Basic information
- CAS
1722-62-9- Standard SMILES
Cc1cccc(C)c1NC(=O)C1CCCCN1C.Cl- InChIKey
RETIMRUQNCDCQB-UHFFFAOYSA-N- Molecular formula
- C15H23ClN2O
- Average molar mass
- 282.81 g/mol
- Monoisotopic mass
- 282.14989104
Overview
Mepivacaine hydrochloride is the hydrochloride salt of mepivacaine. It is used as a local anaesthetic. It has a role as a local anaesthetic. It is a hydrochloride and a piperidinecarboxamide. It is functionally related to a mepivacaine.
Names & identifiers
- Preferred name
- Mepivacaine Hydrochloride
- IUPAC
- N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide;hydrochloride
- English name
- Mepivacaine hydrochloride
- Molecular formula
- C15H22N2O.ClH
- Molecular weight
- 282.81
Names & synonyms
Mepivacaine hydrochloride1722-62-9Mepivacaine HCLScandicainOptocainScandonest PlainPolocaine-MpfArestocaine hydrochlorideMepivacaine MonohydrochlorideISOCAINE HYDROCHLORIDE1-Methyl-2',6'-pipecoloxylidide hydrochloride1-Methyl-2',6'-pipecoloxylidide monohydrochloride
Show more names
N-(2,6-Dimethylphenyl)-1-methylpiperidine-2-carboxamide hydrochlorideMepivacaine ImpurityMeaverinMepidentMepicatonChlorocainCarbocainaScandonest
4VFX2L7EM5NSC-758674(1-Methyl-DL-piperidine-2-carboxylic acid)-2,6-dimethylanilide hydrochlorideCHEBI:67602-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, hydrochloride (1:1)N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide hydrochloride (1:1)Iq Dental MepivacaineScandonest 3% Plain
Database identifiers
- CAS
1722-62-9
Properties
Computed structural properties
- Topological polar surface area
- 32.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 282
Experimental & physicochemical properties
Solubility>42.4 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs
Breast Feeding; Lactation; Anesthetics, Local
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal Drugs
Active Ingredients (Mepivacaine Hydrochloride) -> FDA Greenbook
Pharmaceuticals -> UK Veterinary Medicines Directorate List
Collision Cross Section157.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 255 · 255-257°C (dec.)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: soluble20mg/mL, clear
- form
- powder
- color
- white to beige
- Water Solubility
- 2 O: · H2O: 20mg/mL, clear
- InChI
- InChI=1S/C15H22N2O.ClH/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);1H
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (66.1%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P301+P317, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 62 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
Hazard information
Regulatory InformationMepivacaine hydrochloride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (66.1%)
Toxicology
Treatment
Treatment of a patient with toxic manifestations consists of assuring and maintaining a patient airway and supporting ventilation (respiration) as required. This usually will be sufficient in the management of most reactions. Should a convulsion persist despite ventilatory therapy, small increments of anticonvulsive agents may be given intravenously, such as benzodiazephine (e.g., diazepam) or ultrashort-acting barbiturates (e.g., thiopental or thiamylal) or short-acting barbiturates (e.g., pentobarbital or secobarbital). Cardiovascular depression may require circulatory assistance with intravenous fluids and/or vasopressor (e.g., Ephedrine) as dictated by the clinical situation. (L1712)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Rapidly metabolized, with only a small percentage of the anesthetic (5 percent to 10 percent) being excreted unchanged in the urine. The liver is the principal site of metabolism, with over 50% of the administered dose being excreted into the bile as metabolites. Route of Elimination: It is rapidly metabolized, with only a small percentage of the anesthetic (5 percent to 10 percent) being excreted unchanged in the urine.The liver is the principal site of metabolism, with over 50% of the administered dose being excreted into the bile as metabolites. Half Life: The half-life of mepivacaine in adults is 1.9 to 3.2 hours and in neonates 8.7 to 9 hours.
FDA Pharmacological Classification
MEPIVACAINE HYDROCHLORIDE
Amides [CS]; Amide Local Anesthetic [EPC]; Local Anesthesia [PE]
POLOCAINE (MEPIVACAINE HCL)
Amide Local Anesthetic [EPC]; Amides [CS]; Local Anesthesia [PE]
MeSH Pharmacological Classification
Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.
Uses & manufacturing
UsesFor production of local or regional analgesia and anesthesia by local infiltration, peripheral nerve block techniques, and central neural techniques including epidural and caudal blocks.
Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Related reactions
2 records
Compound notes
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