piperidinecarboxamide; N-(2,6-Dimethylphenyl)-1-methylpiperidine-2-carboxamide; (+-)-1-Methyl-2',6'-pipecoloxylidide; 1-METHYL-2',6'-PIPECOLOXYLIDIDE
Indication Analgesia [ICD11: MB40] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 246.35 Topological Polar Surface Area 32.299
Heavy Atom Count 18 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
4062
ChEBI ID
CHEBI:6759
CAS Number
96-88-8
TTD Drug ID
D0WO8W
Formula
C15H22N2O
Canonical SMILES
CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2C
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)
InChIKey
INWLQCZOYSRPNW-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
2',6'-pipecoloxylidiae-3'-hydroxy-l-methyl DM016326
71748868
Oxidation - Aromatic hydroxylations 1 [2]
2',6'-pipecoloxylidide DM000664
115282
Oxidation - N-demethylation 1 [2]
2',6'-pipecoloxylidide-4'-hydroxy-l-methyl DM015385
3030441
Oxidation - Aromatic hydroxylations 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008136 Mepivacaine 2',6'-pipecoloxylidiae-3'-hydroxy-l-methyl Oxidation - Aromatic hydroxylations Unclear [2]
MR008137 Mepivacaine 2',6'-pipecoloxylidide Oxidation - N-demethylation Unclear [2]
MR008138 Mepivacaine 2',6'-pipecoloxylidide-4'-hydroxy-l-methyl Oxidation - Aromatic hydroxylations Unclear [2]
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 Clearance and metabolism of mepivacaine in the human neonate

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