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Lidocaine hydrochloride

Lidocaine hydrochloride Structure
CAS No.
6108-05-0
Chemical Name:
Lidocaine hydrochloride
Synonyms
LINOCAINE HCL;Linocaine hydrochlor;Linocaine hydrochloride(lidocaine HCL);2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide hydrochloride hydrate;ACETAMIDE,2-(DIETHYLAMINO)-N-(2,6-DIMETHYLPHENYL)-MONOHYDROCHLORIDE, MONOHYDRATE;dolicaine;Lidocaine HC1;Lidocaine HCl USP;N-Oxide Lidocaine-d;LIDOCAINE HCL HYDRATE
CBNumber:
CB4486868
Molecular Formula:
C14H25ClN2O2
Molecular Weight:
288.82
MOL File:
6108-05-0.mol
MSDS File:
SDS
Modify Date:
2024/7/31 13:51:23

Lidocaine hydrochloride Properties

Melting point 75-79℃
storage temp. 2-8°C
solubility H2O: soluble
form solid
color white
Water Solubility Soluble in water (50 mg/ml), chloroform, ethanol, and benzene. Insoluble in diethyl ether.
InChI InChI=1S/C14H22N2O.ClH.H2O/c1-5-16(6-2)10-13(17)15-14-11(3)8-7-9-12(14)4;;/h7-9H,5-6,10H2,1-4H3,(H,15,17);1H;1H2
InChIKey YECIFGHRMFEPJK-UHFFFAOYSA-N
SMILES C1(C(C)=CC=CC=1C)NC(=O)CN(CC)CC.O.Cl
LogP 2.359 (est)
CAS DataBase Reference 6108-05-0(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P330+P331+P310
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  AN7700000
TSCA  Yes
HazardClass  6.1
HS Code  2924296000

Lidocaine hydrochloride price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) PHR1257 Lidocaine hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 6108-05-0 500MG ₹8042.98 2022-06-14 Buy
Sigma-Aldrich(India) PHR1257 Lidocaine hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 6108-05-0 5G ₹50628.53 2022-06-14 Buy
Sigma-Aldrich(India) L5647 Lidocaine hydrochloride monohydrate solid 6108-05-0 15G ₹10045.6 2022-06-14 Buy
Sigma-Aldrich(India) L5647 Lidocaine hydrochloride monohydrate solid 6108-05-0 100G ₹14050.85 2022-06-14 Buy
Product number Packaging Price Buy
PHR1257 500MG ₹8042.98 Buy
PHR1257 5G ₹50628.53 Buy
L5647 15G ₹10045.6 Buy
L5647 100G ₹14050.85 Buy

Lidocaine hydrochloride Chemical Properties,Uses,Production

Chemical Properties

Linocaine hydrochloride is a white or almost white, crystalline powder with slightly bitter and numbing taste. Soluble in water, ethanol and organic solvents, insoluble in ether. The aqueous solution does not decompose under acid and alkali conditions, and it rarely deteriorates after repeated autoclaving.

Uses

Linocaine hydrochloride is a fast voltage-gated sodium channel blocker that used in Local anesthesia and heart rhythm disorders. Its actions are more intense and its effects more prolonged than those of procaine but its duration of action is shorter than that of bupivacaine or prilocaine.

Definition

ChEBI: Linocaine hydrochloride is the monohydrate form of lidocaine hydrochloride. It is a local anesthetic and cardiac depressant used as an antiarrhythmia agent. Its actions are more intense and its effects more prolonged than those of Procaine but its duration of action is shorter than that of bupivacaine or prilocaine.

Application

Anesthetic (local); antiarrhythmic (class IB). Long-acting, membrane stabilizing agent against ventricular arrhythmia. Originally developed as a local anesthetic.

Contact allergens

Linocaine hydrochloride is an anesthetic of the amide group, like articaine or bupivacaine. Immediate-type IgE-dependent reactions are rare, and delayed-type contact dermatitis is exceptional. Cross-reactivity between the different amide anesthetics is not systematic.

Synthesis

A method for preparing Lidocaine hydrochloride is described as follows. The method comprises the following steps: by taking 2,6-xylenol as a raw material, Pd/C as a primary catalyst and 2,6-dimethylcyclohexanone as a promoter, performing liquid phase amination with ammonia water at high temperature, thereby obtaining a midbody 2,6-dimethylaniline; enabling sodium methylate, 2,6-dimethylaniline and N,N-lignocaine methyl acetate as raw materials to react at 90-95 DEGC, distilling while reaction is performed to remove methanol till no methanol can be evaporated out, continuously reacting for 30 minutes, cooling to the room temperature, adding dichloroethane, washing with water, and leaving to stand to layer, thereby obtaining an organic layer, namely, a lidocaine based dichloroethane solution; further adding hydrochloric acid into the lidocaine based dichloroethane solution, adjusting the pH value to be 3.5-4 by using hydrogen chloride, adding activated carbon to reflux for 20-40 minutes, filtering, concentrating the filtrate, cooling, crystallizing, and dying, thereby obtaining Lidocaine hydrochloride.

Mode of action

Lidocaine Hydrochloride is the hydrochloride salt form of lidocaine, an aminoethylamide and a prototypical member of the amide class anesthetics. Lidocaine interacts with voltage-gated Na+ channels in the nerve cell membrane and blocks the transient increase in permeability of excitable membranes to Na+. This prevents the generation and conduction of nerve impulses and produces a reversible loss of sensation. Lidocaine hydrochloride also exhibits class IB antiarrhythmic effects. The agent decreases the flow of sodium ions into myocardial tissue, especially on the Purkinje network, during phase 0 of the action potential, thereby decreasing depolarization, automaticity and excitability.

Lidocaine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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