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    Also known as: 1722-62-9, Mepivacaine hcl, Scandicain, N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide hydrochloride, Optocain, Scandonest plain
    Molecular Formula
    C15H23ClN2O
    Molecular Weight
    282.81  g/mol
    InChI Key
    RETIMRUQNCDCQB-UHFFFAOYSA-N
    FDA UNII
    4VFX2L7EM5
    Mepivacaine Hydrochloride
    A local anesthetic that is chemically related to BUPIVACAINE but pharmacologically related to LIDOCAINE. It is indicated for infiltration, nerve block, and epidural anesthesia. Mepivacaine is effective topically only in large doses and therefore should not be used by this route. (From AMA Drug Evaluations, 1994, p168)
    1 2D Structure

    Mepivacaine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C15H22N2O.ClH/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3;/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18);1H
    2.1.3 InChI Key
    RETIMRUQNCDCQB-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    4VFX2L7EM5
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Carbocane

    2. Carbocaine

    3. Isocaine

    4. Isogaine

    5. Meaverin

    6. Mecain

    7. Mepihexal

    8. Mepivacain Injektopas

    9. Mepivacain-injektopas

    10. Mepivacaina Braun

    11. Mepivacaine

    12. Mepivacaine Monohydrochloride

    13. Mepivastesin

    14. Polocaine

    15. Scandicain

    16. Scandicaine

    17. Scandinibsa

    18. Scandonest

    2.3.2 Depositor-Supplied Synonyms

    1. 1722-62-9

    2. Mepivacaine Hcl

    3. Scandicain

    4. N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide Hydrochloride

    5. Optocain

    6. Scandonest Plain

    7. Carbocain

    8. Mepivacaine (hydrochloride)

    9. Polocaine-mpf

    10. Arestocaine Hydrochloride

    11. N-(2,6-dimethylphenyl)-1-methyl-2-piperidinecarboxamide Hydrochloride

    12. Mepivacaine Monohydrochloride

    13. Isocaine Hydrochloride

    14. 1-methyl-2',6'-pipecoloxylidide Hydrochloride

    15. 1-methyl-2',6'-pipecoloxylidide Monohydrochloride

    16. Mepivicaine Hydrochloride

    17. Nsc-758674

    18. N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide;hydrochloride

    19. 4vfx2l7em5

    20. (1-methyl-dl-piperidine-2-carboxylic Acid)-2,6-dimethylanilide Hydrochloride

    21. 1722-62-9 (hcl)

    22. (+-)-1-methyl-2',6'-pipecoloxylidide Monohydrochloride

    23. Mls000028662

    24. Chebi:6760

    25. Carbocaina

    26. Mepivastesin

    27. Scandonest

    28. Meaverin

    29. (+/-)-mepivacaine Hydrochloride

    30. Ncgc00095108-01

    31. Scandinibsa

    32. Chlorocain

    33. Smr000058904

    34. Sabol

    35. 2-piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, Hydrochloride (1:1)

    36. N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide Hydrochloride (1:1)

    37. Carbocaine Hydrochloride

    38. Mepivacaine Chlorhydrate

    39. Einecs 217-023-9

    40. Mfcd00144738

    41. Carbocaine Monohydrochloride

    42. Unii-4vfx2l7em5

    43. Sr-01000000263

    44. Mepivacaine Hydrochloride [jan]

    45. 1-methyl-2',6'-pipecoloxylidine Hydrochloride

    46. Carbocaine (tn)

    47. Polocaine (tn)

    48. Mepivacaine Hydrochloride [usp:jan]

    49. Mepivacain Hydrochloride

    50. Scandonest Plain (tn)

    51. Opera_id_1165

    52. Dsstox_cid_11566

    53. Dsstox_rid_78885

    54. Dsstox_gsid_31566

    55. Schembl34245

    56. Mls001074068

    57. Mls001424226

    58. Spectrum1504148

    59. Amy523

    60. 2',6'-pipecoloxylidide, 1-methyl -, Monohydrochloride

    61. Chembl1200440

    62. Dtxsid4031566

    63. Hy-b0517a

    64. Hms1922d17

    65. Pharmakon1600-01504148

    66. Act02686

    67. Bcp21546

    68. Tox21_111424

    69. Ccg-39081

    70. Nsc758674

    71. S3155

    72. Mepivacaine Hydrochloride [mi]

    73. Akos015889311

    74. Mepivacaine Hydrochloride (jp17/usp)

    75. Ac-2102

    76. Ccg-101083

    77. Ks-1271

    78. Nc00333

    79. Nsc 758674

    80. 2-piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, Monohydrochloride, (+-)-

    81. Mepivacaine Hydrochloride [mart.]

    82. Mepivacaine Hydrochloride [vandf]

    83. Ncgc00095108-02

    84. Ncgc00095108-03

    85. Bm162010

    86. Mepivacaine Hydrochloride [usp-rs]

    87. Mepivacaine Hydrochloride [who-dd]

    88. Cas-1722-62-9

    89. Ft-0601566

    90. Ft-0671021

    91. Ft-0671022

    92. M2560

    93. Sw197713-3

    94. Mepivacaine Hydrochloride [green Book]

    95. A12146

    96. D00738

    97. Mepivacaine Hydrochloride [ep Monograph]

    98. Mepivacaine Hydrochloride [orange Book]

    99. Mepivacaine Hydrochloride [usp Impurity]

    100. Mepivacaine Hydrochloride [usp Monograph]

    101. 722m629

    102. A811391

    103. (+/-)-mepivacaine Hydrochloride, >=98% (hplc)

    104. Q-201354

    105. Sr-01000000263-4

    106. Q27107324

    107. (+/-)-1-methyl-2',6'-pipecoloxylidide Monohydrochloride

    108. N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide Hcl

    109. Mepivacaine Hydrochloride, 98.0-102.0%, Meets Usp Testing Specifications

    110. Mepivacaine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    111. Mepivacaine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    112. Mepivacaine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    113. 2-piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, Monohydrochloride, (+/-)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 282.81 g/mol
    Molecular Formula C15H23ClN2O
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass282.1498911 g/mol
    Monoisotopic Mass282.1498911 g/mol
    Topological Polar Surface Area32.3 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity282
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 6  
    Drug NameIsocaine hydrochloride
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyNovocol

    2 of 6  
    Drug NameMepivacaine hydrochloride
    Drug LabelMepivacaine hydrochloride is 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride and has the following structural formula:The molecular formula is C15H22N2O HCl. It is a white, crystalline odorless powder, soluble in water, b...
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyHospira

    3 of 6  
    Drug NameScandonest plain
    Drug LabelMepivacaine hydrochloride, a tertiary amide used as a local anesthetic, is 1-methyl-2', 6'-pipecoloxylidide monohydrochloride with the following structural formula :C15 H22 N2O. HCL...
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyDeproco

    4 of 6  
    Drug NameIsocaine hydrochloride
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyNovocol

    5 of 6  
    Drug NameMepivacaine hydrochloride
    Drug LabelMepivacaine hydrochloride is 2-Piperidinecarboxamide, N-(2,6-dimethylphenyl)-1-methyl-, monohydrochloride and has the following structural formula:The molecular formula is C15H22N2O HCl. It is a white, crystalline odorless powder, soluble in water, b...
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyHospira

    6 of 6  
    Drug NameScandonest plain
    Drug LabelMepivacaine hydrochloride, a tertiary amide used as a local anesthetic, is 1-methyl-2', 6'-pipecoloxylidide monohydrochloride with the following structural formula :C15 H22 N2O. HCL...
    Active IngredientMepivacaine hydrochloride
    Dosage FormInjectable
    RouteInjection
    Strength3%
    Market StatusPrescription
    CompanyDeproco

    5 Pharmacology and Biochemistry
    5.1 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.)

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

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