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Tetracaine Hydrochloride

Synopsis, Chemistry

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Also known as: 136-47-0, Tetracaine hcl, Butethanol, Amethocaine hydrochloride, Pantocaine, Curtacain

Molecular Formula

C₁₅H₂₅ClN₂O₂

Molecular Weight

300.82 g/mol

InChI Key

PPWHTZKZQNXVAE-UHFFFAOYSA-N

FDA UNII

5NF5D4OPCI

A potent local anesthetic of the ester type used for surface and spinal anesthesia.

1 2D Structure

Tetracaine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-(dimethylamino)ethyl 4-(butylamino)benzoate;hydrochloride

2.1.2 InChI

InChI=1S/C15H24N2O2.ClH/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3;/h6-9,16H,4-5,10-12H2,1-3H3;1H

2.1.3 InChI Key

PPWHTZKZQNXVAE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C.Cl

2.2 Other Identifiers

2.2.1 UNII

5NF5D4OPCI

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Amethocaine

2. Ametop

3. Dicaine

4. Hydrochloride, Tetrracaine

5. Pantocaine

6. Pontocaine

7. Tetracaine

8. Tetracaine Monohydrochloride

9. Tetrakain

10. Tetrracaine Hydrochloride

2.3.2 Depositor-Supplied Synonyms

1. 136-47-0

2. Tetracaine Hcl

3. Butethanol

4. Amethocaine Hydrochloride

5. Pantocaine

6. Curtacain

7. Menonasal

8. Anethaine

9. Dicainum

10. Tetracaine, Hcl

11. Tetracaine (hydrochloride)

12. Butylocaine

13. 2-(dimethylamino)ethyl 4-(butylamino)benzoate Hydrochloride

14. Tetocaine

15. Tetraca

16. Tetracainehydrochloride

17. 5nf5d4opci

18. 2-(dimethylamino)ethyl P-(butylamino)benzoate Monohydrochloride

19. Nsc-757337

20. 4-(butylamino)benzoic Acid 2-(dimethylamino)ethyl Ester Hydrochloride

21. Benzoic Acid, 4-(butylamino)-, 2-(dimethylamino)ethyl Ester, Monohydrochloride

22. Mls000069780

23. Tetracaine Hydrochloride (pontocaine)

24. Anethain

25. Decicain

26. Decicaine

27. Dessicain

28. Intercaine

29. Leocaine

30. Pantocain

31. Smr000058522

32. Tonexol

33. Anacel

34. Gingicain M

35. Dsstox_cid_22448

36. Dsstox_rid_80027

37. Dsstox_gsid_42448

38. Tetracainium Chloridum

39. Tetracaine Chlorhydrate

40. 2-(dimethylamino)ethyl 4-(butylamino)benzoate;hydrochloride

41. Viractin

42. Tetracaine Monohydrochloride

43. Amethocaine Monohydrochloride

44. Sr-01000075240

45. Ncgc00016049-02

46. Cas-136-47-0

47. Einecs 205-248-5

48. Unii-5nf5d4opci

49. Exactacain

50. Amethocalne Hcl

51. Tetracaine Hydrochloride [usp:jan]

52. Mfcd00038912

53. P-butylaminobenzoyl-2-dimethylaminoethanol Hydrochloride

54. 2-dimethylaminoethanol 4-n-butylaminobenzoate Hydrochloride

55. Pontocaine Hydrochloride

56. 2-(dimethylamino)ethyl P-(butylamino)benzoate Hydrochloride

57. Tetracaini Hydrochloridum

58. Opera_id_1220

59. P-(butylamino)benzoic Acid, 2-(dimethylamino)ethyl Ester, Hydrochloride

60. Dicainum [who-ip]

61. Schembl24370

62. Mls002222164

63. Protocaine Hydrochloride (tn)

64. Spectrum1500564

65. 4-butylaminobenzoic Acid Dimethylaminoethyl Ester Hcl

66. Chebi:9469

67. Chembl1255654

68. Dtxsid6042448

69. Tetracaine For System Suitability

70. Tetracaine Hydrochloride, >=99%

71. Hms1569d04

72. Hms1921c17

73. Pharmakon1600-01500564

74. Act04762

75. Bcp26339

76. Hy-b0473

77. Tox21_110290

78. Tox21_501211

79. Ac-774

80. Ccg-39266

81. Nsc757337

82. S2573

83. Tetracaine Hydrochloride [mi]

84. Tetracaine Hydrochloride (jp17/usp)

85. Tetracaine Hydrochloride [jan]

86. Akos015888160

87. Tox21_110290_1

88. Ks-5059

89. Lp01211

90. Nsc 757337

91. Benzoic Acid, P-(butylamino)-, 2-(dimethylamino)ethyl Ester, Monohydrochloride

92. Tetracaine Hydrochloride [mart.]

93. Tetracaine Hydrochloride [vandf]

94. Ncgc00016049-07

95. Ncgc00094458-01

96. Ncgc00094458-02

97. Ncgc00094458-03

98. Ncgc00094458-04

99. Ncgc00094458-05

100. Ncgc00261896-01

101. Tetracaine Hydrochloride [usp-rs]

102. Tetracaine Hydrochloride [who-dd]

103. Tetracaine Hydrochloride [who-ip]

104. 53762-93-9

105. Amethocaine Hydrochloride [who-ip]

106. Db-042341

107. Eu-0101211

108. Ft-0603346

109. Ft-0674941

110. Sw196411-3

111. T1688

112. Tetracaine Hydrochloride [green Book]

113. Tetracaine Hydrochloride [orange Book]

114. D00741

115. T 7508

116. Tetracaine Hydrochloride [ep Monograph]

117. Tetracaine Hydrochloride [usp Monograph]

118. Tetracaini Hydrochloridum [who-ip Latin]

119. 136t470

120. A807078

121. Kovanaze Component Tetracaine Hydrochloride

122. Tetracaine Hydrochloride, Sigma Reference Standard

123. Q-201806

124. Sr-01000075240-1

125. Sr-01000075240-6

126. Q27262597

127. Tetracaine Hydrochloride Component Of Kovanaze

128. Tetracaine Hydrochloride, Meets Usp Testing Specifications

129. Tetracaine Hydrochloride 1.0 Mg/ml In Acetonitrile (as Free Base)

130. Tetracaine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

131. Benzoic Acid, 4-(butylamino)-, 2-(dimethylamino)ethyl Ester,monohydrochloride

132. Tetracaine For System Suitability, European Pharmacopoeia (ep) Reference Standard

133. Tetracaine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

134. Tetracaine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₂₅ClN₂O₂
Molecular Weight	300.82 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	9
Exact Mass	300.1604557 g/mol
Monoisotopic Mass	300.1604557 g/mol
Topological Polar Surface Area	41.6 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	249
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Esters [CS]; Local Anesthesia [PE]; Ester Local Anesthetic [EPC]