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    Articaine

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    2D Structure
    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

    2D Structure

    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 Weight 320.84 g/mol
    Molecular Formula C13H21ClN2O3S
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count7
    Exact Mass320.0961414 g/mol
    Monoisotopic Mass320.0961414 g/mol
    Topological Polar Surface Area95.7 Ų
    Heavy Atom Count20
    Formal Charge0
    Complexity325
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    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.)