Mepivacaine hydrochloride Chemical Properties

Melting point:

255-257°C (dec.)

storage temp. 

2-8°C

solubility 

H2O: soluble20mg/mL, clear

form 

powder

color 

white to beige

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

InChIKey

RETIMRUQNCDCQB-UHFFFAOYSA-N

SMILES

C1(=C(C)C=CC=C1C)NC(=O)C1CCCCN1C.Cl

CAS DataBase Reference

1722-62-9(CAS DataBase Reference)

EPA Substance Registry System

2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride (1722-62-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

22-24/25

RIDADR 

UN 2811 6.1 / PGIII

RTECS 

TK6475000

HS Code 

29333990

Toxicity

LD50 in mice, rats (mg/kg): 280, 500 s.c. (Aberg)

Mepivacaine hydrochloride Usage And Synthesis

Chemical Properties

White Solid

Uses

anesthetic (local)

Uses

Mepivacaine hydrochloride may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by chromatography.

Uses

An anti-inflammatory and analgesic

Definition

ChEBI: The hydrochloride salt of mepivacaine. It is used as a local anaesthetic.

brand name

Arestocaine Hydrochloride (Solvay Pharmaceuticals); Carbocaine (Hospira); Isocaine Hydrochloride(Novocol); Polocaine (AstraZeneca); Polocaine (Dentsply); Scandonest (Deproco).

Biological Functions

Mepivacaine hydrochloride (Carbocaine) is longer acting than lidocaine and has a more rapid onset of action (3–5 minutes). Topical application is not effective. It has been widely used in obstetrics, but its use has declined recently because of the early transient neurobehavioral effects it produces. Adverse reactions associated with mepivacaine are generally similar to those produced by other local anesthetics. It can be used with epinephrine or levonordefrin (dental use only).

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Mepivacaine hydrochloride is a local anesthetic that is related chemically and pharmacologically to the amide-type local anesthetics. It is often administered via local infiltration, peripheral nerve block, etc.

Biochem/physiol Actions

Local anesthetic. Reversibly blocks transient Na+ inward current, as well as the steady-state K+ outward current. Blocks tandem pore (TASK) and Kv1.5, potassium channels in model systems.

Safety Profile

skin irritant. Questionable carcinogen with

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