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    CAS 15883-20-2

    BUILDING BLOCK

    MARKET PLACE

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    2D Structure
    Also known as: 15883-20-2, 2',6'-pipecoloxylidide, Desbutylbupivacaine, Debutylbupivacaine, N-(2,6-dimethylphenyl)-2-piperidinecarboxamide, 2-piperidinecarboxamide, n-(2,6-dimethylphenyl)-
    Molecular Formula
    C14H20N2O
    Molecular Weight
    232.32  g/mol
    InChI Key
    SILRCGDPZGQJOQ-UHFFFAOYSA-N
    FDA UNII
    NF8RN1V7VM
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-(2,6-dimethylphenyl)piperidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C14H20N2O/c1-10-6-5-7-11(2)13(10)16-14(17)12-8-3-4-9-15-12/h5-7,12,15H,3-4,8-9H2,1-2H3,(H,16,17)
    2.1.3 InChI Key
    SILRCGDPZGQJOQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2
    2.2 Other Identifiers
    2.2.1 UNII
    NF8RN1V7VM
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2',6'-pipecoloxylidide

    2. 2',6'-pipecoloxylidide, (+)-isomer

    3. 2',6'-pipecoloxylidide, (-)-isomer

    4. 2',6'-pipecoloxylidide, (r)-isomer

    5. 2',6'-pipecoloxylidide, 14c-labeled

    6. 2',6'-pipecoloxylidide, Monoacetate, (r)-isomer

    7. Desbutylbupivacaine

    8. Pipecolylxylidine-2',6'

    2.3.2 Depositor-Supplied Synonyms

    1. 15883-20-2

    2. 2',6'-pipecoloxylidide

    3. Desbutylbupivacaine

    4. Debutylbupivacaine

    5. N-(2,6-dimethylphenyl)-2-piperidinecarboxamide

    6. 2-piperidinecarboxamide, N-(2,6-dimethylphenyl)-

    7. N-(2',6'-dimethylphenl)-2-piperidine Carboxamide

    8. Demethylmepivacaine

    9. N-(2',6'-dimethylphenyl)-2-piperidinecarboxamide

    10. N-desbutylbupivacaine

    11. 2',6'-pipecolylxylidine

    12. N-desbutyl Bupivacaine

    13. 2,6-pipecoloxylidide

    14. Nf8rn1v7vm

    15. Bupivacaine Related Compound B

    16. Mfcd01701244

    17. (rs)-n-(2,6-dimethylphenyl)piperidine-2-carboxamide

    18. Mepivacaine Impurity B

    19. Unii-nf8rn1v7vm

    20. Brn 0206391

    21. Mfcd09038786

    22. Piperidine-2-carboxylic Acid 2,6-dimethylanilide

    23. 2,6-pipecolylxylidine

    24. (s)-n-(2',6'-dimethylphenl)-2-piperidine Carboxamide

    25. N-(2,6-dimethylphenl)-2-piperidine Carboxamide

    26. 4-22-00-00098 (beilstein Handbook Reference)

    27. Schembl3261012

    28. Bupivacaine Metabolite Ppx

    29. Dtxsid90870436

    30. Chebi:173673

    31. Bcp22656

    32. N-(2,6-dimethylphenyl)pipecolinamide

    33. Akos000188838

    34. Akos016842269

    35. Ac-2123

    36. Desbutylbupivacaine, Analytical Standard

    37. Ds-0343

    38. Fs-2754

    39. Sy018608

    40. Sy021146

    41. Bupivacaine Hydrochloride Impurity B

    42. 2',6'-pipecoloxylidide, (+/-)-

    43. Am20050057

    44. Cs-0038135

    45. D4348

    46. Ft-0649311

    47. Ft-0649312

    48. Ft-0666276

    49. N-desbutylbupivacaine (n-desmethylmepivacaine)

    50. A18251

    51. Bupivacaine Related Compound B [usp-rs]

    52. 883d202

    53. Bupivacaine Hydrochloride Related Compound B

    54. N-(2`,6`-dimethylphenyl)-2-piperidinecarboxamide

    55. N-(2',6'-dimethylphenyl)-2-piperidine Carboxamide

    56. Q-100191

    57. N-(2,6-dimethylphenyl)-piperidine-2-carboxylic Amide

    58. Q27284841

    59. (s)-n-(2,6-dimethylphenyl)-piperidine-2-carboxylic Amide

    60. Mepivacaine Hydrochloride Impurity B [ep Impurity]

    61. Piperidine-2-carboxylic Acid (2,6-dimethyl-phenyl)-amide

    62. (2rs)-n-(2,6-dimethylphenyl)piperidine-2-carboxamide

    63. (s)-n-(2',6'-dimethylphenyl)-piperidine-2- Carboxylic Amide

    64. 2 Inverted Exclamation Mark ,6 Inverted Exclamation Mark -pipecolylxylidine

    65. Mepivacaine Impurity B, European Pharmacopoeia (ep) Reference Standard

    66. Bupivacaine Related Compound B, United States Pharmacopeia (usp) Reference Standard

    67. (2rs)-n-(2,6-dimethylphenyl)piperidine-2-carboxamide (bupivacaine Related Compound B) (bupivacaine Impurity B), Pharmaceutical Secondary Standard; Certified Reference Material

    68. N-(2,6-dimethylphenyl)piperidine-2-carboxamide;n-(2',6'-dimethylphenl)-2-piperidine Carboxamide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 232.32 g/mol
    Molecular Formula C14H20N2O
    XLogP32.3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass232.157563266 g/mol
    Monoisotopic Mass232.157563266 g/mol
    Topological Polar Surface Area41.1 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity257
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 Metabolism/Metabolites

    N-(2,6-Dimethylphenyl)piperidine-2-carboxamide is a known human metabolite of levobupivacaine.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560