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Lidocaine hydrochloride

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Name

Lidocaine hydrochloride

EINECS 200-803-8
CAS No. 73-78-9 Density N/A
PSA 32.34000 LogP 3.45870
Solubility N/A 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 N/A Appearance white crystal powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 73-78-9 (Lidocaine hydrochloride) Hazard Symbols N/A
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;

Article Data 4

Lidocaine hydrochloride Synthetic route

137-58-6

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

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%
109-89-7

diethylamine

79-04-9

chloroacetyl chloride

87-62-7

2,6-dimethylaniline

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
576-26-1

2.6-dimethylphenol

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
87-62-7

2,6-dimethylaniline

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
128-44-9

saccharin sodium salt

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

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

potassium acesulfame

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

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

lidocaine hydrochloride

sodium vanillate

lidocaine vanillate

Conditions
ConditionsYield
In methanol; water at 50℃; for 4h;97%

sodium mono-glycyrrhizinate

73-78-9

lidocaine hydrochloride

lidocaine mono-glycyrrhizinate

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

lidocaine hydrochloride

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-)

73-78-9

lidocaine hydrochloride

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

Conditions
ConditionsYield
In dichloromethane; water for 2h; Sonication;95%

Lidocaine hydrochloride Chemical Properties

IUPAC Name: 2-(Diethylamino)-N-(2,6-dimethylphenyl)acetamide hydrochloride 
Molecular  Formula: C14H23ClN2
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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