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2D Structure
Also known as: 73-78-9, Lidocaine hcl, Lidothesin, Xyloneural, Lignocaine hydrochloride, Lidocaine (hydrochloride)
Molecular Formula
C14H23ClN2O
Molecular Weight
270.80  g/mol
InChI Key
IYBQHJMYDGVZRY-UHFFFAOYSA-N
FDA UNII
EC2CNF7XFP

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.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(diethylamino)-N-(2,6-dimethylphenyl)acetamide;hydrochloride
2.1.2 InChI
InChI=1S/C14H22N2O.ClH/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
2.1.3 InChI Key
IYBQHJMYDGVZRY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)CC(=O)NC1=C(C=CC=C1C)C.Cl
2.2 Other Identifiers
2.2.1 UNII
EC2CNF7XFP
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(diethylamino)-n-(2,6-dimethylphenyl)acetamide

2. 2-2etn-2mephacn

3. Dalcaine

4. Lidocaine

5. Lidocaine Carbonate

6. Lidocaine Carbonate (2:1)

7. Lidocaine Hydrocarbonate

8. Lidocaine Monoacetate

9. Lidocaine Monohydrochloride

10. Lidocaine Monohydrochloride, Monohydrate

11. Lidocaine Sulfate (1:1)

12. Octocaine

13. Xylesthesin

14. Xylocaine

15. Xylocitin

16. Xyloneural

2.3.2 Depositor-Supplied Synonyms

1. 73-78-9

2. Lidocaine Hcl

3. Lidothesin

4. Xyloneural

5. Lignocaine Hydrochloride

6. Lidocaine (hydrochloride)

7. Lidocaton

8. Xylocard

9. Lidocaine Hydrochloride Anhydrous

10. Lidopen

11. Acetamide, 2-(diethylamino)-n-(2,6-dimethylphenyl)-, Monohydrochloride

12. Lta Ii Kit

13. Laryng-o-jet Kit

14. Ec2cnf7xfp

15. Linocaine Hydrochloride

16. Mls000069665

17. Laryngotracheal Anesthesia Kit

18. 2-(diethylamino)-n-(2,6-dimethylphenyl)acetamide Hydrochloride

19. 2-diethylamino-2',6'-acetoxylidide Hydrochloride

20. Alphacaine Hydrochloride

21. Nsc-757420

22. Smr000058468

23. Xylocaine (tn)

24. Alpha-diethylamino-2,6-acetoxylidine Hydrochloride

25. Laryng-o-jet

26. Omega-diethylamino-2,6-dimethylacetanilide Hydrochloride

27. Xilina Hydrochloride

28. 73-78-9 (hcl); 6108-05-0 (monohydrate)

29. Rucaina Hydrochloride

30. Xycaine Hydrochloride

31. Xylotox Hydrochloride

32. Duncaine Hydrochloride

33. Isicaine Hydrochloride

34. Lidocain Hydrochloride

35. Anestacon Hydrochloride

36. Gravocain Hydrochloride

37. Leostesin Hydrochloride

38. Xylocitin Hydrochloride

39. Lidothesin Hydrochloride

40. Xylestesin Hydrochloride

41. Glydo

42. Lidocaine Viscous

43. Pediatric Lta Kit

44. Chebi:50512

45. Xylocaine Preservative Free

46. Sr-01000000189

47. Unii-ec2cnf7xfp

48. Einecs 200-803-8

49. Xylocaine 4% Preservative Free

50. Xylocaine 5% W/ Glucose 7.5%

51. Lidocaine Hydrochloride Viscous

52. S 202

53. V 262

54. Xylocaine 1.5% W/ Dextrose 7.5%

55. Dalcaine (tn)

56. Prestwick_296

57. N-(diethylaminoacetyl)-2,6-dimethylaniline Hydrochloride

58. Lidoca Ne Hydrochloride

59. Lidocaine Hydrochloride Preservative Free

60. Opera_id_351

61. Lidocaine Hydrochloride In Plastic Container

62. Lidocaine Hydrochloride 0.2% In Dextrose 5%

63. Lidocaine Hydrochloride 0.4% In Dextrose 5%

64. Lidocaine Hydrochloride 5% And Dextrose 7.5%

65. Spectrum1500689

66. Chembl541521

67. Dtxsid4058782

68. Hy-b0185a

69. 2',6'-acetoxylidide, 2-(diethylamino)-, Monohydrochloride

70. Hms1568i21

71. Hms1921c22

72. Lidocaine Hydrochloride Preservative Free In Plastic Container

73. Pharmakon1600-01500689

74. Lidocaine Hydrochloride (jan/usp)

75. 2',6'-acetoxylidide, 2-(diethylamino)-, Hydrochloride

76. Bcp30473

77. Lidocaine Hydrochloride 0.2% In Dextrose 5% In Plastic Container

78. Lidocaine Hydrochloride 0.4% In Dextrose 5% In Plastic Container

79. Lidocaine Hydrochloride 0.8% In Dextrose 5% In Plastic Container

80. Tox21_500669

81. Ccg-39281

82. Lidocaine Hydrochloride [jan]

83. Lidocaine Hydrochloride 0.1% And Dextrose 5% In Plastic Container

84. Lidocaine Hydrochloride 0.2% And Dextrose 5% In Plastic Container

85. Lidocaine Hydrochloride 0.4% And Dextrose 5% In Plastic Container

86. Lidocaine Hydrochloride 0.8% And Dextrose 5% In Plastic Container

87. Nsc757420

88. S4667

89. (unlabeled)lidocaine-d6 Hydrochloride

90. Akos015889456

91. Cs-3888

92. Lp00669

93. Nsc 757420

94. Sb19119

95. Anhydrous Lidocaine Hydrochloride

96. Lidocaine Hydrochloride [who-dd]

97. Ncgc00094030-01

98. Ncgc00094030-02

99. Ncgc00094030-03

100. Ncgc00094030-04

101. Ncgc00094030-05

102. Ncgc00261354-01

103. Ac-11712

104. As-35171

105. Eu-0100669

106. Lignocaine Hydrochloride Pound>>lidocaine Hcl

107. A16132

108. D02086

109. L 5647

110. Lidocaine Hydrochloride Anhydrous [mart.]

111. A837924

112. Q-201304

113. Sr-01000000189-3

114. Sr-01000000189-9

115. Q27122094

116. 2-(diethylamino)-2',6'-acetoxylidide Monohydrochloride

117. 2-(diethylamino)-n-(2,6-dimethylphenyl)acetamide;hydrochloride

118. 2-(diethylamino)-n-(2,6-dimethylphenyl)ethanamide Hydrochloride

119. Acetamide, 2-(diethylamino)-n-(2,6-dimethylphenyl)-, Hydrochloride (1:1)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 270.80 g/mol
Molecular Formula C14H23ClN2O
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass270.1498911 g/mol
Monoisotopic Mass270.1498911 g/mol
Topological Polar Surface Area32.3 Ų
Heavy Atom Count18
Formal Charge0
Complexity228
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 18  
Drug NameLaryng-o-jet kit
Drug LabelDESCRIPTIONLidocaine Hydrochloride Oral Topical Solution, USP (Viscous) 2% contains a local anesthetic agent and is administered topically. Lidocaine Hydrochloride Oral Topical Solution, USP (Viscous) 2% contains lidocaine hydrochloride, which is che...
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteTopical
Strength4%
Market StatusPrescription
CompanyIntl Medication

2 of 18  
Drug NameLidocaine hydrochloride
Active IngredientLidocaine hydrochloride
Dosage FormJelly; Injectable; Solution
RouteInjection; Oral; Topical
Strength0.5%; 1%; 20%; 2%; 4%
Market StatusPrescription
CompanyWockhardt; Igi Labs; Hospira; Roxane; Watson Labs; Intl Medication; Hi Tech Pharma; Vintage; Luitpold; Agila Speclts; Akorn

3 of 18  
Drug NameLidocaine hydrochloride in plastic container
Drug LabelEach mL contains:Lidocaine Hydrochloride . . . . . . . . . . 20 mg (2%)Inactive ingredients: flavoring, methylparaben, propylparaben, sodium carboxymethylcellulose, and sodium saccharin in an aqueous solution.Lidocaine Viscous (Lidocaine Hydrochlorid...
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength0.5%; 1%; 2%
Market StatusPrescription
CompanyHospira; Fresenius Kabi Usa

4 of 18  
Drug NameLidocaine hydrochloride preservative free
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 20%; 1.5%; 2%; 4%
Market StatusPrescription
CompanyHospira; Aurobindo Pharma; Intl Medication; Fresenius Kabi Usa; Agila Speclts

5 of 18  
Drug NameLidocaine hydrochloride preservative free in plastic container
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 2%
Market StatusPrescription
CompanyHospira

6 of 18  
Drug NameLidocaine hydrochloride viscous
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteOral
Strength2%
Market StatusPrescription
CompanyVintage

7 of 18  
Drug NameLidocaine viscous
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteOral
Strength2%
Market StatusPrescription
CompanyRoxane

8 of 18  
Drug NameLta ii kit
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteTopical
Strength4%
Market StatusPrescription
CompanyHospira

9 of 18  
Drug NameXylocaine preservative free
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 20%; 2%; 4%
Market StatusPrescription
CompanyFresenius Kabi Usa

10 of 18  
Drug NameLaryng-o-jet kit
Drug LabelDESCRIPTIONLidocaine Hydrochloride Oral Topical Solution, USP (Viscous) 2% contains a local anesthetic agent and is administered topically. Lidocaine Hydrochloride Oral Topical Solution, USP (Viscous) 2% contains lidocaine hydrochloride, which is che...
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteTopical
Strength4%
Market StatusPrescription
CompanyIntl Medication

11 of 18  
Drug NameLidocaine hydrochloride
Active IngredientLidocaine hydrochloride
Dosage FormJelly; Injectable; Solution
RouteInjection; Oral; Topical
Strength0.5%; 1%; 20%; 2%; 4%
Market StatusPrescription
CompanyWockhardt; Igi Labs; Hospira; Roxane; Watson Labs; Intl Medication; Hi Tech Pharma; Vintage; Luitpold; Agila Speclts; Akorn

12 of 18  
Drug NameLidocaine hydrochloride in plastic container
Drug LabelEach mL contains:Lidocaine Hydrochloride . . . . . . . . . . 20 mg (2%)Inactive ingredients: flavoring, methylparaben, propylparaben, sodium carboxymethylcellulose, and sodium saccharin in an aqueous solution.Lidocaine Viscous (Lidocaine Hydrochlorid...
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength0.5%; 1%; 2%
Market StatusPrescription
CompanyHospira; Fresenius Kabi Usa

13 of 18  
Drug NameLidocaine hydrochloride preservative free
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 20%; 1.5%; 2%; 4%
Market StatusPrescription
CompanyHospira; Aurobindo Pharma; Intl Medication; Fresenius Kabi Usa; Agila Speclts

14 of 18  
Drug NameLidocaine hydrochloride preservative free in plastic container
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 2%
Market StatusPrescription
CompanyHospira

15 of 18  
Drug NameLidocaine hydrochloride viscous
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteOral
Strength2%
Market StatusPrescription
CompanyVintage

16 of 18  
Drug NameLidocaine viscous
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteOral
Strength2%
Market StatusPrescription
CompanyRoxane

17 of 18  
Drug NameLta ii kit
Active IngredientLidocaine hydrochloride
Dosage FormSolution
RouteTopical
Strength4%
Market StatusPrescription
CompanyHospira

18 of 18  
Drug NameXylocaine preservative free
Active IngredientLidocaine hydrochloride
Dosage FormInjectable
RouteInjection
Strength1%; 20%; 2%; 4%
Market StatusPrescription
CompanyFresenius Kabi Usa

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Voltage-Gated Sodium Channel Blockers

A class of drugs that inhibit the activation of VOLTAGE-GATED SODIUM CHANNELS. (See all compounds classified as Voltage-Gated Sodium Channel Blockers.)


Anesthetics, Local

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)


Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Amides [CS]; Antiarrhythmic [EPC]; Local Anesthesia [PE]; Amide Local Anesthetic [EPC]