Product Name

  • Name

    Lidocaine hydrochloride

  • EINECS 200-803-8
  • CAS No. 73-78-9
  • Article Data4
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point 80-82 °C
  • Formula C14H22N2O.HCl
  • Boiling Point 350.8 °C at 760 mmHg
  • Molecular Weight 270.802
  • Flash Point 166 °C
  • Transport Information
  • Appearance white crystal powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 73-78-9 (Lidocaine hydrochloride)
  • Hazard Symbols
  • Synonyms 2',6'-Acetoxylidide,2-(diethylamino)-, monohydrochloride (8CI);Acetamide, 2-(diethylamino)-N-(2,6-dimethylphenyl)-,monohydrochloride (9CI);2-(Diethylamino)-2',6'-dimethylacetanilide hydrochloride;Alphacaine;DioCaine;Irtopan;Lidesthesin;Lidocain hydrochloride;Lidocaine monohydrochloride;Lidothesin;Lignavet;Luan;Metaclopromide hydrochloride;Odontalg;Proliferol;Sedagul;Versicane;Xylocaine Astra;Xylocard;Xylotox;Lidocaine HCl .1H2O;
  • PSA 32.34000
  • LogP 3.45870

Synthetic route

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide
137-58-6

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether100%
With hydrogenchloride; pyrographite In water; 1,2-dichloro-ethane for 0.333333h; pH=3.5; pH-value;88.72%
With hydrogenchloride In water; acetone at 20℃; pH=<= 4;80.6%
diethylamine
109-89-7

diethylamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

Conditions
ConditionsYield
Stage #1: chloroacetyl chloride; 2,6-dimethylaniline In 1-methyl-pyrrolidin-2-one; methanol; water at 120℃; for 0.306667h; Flow reactor;
Stage #2: diethylamine With potassium hydroxide In methanol; water at 130℃; under 12751.3 Torr; for 0.295h; Flow reactor;
Stage #3: With hydrogenchloride In methanol; diethyl ether; water
...Expand
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium hydroxide; 2,6-dimethylcyclohexanone; 5%-palladium/activated carbon / 5 h / 180 °C
2: sodium methylate / 0.5 h / 95 °C
3: hydrogenchloride; pyrographite / 1,2-dichloro-ethane; water / 0.33 h / pH 3.5
View Scheme
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 3 h / 20 °C
2: acetone / 8 h / Reflux
3: hydrogenchloride / water; acetone / 20 °C / pH <= 4
View Scheme
saccharin sodium salt
128-44-9

saccharin sodium salt

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium benzo[d]isothiazol-3-olate 1,1-dioxide

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium benzo[d]isothiazol-3-olate 1,1-dioxide

Conditions
ConditionsYield
In acetonitrile at 50℃; for 4h; Sonication;99%
potassium acesulfame
55589-62-3

potassium acesulfame

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium 6-methyl-1,2,3-oxathiazin-4-olate 2,2-dioxide

2-((2,6-dimethylphenyl)amino)-N,N-diethyl-2-oxoethan-1-aminium 6-methyl-1,2,3-oxathiazin-4-olate 2,2-dioxide

Conditions
ConditionsYield
In acetonitrile at 50℃; for 4h; Sonication;98%
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

sodium vanillate

sodium vanillate

lidocaine vanillate

lidocaine vanillate

Conditions
ConditionsYield
In methanol; water at 50℃; for 4h;97%
sodium mono-glycyrrhizinate

sodium mono-glycyrrhizinate

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

lidocaine mono-glycyrrhizinate

lidocaine mono-glycyrrhizinate

Conditions
ConditionsYield
In methanol; water at 50℃; for 4h;96%
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

1-ethyl-2-methyl-3-(2,6-dimethylphenyl)imidazolidin-4-one
32845-42-4

1-ethyl-2-methyl-3-(2,6-dimethylphenyl)imidazolidin-4-one

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; cytochrome P450BM3 R47L/Y51F/A191T/N239H/I259V/A276T/A330W/L353I mutant; oxygen; β-nicotinamide adenine dinucleotide phosphate sodium salt In ethanol at 25℃; for 2h; pH=8.5; Enzymatic reaction;95%
Multi-step reaction with 2 steps
1: 55 percent / H2O2, imidazole / chloromanganese(III) / CH2Cl2; acetonitrile
2: 80 percent / CH2Cl2; acetonitrile / 3 h / 20 °C
View Scheme
Cs(1+)*C36H83B10S(1-)

Cs(1+)*C36H83B10S(1-)

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

C36H83B10S(1-)*C14H22N2O*H(1+)

C36H83B10S(1-)*C14H22N2O*H(1+)

Conditions
ConditionsYield
In dichloromethane; water for 2h; Sonication;95%
carbon dioxide
124-38-9

carbon dioxide

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

lidocainium hydrocarbonate

lidocainium hydrocarbonate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at -4 - 0℃; under 760.051 Torr;93%
sodium salicylate
54-21-7

sodium salicylate

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

lidocaine monosalicylic acid salt

lidocaine monosalicylic acid salt

Conditions
ConditionsYield
In water; acetone at 20℃;87%
In water; acetone at 20℃;87%
In water; acetone at 20℃; Product distribution / selectivity;54%
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

N-(2,6-dimethylphenyl)-2-ethylaminoacetamide
7728-40-7

N-(2,6-dimethylphenyl)-2-ethylaminoacetamide

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; cytochrome P450BM3 R47L/Y51F/F81W/F87V/E267V/I401P mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt In ethanol at 25℃; for 2h; pH=8.5; Enzymatic reaction;85%
With 1H-imidazole; dihydrogen peroxide; chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III) In dichloromethane; acetonitrile55%
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

aspirin
50-78-2

aspirin

lidocainium acetylsalicylate
1220976-13-5

lidocainium acetylsalicylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 0℃;83%
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

sodium 2-(4-isobutylphenyl)propionate
31121-93-4

sodium 2-(4-isobutylphenyl)propionate

lidocainium ibuprofenate
1158170-79-6

lidocainium ibuprofenate

Conditions
ConditionsYield
In water at 20℃; for 4h;75.7%
potassium thioacyanate
333-20-0

potassium thioacyanate

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

[Ni(lidocaine)2(thiocyanate)2]

[Ni(lidocaine)2(thiocyanate)2]

Conditions
ConditionsYield
With triethylamine In methanol; water at 20℃; for 4h; pH=7;72.5%
...Expand
nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

sodium dicyanamide
1934-75-4

sodium dicyanamide

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

[Ni(lidocaine)2(dicyanamide)2]

[Ni(lidocaine)2(dicyanamide)2]

Conditions
ConditionsYield
With triethylamine In methanol; water at 20℃; for 4h; pH=7;68%
...Expand
potassium thioacyanate
333-20-0

potassium thioacyanate

cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

[Co(lidocaine)2(thiocyanate)2]

[Co(lidocaine)2(thiocyanate)2]

Conditions
ConditionsYield
With triethylamine In methanol; water at 20℃; for 4h; pH=7;65.6%
...Expand
cobalt(II) diacetate tetrahydrate
6147-53-1

cobalt(II) diacetate tetrahydrate

sodium dicyanamide
1934-75-4

sodium dicyanamide

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

[Co(lidocaine)2(dicyanamide)2]

[Co(lidocaine)2(dicyanamide)2]

Conditions
ConditionsYield
With triethylamine In methanol; water at 20℃; for 4h; pH=7;62%
...Expand
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

N-(2,6-Dimethyl-phenyl)-2-[(E)-ethylimino]-acetamide

N-(2,6-Dimethyl-phenyl)-2-[(E)-ethylimino]-acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / H2O2, imidazole / chloromanganese(III) / CH2Cl2; acetonitrile
2: 80 percent / iodosylbenzene, imidazole / chloroiron(III) / CH2Cl2; acetonitrile / 3 h / 20 °C
View Scheme
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

1-(2,6-dimethylphenyl)-3,5-dihydroxypyrrolidin-2-one

1-(2,6-dimethylphenyl)-3,5-dihydroxypyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / H2O2, imidazole / chloromanganese(III) / CH2Cl2; acetonitrile
2: 1.) iodosylbenzene, imidazole / 1.) chloroiron(III) / 1.) CH2Cl2, CH3CN, 20 deg C, 3 h, 2.) RT, 3 h
View Scheme
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

2-(N-ethylacetamido)2',6'-dimethylacetanilide

2-(N-ethylacetamido)2',6'-dimethylacetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / H2O2, imidazole / chloromanganese(III) / CH2Cl2; acetonitrile
2: 86 percent / CH2Cl2 / 2 h / 20 °C
View Scheme
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

3-(2,6-dimethylphenyl)-1-ethyl-α-hydroxy-2',6'-dimethyl-4-oxoimidazolidine-2-propanilide

3-(2,6-dimethylphenyl)-1-ethyl-α-hydroxy-2',6'-dimethyl-4-oxoimidazolidine-2-propanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 55 percent / H2O2, imidazole / chloromanganese(III) / CH2Cl2; acetonitrile
2: 18 percent / iodosylbenzene, imidazole / chloroiron(III) / CH2Cl2; acetonitrile / 3 h / 20 °C
View Scheme
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

sodium docusate
577-11-7

sodium docusate

lidocainium docusate

lidocainium docusate

Conditions
ConditionsYield
In methanol for 2h;
In ethanol; dichloromethane at 50℃; Inert atmosphere;
dihydrogen hexachloroplatinate

dihydrogen hexachloroplatinate

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

lignocaine hydrochloride platinum complex

lignocaine hydrochloride platinum complex

Conditions
ConditionsYield
In ethanol ligand added to soln. of Pt-compound; heated at 60-80°C for ca. 30 min;; filtration; washing (EtOH then ether); drying (vacuum); recrystn. (EtOH) by slow cooling and evapn.;
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

acrylic acid
79-10-7

acrylic acid

3C3H4O2*ClH*C14H22N2O

3C3H4O2*ClH*C14H22N2O

Conditions
ConditionsYield
at 80℃;
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

A

N-(2,6-dimethylphenyl)-2-ethylaminoacetamide
7728-40-7

N-(2,6-dimethylphenyl)-2-ethylaminoacetamide

B

1-ethyl-2-methyl-3-(2,6-dimethylphenyl)imidazolidin-4-one
32845-42-4

1-ethyl-2-methyl-3-(2,6-dimethylphenyl)imidazolidin-4-one

Conditions
ConditionsYield
With glucose dehydrogenase; D-glucose; cytochrome P450BM3 R47L/Y51F/F87V/E267V/I401P mutant; β-nicotinamide adenine dinucleotide phosphate sodium salt In ethanol at 25℃; for 2h; pH=8.5; Enzymatic reaction;
C62H68N16O24S4(4-)*4Na(1+)

C62H68N16O24S4(4-)*4Na(1+)

lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

C14H22N2O*ClH*C62H68N16O24S4(4-)*4Na(1+)

C14H22N2O*ClH*C62H68N16O24S4(4-)*4Na(1+)

Conditions
ConditionsYield
In aq. phosphate buffer pH=7.4; UV-irradiation;
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

C14H22N2O(18)O

C14H22N2O(18)O

Conditions
ConditionsYield
With hydrogen (18)O-peroxide In water for 0.0166667h;
lidocaine hydrochloride
73-78-9

lidocaine hydrochloride

lidocaine N-oxide
2903-45-9

lidocaine N-oxide

Conditions
ConditionsYield
With dihydrogen peroxide In water for 0.0166667h;

Lidocaine hydrochloride Chemical Properties

IUPAC Name: 2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide hydrochloride 
Molecular  Formula: C14H23ClN2O 
Molecular Weight: 270.7982
EINECS: 200-803-8
Melting Point: 80-82°C
Boiling Point: 350.8 °C at 760 mmHg
Flash Point: 166 °C
Freely Rotating Bonds: 5
Polar Surface Area: 23.55 Å2 
Enthalpy of Vaporization: 59.55 kJ/mol
Vapour Pressure: 4.28E-05 mmHg at 25°C
Appearance: white crystal powder
The Cas Register Number  of  2-Diethylamino-2',6'-acetoxylidide hydrochloride is 73-78-9. The chemical synonyms of  2-Diethylamino-2',6'-acetoxylidide hydrochloride (CAS NO.73-78-9) are 2-Diethylamino-n-(2'6'-dimethylphenyl)acetamide HCl ; 2-Diethylamino-n-[2,6-dimethylphenyl]acetamide HCl ; alpha-(Diethylamino)-2',6'-acetoxylidide hydrochloride ; a-(Diethylamino)-2 6-dimethylacetanilide hydrochloride ; Lignocaine hydrochloride ; Lidocaine hydrochloride ; Lidocaine HCl and 2-(diethylamino)-n-(2,6-dimethylphenyl)-acetamidmonohydrochloride . The product Categories are API , Intermediates , Fine Chemicals and Pharmaceuticals . The molecular structure of  2-Diethylamino-2',6'-acetoxylidide hydrochloride (CAS NO.73-78-9) is
.

Lidocaine hydrochloride Uses

 2-Diethylamino-2',6'-acetoxylidide hydrochloride (CAS NO.73-78-9) can be used as a local anesthetics, antiarrhythmic (class IB) drugs, a variety of anesthesia and rapid ventricular arrhythmia.Long-acting, membrane stabilizing agent against ventricular arrhythmia.

Lidocaine hydrochloride Toxicity Data With Reference

1.    

skn-rbt 3% MLD

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410.
2.    

eye-rbt 3% MLD

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 137 (1962),410.
3.    

ivn-cld TDLo:60 mg/kg/1H

     JTCTDW    Journal of Toxicology, Clinical Toxicology. 24 (1986),51.
4.    

ivn-man TDLo:9 mg/kg/4H-C:CVS

     DICPBB    Drug Intelligence and Clinical Pharmacy. 19 (1985),669.
5.    

ivn-man TDLo:7143 µg/kg:BPR

     CHETBF    Chest: The Journal of Circulation, Respiration and Related Systems. 61 (1972),682.
6.    

imp-man TDLo:5714 µg/kg

     CMAJAX    Canadian Medical Association Journal. 137 (1987),219.
7.    

ipr-rat LD50:122 mg/kg

     JPETAB    Journal of Pharmacology and Experimental Therapeutics. 111 (1954),224.
8.    

scu-rat LD50:570 mg/kg

     RPOBAR    Research Progress in Organic Biological and Medicinal Chemistry. 2 (1970),299.
9.    

ivn-rat LD50:21 mg/kg

     RPOBAR    Research Progress in Organic Biological and Medicinal Chemistry. 2 (1970),299.
10.    

orl-mus LD50:220 mg/kg

     RPOBAR &nbs

Lidocaine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Lidocaine hydrochloride Safety Profile

Poison by ingestion, intraperitoneal, intravenous, subcutaneous, intramuscular, and intratracheal routes. Human systemic effects: somnolence, respiratory depression, low blood pressure, cardiomyopathy including infarction, pulse rate increase. An experimental teratogen. Other experimental reproductive effects. A skin and eye irritant. An anesthetic. When heated to decomposition it emits very toic fumes of NOx and HCl. Its hazard class is 6.1(b).
RIDADR: 3249
HazardClass: 6.1(b)
PackingGroup: III

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