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    Meglumine

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    2D Structure
    Also known as: N-methyl-d-glucamine, 6284-40-8, N-methylglucamine, Meglumin, 1-deoxy-1-(methylamino)-d-glucitol, Methylglucamin
    Molecular Formula
    C7H17NO5
    Molecular Weight
    195.21  g/mol
    InChI Key
    MBBZMMPHUWSWHV-BDVNFPICSA-N
    FDA UNII
    6HG8UB2MUY
    1-Deoxy-1-(methylamino)-D-glucitol. A derivative of sorbitol in which the hydroxyl group in position 1 is replaced by a methylamino group. Often used in conjunction with iodinated organic compounds as contrast medium.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
    2.1.2 InChI
    InChI=1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1
    2.1.3 InChI Key
    MBBZMMPHUWSWHV-BDVNFPICSA-N
    2.1.4 Canonical SMILES
    CNCC(C(C(C(CO)O)O)O)O
    2.1.5 Isomeric SMILES
    CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    6HG8UB2MUY
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Methylglucamine

    2.3.2 Depositor-Supplied Synonyms

    1. N-methyl-d-glucamine

    2. 6284-40-8

    3. N-methylglucamine

    4. Meglumin

    5. 1-deoxy-1-(methylamino)-d-glucitol

    6. Methylglucamin

    7. N-methylsorbitylamine

    8. D-glucitol, 1-deoxy-1-(methylamino)-

    9. Methylglucamine

    10. Meglumina

    11. Megluminum

    12. 1-deoxy-1-methylaminosorbitol

    13. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

    14. (2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentaol

    15. N-methyl-d(-)-glucamine

    16. Megluminum [inn-latin]

    17. Meglumina [inn-spanish]

    18. Sorbitol, 1-deoxy-1-methylamino-

    19. Unii-6hg8ub2muy

    20. D(-)-n-methylglucamine

    21. 6hg8ub2muy

    22. Chebi:59732

    23. Nsc-7391

    24. Nsc-52907

    25. Nsc 7391

    26. Nsc 52907

    27. Dsstox_cid_3244

    28. Dsstox_rid_76939

    29. Dsstox_gsid_23244

    30. Glucitol, 1-deoxy-1-(methylamino)-, D-

    31. Einecs 228-506-9

    32. N-methylglucamine Solution

    33. Nsc52907

    34. Meglumine [usp:inn:ban:jan]

    35. N-methyl-glucamine

    36. N-methyl Glucamine

    37. Ncgc00166125-01

    38. Cas-6284-40-8

    39. Mfcd00004707

    40. Meglumine [inn]

    41. Meglumine [jan]

    42. Meglumine [ii]

    43. N-methylglucamine Solution (70% Or Less)

    44. Meglumine [vandf]

    45. Meglumine [mart.]

    46. Ec 228-506-9

    47. Meglumine [usp-rs]

    48. Meglumine [who-dd]

    49. Meglumine [who-ip]

    50. Schembl2193

    51. Bidd:gt0676

    52. Methylglucamine [inci]

    53. Meglumine (jp17/usp/inn)

    54. N-methylglucamine [mi]

    55. Meglumine [orange Book]

    56. Chembl1200570

    57. Dtxsid0023244

    58. Meglumine [ep Monograph]

    59. Meglumine [usp Monograph]

    60. Megluminum [who-ip Latin]

    61. 1-deoxy-1-(methylamino)-glucitol

    62. 1-methylamino-1-deoxy-d-glucitol

    63. Hms2089b05

    64. Hms3714b10

    65. Pharmakon1600-01300029

    66. Hy-b0342

    67. Zinc2020259

    68. Tox21_112330

    69. Tox21_302037

    70. Nsc759607

    71. S1974

    72. Akos005167162

    73. Akos015850890

    74. N-methyl-1-amino-1-deoxy-d-glucitol

    75. Tox21_112330_1

    76. Ac-4692

    77. Ccg-220884

    78. Nsc-759607

    79. Meglumine 100 Microg/ml In Acetonitrile

    80. Ncgc00166125-02

    81. Ncgc00255365-01

    82. Ac-17087

    83. As-12002

    84. Sbi-0206683.p002

    85. Meglumine, Meets Usp Testing Specifications

    86. Am20100540

    87. M0227

    88. Sw199350-2

    89. D01796

    90. Ab00430469-03

    91. Ab00430469_05

    92. A834035

    93. Q288875

    94. Sr-05000001446

    95. N-methyl-d-glucamine, 99.0-100.5% (titration)

    96. Sr-05000001446-1

    97. Brd-k28595280-001-01-1

    98. N-methyl-d-glucamine, Vetec(tm) Reagent Grade, 99%

    99. Wurcs=2.0/1,1,0/[h2122h_1*nc]/1/

    100. N-methyl-d-glucamine, Reagentplus(r), >=99.0% (t)

    101. (2r,3r,4r,5s)-6-methylamino-hexane-1,2,3,4,5-pentaol

    102. Meglumine, United States Pharmacopeia (usp) Reference Standard

    103. N-methyl-(2 (s),3 (r),4 (r),5 (r),6-pentahydroxy-hexyl)-amine

    104. Meglumine, Pharmaceutical Secondary Standard; Certified Reference Material

    105. N-methyl-d-glucamine, European Pharmacopoeia (ep) Reference Standard

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 195.21 g/mol
    Molecular Formula C7H17NO5
    XLogP3-2.8
    Hydrogen Bond Donor Count6
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count6
    Exact Mass195.11067264 g/mol
    Monoisotopic Mass195.11067264 g/mol
    Topological Polar Surface Area113 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity134
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Contrast Media

    Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)