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Technical details about Procaine, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 51-05-8, Procaine hcl, Novocain, Planocaine, Anestil, Naucaine
Molecular Formula
C13H21ClN2O2
Molecular Weight
272.77  g/mol
InChI Key
HCBIBCJNVBAKAB-UHFFFAOYSA-N
FDA UNII
95URV01IDQ

A local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1016).
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-(diethylamino)ethyl 4-aminobenzoate;hydrochloride
2.1.2 InChI
InChI=1S/C13H20N2O2.ClH/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11;/h5-8H,3-4,9-10,14H2,1-2H3;1H
2.1.3 InChI Key
HCBIBCJNVBAKAB-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCN(CC)CCOC(=O)C1=CC=C(C=C1)N.Cl
2.2 Other Identifiers
2.2.1 UNII
95URV01IDQ
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Anuject

2. Geriocaine

3. Gerokit

4. Hewedolor-procain

5. Hydrochloride, Procaine

6. Lophakomp-procain N

7. Novocain

8. Novocaine

9. Prcaine Chlorhydrate Lavoisier

10. Procain Braun

11. Procain Curasan

12. Procain Jenapharm

13. Procain Rdler

14. Procain Steigerwald

15. Procain-loges

16. Procaina Serra

17. Procaine

18. Rwo Procain

2.3.2 Depositor-Supplied Synonyms

1. 51-05-8

2. Procaine Hcl

3. Novocain

4. Planocaine

5. Anestil

6. Naucaine

7. Neocaine

8. Omnicain

9. 2-(diethylamino)ethyl 4-aminobenzoate Hydrochloride

10. Procaine (hydrochloride)

11. Allocaine

12. Scurocaine

13. Jenacaine

14. Medaject

15. Syntocain

16. Rocain

17. Enpro

18. Benzoic Acid, 4-amino-, 2-(diethylamino)ethyl Ester, Monohydrochloride

19. Novocaine Hcl

20. Novocaine Hydrochloride

21. 4-aminobenzoic Acid 2-(diethylamino)ethyl Ester Hydrochloride

22. Procaine (novocaine) Hcl

23. 2-diethylaminoethyl 4-aminobenzoate Hydrochloride

24. Nsc-757280

25. 95urv01idq

26. Sp01a

27. 2-(diethylamino)ethyl P-aminobenzoate Monohydrochloride

28. Chebi:8431

29. Sp-01a

30. Geriocaine

31. Atoxicocaine

32. Chlorocaine

33. Neotonocaine

34. Aminocaine

35. Anadolor

36. Anesthesol

37. Bernocaine

38. Ethocaine

39. Eugerase

40. Herocaine

41. Irocaine

42. Juvocaine

43. Kerocaine

44. Lactocaine

45. Novocainum

46. Paracain

47. Sevicaine

48. Syncaine

49. Topokain

50. Westocaine

51. Cetain

52. Isocaine-heisler

53. Gerovital H3

54. Dsstox_cid_24435

55. Dsstox_rid_80225

56. Dsstox_gsid_44435

57. Rocaine

58. 2-(diethylamino)ethyl 4-aminobenzoate;hydrochloride

59. Mls001304095

60. Benzoic Acid, 4-amino-, 2-(diethylamino)ethyl Ester, Hydrochloride (1:1)

61. Cas-51-05-8

62. Sr-01000076096

63. Ncgc00015864-02

64. Smr000718771

65. Einecs 200-077-2

66. Unii-95urv01idq

67. Procaine Hydrochloride [jan]

68. Gero

69. Ai3-02404

70. Procain Hcl

71. P-aminobenzoyldiethylaminoethanol Hydrochloride

72. Diethylaminoethanol 4-aminobenzoate Hydrochloride

73. Procaine Hydrochloride [usp:jan]

74. 2-diethylaminoethyl P-aminobenzoate Hydrochloride

75. Novocain (tn)

76. Prestwick_530

77. Mfcd00013000

78. P-aminobenzoic Acid 2-diethylaminoethyl Ester Hydrochloride

79. Procaine, Hydrochloride

80. Ec 200-077-2

81. Schembl27720

82. Mls001336055

83. Mls001336056

84. Spectrum1500504

85. Chembl1200841

86. Dtxsid1044435

87. Procaine Hydrochloride, >=97%

88. Hy-b0546a

89. Hms1568i03

90. Hms1920l06

91. Pharmakon1600-01500504

92. Procaine Hydrochloride [mi]

93. Procaine Hydrochloride (jp17/usp)

94. Tox21_110248

95. Tox21_302114

96. Tox21_500966

97. Benzoic Acid, P-amino-, 2-(diethylamino)ethyl Ester, Monohydrochloride

98. Ccg-39234

99. Nsc757280

100. S4023

101. Procaine Hydrochloride [vandf]

102. Akos006029122

103. Procaine Hydrochloride [mart.]

104. Tox21_110248_1

105. Bs-4445

106. Ks-5259

107. Lp00966

108. Nc00527

109. Nsc 757280

110. Procaine Hydrochloride [usp-rs]

111. Procaine Hydrochloride [who-dd]

112. Ncgc00015864-07

113. Ncgc00094267-01

114. Ncgc00094267-02

115. Ncgc00094267-03

116. Ncgc00094267-04

117. Ncgc00094267-05

118. Ncgc00255993-01

119. Ncgc00261651-01

120. Ac-14461

121. Bp166251

122. Procaine Hydrochloride [green Book]

123. Procaine Hydrochloride [ep Impurity]

124. Procaine Hydrochloride [orange Book]

125. A1163

126. Eu-0100966

127. Procaine Hydrochloride [ep Monograph]

128. Sw196719-3

129. Procaine Hydrochloride [usp Monograph]

130. Procaini Hydrochloridum [who-ip Latin]

131. Bim-0050939.0001

132. C07894

133. D00740

134. D78370

135. P 9879

136. Cardioplegin Component Procaine Hydrochloride

137. Q3680934

138. Sr-01000076096-1

139. Sr-01000076096-6

140. W-105920

141. Procaine Hydrochloride 100 Microg/ml In Acetonitrile

142. Z256708908

143. Procaine Hydrochloride, Vetranal(tm), Analytical Standard

144. Procaine Hydrochloride 1.0 Mg/ml In Acetonitrile (as Free Base)

145. Procaine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

146. Procaine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

147. Procaine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 272.77 g/mol
Molecular Formula C13H21ClN2O2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass272.1291556 g/mol
Monoisotopic Mass272.1291556 g/mol
Topological Polar Surface Area55.6 Ų
Heavy Atom Count18
Formal Charge0
Complexity222
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
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.)


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