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6108-05-0

6108-05-0 Structure

6108-05-0 Structure
IdentificationMore
[Name]

Linocaine hydrochloride
[CAS]

6108-05-0
[Synonyms]

ACETAMIDE,2-(DIETHYLAMINO)-N-(2,6-DIMETHYLPHENYL)-MONOHYDROCHLORIDE, MONOHYDRATE
LIDOCAINE HCL HYDRATE
LIDOCAINE HYDROCHLORIDE
LIDOCAINE HYDROCHLORIDE, MONOHYDRATE
LINOCAINE HYDROCHLORIDE
2’,6’-acetoxylidide,2-(diethylamino)-,hydrochloride,hydrate
acetamide,2-(diethylamino)-n-(2,6-dimethylphenyl)-,monohydrochloride,monoh
diethylaminoacet-2,6-xylididehydrochloridemonohydrate
dolicaine
lidocainemonohydratehydrochloride
Lidocaine HCl USP
LidocaineHclLidocaineHclBp
2-diethylamino-n-(2,6-dimethylphenyl)acetamide hydrochloride monohydrate
LIDOCAINEHYDROCHLORIDE,MONOHYDRATE,USP
2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide hydrochloride
LIDOCAINE HYDROCHLORIDE DAB, PH.EUR.
LINOCAINE HCL
Lignocaine monohydrate hydrochloride, Xylocaine monohydrate hydrochloride, 2-Diethylamino-N-(2,6-dimethylphenyl)acetamide monohydrate hydrochloride
2-Dimethylamino-N-(2,6-dimethylphenyl)acetamide hydrochloride
[EINECS(EC#)]

200-803-8
[Molecular Formula]

C14H25ClN2O2
[MDL Number]

MFCD00150329
[Molecular Weight]

288.81
[MOL File]

6108-05-0.mol
Chemical PropertiesBack Directory
[Appearance]

White or almost white, crystalline powder.
[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
[Contact allergens]

Lidocaine 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.
[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)
Hazard InformationBack Directory
[Uses]

A fast voltage-gated sodium channel blocker
[Uses]

Na+ channel blocker.
[Uses]

used in Local anesthesia and heart rhythm disorders.
[Definition]

ChEBI: The monohydrate form of lidocaine hydrochloride.
[Chemical Properties]

Linocaine hydrochloride is white or almost white, crystalline powder.
[Application]

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

Alpha caine Hydrochloride (Carlisle); Anestacon (Polymedica); Laryng-O-Jet (International Medication); Lidocaton (Phar maton); Lidopen (Meridian); Xylocaine (Abraxis); Xylo caine (AstraZeneca); Xylocaine (Dentsply).
[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.
[Biological Activity]

Na+ channel blocker; class IB antiarrhythmic th at is rapidly absorbed after parenteral administration
[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.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S36:Wear suitable protective clothing .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

AN7700000
[TSCA ]

Yes
[HazardClass ]

6.1
[HS Code ]

2924296000
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

6108-05-0(sigmaaldrich)
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