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    Dimesna

    DEVELOPMENTS

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    2D Structure
    Also known as: 16208-51-8, Tavocept, Sodium 2,2'-disulfanediyldiethanesulfonate, Dimesna [inn], Dimesna-d8, Bnp-7787
    Molecular Formula
    C4H8Na2O6S4
    Molecular Weight
    326.4  g/mol
    InChI Key
    KQYGMURBTJPBPQ-UHFFFAOYSA-L
    FDA UNII
    230R951Y4D
    Dimesna is a synthetic derivative of dithio-ethane sulfonate with uroprotective properties. In the kidney, dimesna undergoes reduction to the free thiol compound, mesna, which reacts chemically with the urotoxic ifosfamide metabolites acrolein and 4-hydroxy-ifosfamide, resulting in their detoxification. This agent also inhibits cyclophosphamide-induced hemorrhagic cystitis.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    disodium;2-(2-sulfonatoethyldisulfanyl)ethanesulfonate
    2.1.2 InChI
    InChI=1S/C4H10O6S4.2Na/c5-13(6,7)3-1-11-12-2-4-14(8,9)10;;/h1-4H2,(H,5,6,7)(H,8,9,10);;/q;2*+1/p-2
    2.1.3 InChI Key
    KQYGMURBTJPBPQ-UHFFFAOYSA-L
    2.1.4 Canonical SMILES
    C(CS(=O)(=O)[O-])SSCCS(=O)(=O)[O-].[Na+].[Na+]
    2.2 Other Identifiers
    2.2.1 UNII
    230R951Y4D
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2,2'-dithiodiethanesulfonic Acid

    2. 2,2'-dithiodiethanesulfonic Acid, Ammonium Salt

    3. 2,2'-dithiodiethanesulfonic Acid, Disodium Salt

    4. Bnp7787

    5. Disodium 2,2'-dithio-bis-ethane Sulfonate

    6. Tavocept

    2.3.2 Depositor-Supplied Synonyms

    1. 16208-51-8

    2. Tavocept

    3. Sodium 2,2'-disulfanediyldiethanesulfonate

    4. Dimesna [inn]

    5. Dimesna-d8

    6. Bnp-7787

    7. Ethanesulfonic Acid, 2,2'-dithiobis-, Disodium Salt

    8. Bis(2-sulfoethyl)disulfide Disodium Salt

    9. 1189975-43-6

    10. Disodium 2,2'-dithiodiethanesulfonate

    11. Disodium 2,2'-dithio-bis-ethane Sulfonate

    12. Bnp7787

    13. Disodium;2-(2-sulfonatoethyldisulfanyl)ethanesulfonate

    14. 230r951y4d

    15. Nsc-716976

    16. Nsc-760345

    17. Ethanesulfonic Acid, 2,2'-dithiobis-, Sodium Salt (1:2)

    18. Dimesnum

    19. Dimesnum [inn-latin]

    20. Ccris 5852

    21. Bnp 7787

    22. Einecs 240-337-2

    23. Nsc 716976

    24. Bionumerik

    25. Disodium 2,2'-dithiobis(ethanesulfonate)

    26. Beta,beta'-sulfoethyldisulfide, Disodium Salt

    27. Unii-230r951y4d

    28. 2,2'-dithiodi-1-ethanesulfonic Acid Disodium Salt

    29. Tavocept;bnp7787

    30. Dinatrium 3,4-dithiahexan-1,6-disulfonat

    31. Dimesna [usan]

    32. Dimesna [mi]

    33. Dimesna [mart.]

    34. Dimesna [who-dd]

    35. Schembl18847

    36. Dinatrium 3,4-dithiahexan-1,6-disulfonat [iupac]

    37. Ethanesulfonic Acid, 2,2'-dithiodi-, Disodium Salt

    38. Chembl2104318

    39. Dtxsid6066024

    40. Hms3264g13

    41. Hms3654m20

    42. Hms3867m13

    43. Hms3884k05

    44. Bcp21002

    45. Mfcd00868218

    46. Akos015833466

    47. Ac-1240

    48. As-2006

    49. Ccg-213814

    50. Disodium 2,2'-dithiobisethane Sulfonate

    51. Disodium 2,2'-dithiobis-ethane Sulfonate

    52. Db-064437

    53. Ft-0601551

    54. Ft-0667231

    55. Sw220298-1

    56. Disodium 2,2'-dithiodiethanesulphonate

    57. C73103

    58. A883003

    59. J-009892

    60. Q27253698

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 326.4 g/mol
    Molecular Formula C4H8Na2O6S4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count5
    Exact Mass325.89991123 g/mol
    Monoisotopic Mass325.89991123 g/mol
    Topological Polar Surface Area182 Ų
    Heavy Atom Count16
    Formal Charge0
    Complexity268
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Protective Agents

    Synthetic or natural substances which are given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent. (See all compounds classified as Protective Agents.)