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Mesna

Synopsis, Chemistry

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Also known as: 19767-45-4, Sodium 2-mercaptoethanesulfonate, Uromitexan, Mesnex, Mitexan, Mistabron

Molecular Formula

C₂H₅NaO₃S₂

Molecular Weight

164.18 g/mol

InChI Key

XOGTZOOQQBDUSI-UHFFFAOYSA-M

FDA UNII

NR7O1405Q9

A sulfhydryl compound used to prevent urothelial toxicity by inactivating metabolites from ANTINEOPLASTIC AGENTS, such as IFOSFAMIDE or CYCLOPHOSPHAMIDE.

1 2D Structure

Mesna

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;2-sulfanylethanesulfonate

2.1.2 InChI

InChI=1S/C2H6O3S2.Na/c3-7(4,5)2-1-6;/h6H,1-2H2,(H,3,4,5);/q;+1/p-1

2.1.3 InChI Key

XOGTZOOQQBDUSI-UHFFFAOYSA-M

2.1.4 Canonical SMILES

C(CS(=O)(=O)[O-])S.[Na+]

2.2 Other Identifiers

2.2.1 UNII

NR7O1405Q9

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2 Mercaptoethanesulfonate

2. 2-mercaptoethanesulfonate

3. 2-mercaptoethanesulphonate, Sodium

4. Asta D 7093

5. Asta-d 7093

6. Astad 7093

7. Coenzyme M

8. Ethanesulfonic Acid, 2-mercapto-, Monosodium Salt

9. Mesna Cell

10. Mesna-cell

11. Mesnex

12. Mesnum

13. Mistabron

14. Mistabronco

15. Mitexan

16. Mucofluid

17. Sodium 2-mercaptoethanesulphonate

18. Ucb 3983

19. Ucb-3983

20. Ucb3983

21. Uromitexan

22. Ziken

2.3.2 Depositor-Supplied Synonyms

1. 19767-45-4

2. Sodium 2-mercaptoethanesulfonate

3. Uromitexan

4. Mesnex

5. Mitexan

6. Mistabron

7. Mesnum

8. 2-mercaptoethanesulfonic Acid Sodium Salt

9. Mistabronco

10. Sodium 2-mercaptoethane Sulfonate

11. Ethanesulfonic Acid, 2-mercapto-, Monosodium Salt

12. Coenzyme M Sodium Salt

13. Sodium;2-sulfanylethanesulfonate

14. 2-mercaptoethanesulfonate, Sodium

15. 2-mercaptoethanesulfonic Acid Sodium

16. Sodium 2-mercaptoethanesulfonate;mesnum

17. Sodium 2-sulfanylethane-1-sulfonate

18. D 7093

19. D-7093

20. Nr7o1405q9

21. Nsc-113891

22. Ncgc00181166-01

23. Dsstox_cid_809

24. Dsstox_rid_75800

25. Dsstox_gsid_20809

26. Mesnum [inn-latin]

27. Smr000059219

28. Cas-19767-45-4

29. Natrium 2-mercaptoethansulfonat

30. Ccris 3712

31. 2-mercaptoethane Sulfonate Sodium

32. Sodium 2-mercaptoethanesulphonate

33. Einecs 243-285-9

34. Nsc 113891

35. Unii-nr7o1405q9

36. 2-mercapto-ethan-sulfonsaeure, Natrium-salz

37. 2-mercaptoethanesulfonic Acid Monosodium Salt

38. Mesna [usan:usp:inn:ban]

39. Uromitexan (tn)

40. Sodium 2-mercaptoethane-1-sulfonate

41. Mesnex (tn)

42. Mfcd00007535

43. Prestwick_1005

44. Mesna [vandf]

45. Mesna [usan]

46. Spectrum2_000752

47. Spectrum3_001483

48. Spectrum4_000041

49. Spectrum5_001174

50. Mesna [inn]

51. Mesna [jan]

52. Mesna [who-dd]

53. Mesna [mart.]

54. Mesna [mi]

55. Mesna (jan/usp/inn)

56. Chembl975

57. Schembl7993

58. Mesna (uromitexan, Mesnex)

59. Mesna [orange Book]

60. Kbiogr_000501

61. Mesna [ep Monograph]

62. Mesna [usp Impurity]

63. Mls001074691

64. Mls001333251

65. Mls001333252

66. Mesna [usp Monograph]

67. Spectrum1502014

68. Sodium2-mercaptoethanesulfonate

69. Spbio_000764

70. Dtxsid1020809

71. Chebi:31824

72. Hms502f17

73. Kbio3_002565

74. Hms1921d10

75. Hms2092n09

76. Hms2236l05

77. Hms3259d13

78. Hms3372m11

79. Hms3655m06

80. Hms3715h05

81. Sodium, 2-mercapto-ethanesulfonate

82. Bcp14384

83. Tox21_112767

84. Tox21_200863

85. Bdbm50247978

86. Ccg-40134

87. S1735

88. Akos006220661

89. Akos015960755

90. Tox21_112767_1

91. Ac-6011

92. Cs-1364

93. Nc00648

94. Ncgc00094939-01

95. Ncgc00094939-02

96. Ncgc00178318-04

97. Ncgc00258417-01

98. Sodium 2-sulphanylethanesulphonate

99. 2-mercaptoethanesulphonic Acid Sodium Salt

100. As-13260

101. Hy-13679

102. Db-044962

103. A8469

104. M0913

105. Sw199618-2

106. En300-49858

107. D01459

108. Ab01274734-01

109. Q424997

110. W-60283

111. Q-201713

112. 3-aminooxy-n-propyl(dimethyl-t-butylsilyl)ether

113. Z1741968275

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂H₅NaO₃S₂
Molecular Weight	164.18 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	163.95778065 g/mol
Monoisotopic Mass	163.95778065 g/mol
Topological Polar Surface Area	66.6 Å²
Heavy Atom Count	8
Formal Charge	0
Complexity	123
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Mesna
PubMed Health	Mesna
Drug Classes	Hemorrhagic Cystitis Inhibitor
Drug Label	Mesna is a detoxifying agent to inhibit the hemorrhagic cystitis induced by ifosfamide. The active ingredient mesna is a synthetic sulfhydryl compound designated as sodium-2-mercaptoethane sulfonate with a molecular formula of C2H5NaO3S2 and a molecu...
Active Ingredient	Mesna
Dosage Form	Injectable
Route	injection; Intravenous
Strength	1g/10ml; 100mg/ml
Market Status	Prescription
Company	Teva Pharms Usa; Fresenius Kabi Usa; Mylan Institutional; Sagent Pharms; Eurohlth Intl; Agila Speclts

2 of 4
Drug Name	Mesnex
PubMed Health	Mesna (By mouth)
Drug Classes	Hemorrhagic Cystitis Inhibitor
Drug Label	Mesna is a detoxifying agent to inhibit the hemorrhagic cystitis induced by ifosfamide (IFEX). The active ingredient mesna is a synthetic sulfhydryl compound designated as sodium-2-mercaptoethane sulfonate with a molecular formula of C2H5NaO3S2 and a...
Active Ingredient	Mesna
Dosage Form	Tablet; Injectable
Route	Oral; Intravenous
Strength	400mg; 100mg/ml
Market Status	Prescription
Company	Baxter Hlthcare

3 of 4
Drug Name	Mesna
PubMed Health	Mesna
Drug Classes	Hemorrhagic Cystitis Inhibitor
Drug Label	Mesna is a detoxifying agent to inhibit the hemorrhagic cystitis induced by ifosfamide. The active ingredient mesna is a synthetic sulfhydryl compound designated as sodium-2-mercaptoethane sulfonate with a molecular formula of C2H5NaO3S2 and a molecu...
Active Ingredient	Mesna
Dosage Form	Injectable
Route	injection; Intravenous
Strength	1g/10ml; 100mg/ml
Market Status	Prescription
Company	Teva Pharms Usa; Fresenius Kabi Usa; Mylan Institutional; Sagent Pharms; Eurohlth Intl; Agila Speclts

4 of 4
Drug Name	Mesnex
PubMed Health	Mesna (By mouth)
Drug Classes	Hemorrhagic Cystitis Inhibitor
Drug Label	Mesna is a detoxifying agent to inhibit the hemorrhagic cystitis induced by ifosfamide (IFEX). The active ingredient mesna is a synthetic sulfhydryl compound designated as sodium-2-mercaptoethane sulfonate with a molecular formula of C2H5NaO3S2 and a...
Active Ingredient	Mesna
Dosage Form	Tablet; Injectable
Route	Oral; Intravenous
Strength	400mg; 100mg/ml
Market Status	Prescription
Company	Baxter Hlthcare

5 Pharmacology and Biochemistry

5.1 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.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

Cytoprotective Agent [EPC]

5.3 ATC Code

R - Respiratory system

R05 - Cough and cold preparations

R05C - Expectorants, excl. combinations with cough suppressants

R05CB - Mucolytics

R05CB05 - Mesna

V - Various

V03 - All other therapeutic products

V03A - All other therapeutic products