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Technical details about Dimesna, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. 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.)


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