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Articaine Hydrochloride

Synopsis, Chemistry

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INJECTABLE;INJECTION - 4%; EQ 0.0085MG BASE/1.7ML (4%; EQ 0.005MG BASE/ML), INJECTABLE;INJECTION - 4%;EQ 0.017MG BASE/1.7ML (4%;EQ 0.01MG BASE/ML)

INJECTABLE;INJECTION - 4%; EQ 0.0085MG BASE/1.7ML (4%; EQ 0.005MG BASE/ML)
INJECTABLE;INJECTION - 4%;EQ 0.017MG BASE/1.7ML (4%;EQ 0.01MG BASE/ML)

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Also known as: 23964-57-0, Articaine hcl, Carticaine hydrochloride, Ultracaine, Ultracain, Septanest

Molecular Formula

C₁₃H₂₁ClN₂O₃S

Molecular Weight

320.84 g/mol

InChI Key

GDWDBGSWGNEMGJ-UHFFFAOYSA-N

FDA UNII

QS9014Q792

A thiophene-containing local anesthetic pharmacologically similar to MEPIVACAINE.

1 2D Structure

Articaine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate;hydrochloride

2.1.2 InChI

InChI=1S/C13H20N2O3S.ClH/c1-5-6-14-9(3)12(16)15-10-8(2)7-19-11(10)13(17)18-4;/h7,9,14H,5-6H2,1-4H3,(H,15,16);1H

2.1.3 InChI Key

GDWDBGSWGNEMGJ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCNC(C)C(=O)NC1=C(SC=C1C)C(=O)OC.Cl

2.2 Other Identifiers

2.2.1 UNII

QS9014Q792

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Articain

2. Articaine

3. Carticain

4. Carticaine

5. Carticaine Hydrochloride

6. Hoe 045

7. Hoe 40045

8. Hoe-045

9. Hoe-40045

10. Hoe045

11. Hoe40045

12. Hydrochloride, Carticaine

13. Ultracaine

2.3.2 Depositor-Supplied Synonyms

1. 23964-57-0

2. Articaine Hcl

3. Carticaine Hydrochloride

4. Ultracaine

5. Ultracain

6. Septanest

7. Hoe-045

8. Articaine (hydrochloride)

9. Hoe 045

10. Hoe 40045

11. Ubistesine

12. Hoe-40045

13. Carticaine Chlorhydrate

14. Hoe-045 (free Base)

15. 161448-79-9

16. Mfcd00190157

17. Methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate Hydrochloride

18. Methyl 4-methyl-3-[2-(propylamino)propanoylamino]thiophene-2-carboxylate;hydrochloride

19. Qs9014q792

20. Dsstox_cid_25444

21. Dsstox_rid_80885

22. Methyl 4-methyl-3-(2-(propylamino)propionamido)-2-thiophenecarboxylate, Monohydrochloride

23. Dsstox_gsid_45444

24. 2-thiophenecarboxylic Acid, 4-methyl-3-((1-oxo-2-(propylamino)propyl)amino)-, Methyl Ester, Monohydrochloride

25. 2-thiophenecarboxylic Acid, 4-methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-, Methyl Ester, Monohydrochloride, (+)-

26. 4-methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic Acid Methyl Ester Hydrochloride

27. Articaine Hydrochloride [usan]

28. Einecs 245-957-7

29. Unii-qs9014q792

30. Articaine Hydrochloride [usan:usp]

31. Articain Hydrochloride

32. Aarticaine Hydrochloride

33. Ncgc00016784-01

34. Cas-23964-57-0

35. 4-methyl-3-(2-(propylamino)propionamido)-2-thiophenecarboxylic Acid Methyl Ester Hcl

36. Methyl 4-methyl-3-(2-propylaminopropanoylamino)thiophene-2-carboxylate Hydrochloride

37. Mls002154112

38. Schembl329749

39. Amy495

40. Chembl1200819

41. Dtxsid2045444

42. Hms1571o05

43. Articaine Hydrochloride (jan/usp)

44. Bcp11709

45. Hy-b0516

46. Tox21_110609

47. Articaine Hydrochloride [jan]

48. S3150

49. Akos005267121

50. Methyl 4-methyl-3-[(n-propylalanyl)amino]-2-thiophenecarboxylate Hydrochloride

51. Tox21_110609_1

52. (+/-)-articaine Hydrochloride

53. Ac-1918

54. Articaine Hydrochloride [mart.]

55. Ccg-221032

56. H64a581

57. Ks-1404

58. Articaine Hydrochloride [usp-rs]

59. Articaine Hydrochloride [who-dd]

60. Methyl 4-methyl-3-((1-oxo-2-(propylamino)propyl)amino)-2-thenoate Monohydrochloride

61. Ncgc00179248-03

62. 2-thiophenecarboxylic Acid, 4-methyl-3-(2-(propylamino)propionamido)-, Methyl Ester, Monohydrochloride

63. Articaine Hydrochloride, >=98% (hplc)

64. Smr001233419

65. Sy110879

66. Articaine Hydrochloride [ep Impurity]

67. Articaine Hydrochloride [orange Book]

68. Ft-0621704

69. Sw196388-3

70. Articaine Hydrochloride [ep Monograph]

71. Articaine Hydrochloride [usp Impurity]

72. Articaine Hydrochloride [usp Monograph]

73. C74233

74. D02991

75. A924169

76. Sr-01000841204

77. Q-200653

78. Sr-01000841204-2

79. Q27287472

80. Articaine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

81. Articaine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

82. Articaine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

83. Methyl 4-methyl-3-(2-(propylamino)propanamido)thiophene-2-carboxylate Hydrochloride

84. 2-thiophenecarboxylic Acid, 4-methyl-3-((1-oxo-2-(propylamino)propyl)amino)-, Methyl Ester, Hydrochloride (1:1)

85. Methyl 4-methyl-3-(((2rs)-2-(propylamino)propanoyl)amino)thiophene-2-carboxylate Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₂₁ClN₂O₃S
Molecular Weight	320.84 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	7
Exact Mass	320.0961414 g/mol
Monoisotopic Mass	320.0961414 g/mol
Topological Polar Surface Area	95.7 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	325
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
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.)