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Mepivacaine Hydrochloride

HCID 66070
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Grundinformationen

CAS
1722-62-9
Standard-SMILES
Cc1cccc(C)c1NC(=O)C1CCCCN1C.Cl
InChIKey
RETIMRUQNCDCQB-UHFFFAOYSA-N
Summenformel
C15H23ClN2O
Durchschnittliche Molmasse
282,81 g/mol
Monoisotopische Masse
282,14989104

Überblick

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.

Namen und Bezeichner

Bevorzugter Name
Mepivacaine Hydrochloride
IUPAC
N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide;hydrochloride

Namen und Synonyme

Mepivacaine hydrochloride1722-62-9Mepivacaine HCLScandicainOptocainScandonest PlainPolocaine-MpfArestocaine hydrochlorideMepivacaine MonohydrochlorideISOCAINE HYDROCHLORIDE1-Methyl-2',6'-pipecoloxylidide hydrochloride1-Methyl-2',6'-pipecoloxylidide monohydrochloride
Weitere Namen anzeigen
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

Datenbank-Bezeichner

CAS
1722-62-9
PubChem CID
66070
DTXSID
DTXSID4031566
ChEMBL
CHEMBL1200440
ChEBI
CHEBI:6760
UNII
4VFX2L7EM5
EC Number
217-023-9、691-388-6

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

Polarare Oberfläche (TPSA)
32,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
19
Formalladung
0
Komplexität
282

Experimentelle und physikochemische Eigenschaften

Solubility>42.4 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 3 Einträge

Breast Feeding; Lactation; Anesthetics, Local

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal Drugs · 2 Einträge

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]

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

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]

Gefahrenhinweise

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%)

Toxikologische Informationen

Treatment · 1 Eintrag

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)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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 · 4 Einträge

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 · 1 Eintrag

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.

Verwendung und Herstellung

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

Zugehörige Reaktionen

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Reaktionsgleichung von HRID 2273578
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Exposure Routes · 1 Eintrag

Absorbed locally. The rate of systemic absorption of local anesthetics is dependent upon the total dose and concentration of drug administered, the route of administration, the vascularity of the administration site, and the presence or absence of epinephrine in the anesthetic solution. Subcutaneous, injection ; Infiltration

Toxicity Summary · 1 Eintrag

Local anesthetics block the generation and the conduction of nerve impulses, presumably by increasing the threshold for electrical excitation in the nerve, by slowing the propagation of the nerve impulse, and by reducing the rate of rise of the action potential. In general, the progression of anesthesia is related to the diameter, myelination, and conduction velocity of affected nerve fibers. Clinically, the order of loss of nerve function is as follows: pain, temperature, touch, proprioception, and skeletal muscle tone.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Mepivacaine hydrochloride

vLess-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Toxicity DataThe mean seizure dosage of mepivacaine in rhesus monkeys was found to be 18.8 mg/kg with mean arterial plasma concentration of 24.4 µg/mL. LD50: 23-35 mg/kg (Intravenous, Mouse) (A308) LD50: 280 mg/kg (Subcutaneous, Mouse (A308)
General Manufacturing Information
2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, hydrochloride (1:1): ACTIVE

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