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Chemistry

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Also known as: 138-14-7, Desferal, Desferrioxamine b mesylate, Deferoxamine mesilate, Desferrioxamine mesylate, Deferoxamine methanesulfonate
Molecular Formula
C26H52N6O11S
Molecular Weight
656.8  g/mol
InChI Key
IDDIJAWJANBQLJ-UHFFFAOYSA-N
FDA UNII
V9TKO7EO6K

Deferoxamine Mesylate
Natural product isolated from Streptomyces pilosus. It forms iron complexes and is used as a chelating agent, particularly in the mesylate form.
1 2D Structure

Deferoxamine Mesylate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide;methanesulfonic acid
2.1.2 InChI
InChI=1S/C25H48N6O8.CH4O3S/c1-21(32)29(37)18-9-3-6-16-27-22(33)12-14-25(36)31(39)20-10-4-7-17-28-23(34)11-13-24(35)30(38)19-8-2-5-15-26;1-5(2,3)4/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34);1H3,(H,2,3,4)
2.1.3 InChI Key
IDDIJAWJANBQLJ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O.CS(=O)(=O)O
2.2 Other Identifiers
2.2.1 UNII
V9TKO7EO6K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Deferoxamine

2. Deferoxamine B

3. Deferoxamine Mesilate

4. Deferoxamine Methanesulfonate

5. Deferoximine

6. Deferrioxamine B

7. Desferal

8. Desferioximine

9. Desferrioxamine

10. Desferrioxamine B

11. Desferrioxamine B Mesylate

12. Desferroxamine

13. Mesilate, Deferoxamine

14. Mesylate, Deferoxamine

15. Mesylate, Desferrioxamine B

16. Methanesulfonate, Deferoxamine

2.3.2 Depositor-Supplied Synonyms

1. 138-14-7

2. Desferal

3. Desferrioxamine B Mesylate

4. Deferoxamine Mesilate

5. Desferrioxamine Mesylate

6. Deferoxamine Methanesulfonate

7. Deferoxamine B Mesylate

8. Deferoxamine (mesylate)

9. Desferal Mesylate

10. Desferrioxamine Mesilate

11. V9tko7eo6k

12. Nsc-756718

13. Mls000028713

14. Desferrioxamine B Mesylate;dfom

15. Ba-33112

16. N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(n-hydroxyacetamido)pentyl)carbamoyl)propionohydroxamic Acid Monomethanesulfonate (salt)

17. Ncgc00017021-01

18. Cas-138-14-7

19. Deferoxaminemesylate

20. Desferal (tn)

21. Deferoxamine-d8 Mesylate

22. Deferoxamine Mesylate Salt

23. Dsstox_cid_17649

24. Dsstox_rid_79351

25. Dsstox_gsid_37649

26. N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-n'-(5-aminopentyl)-n'-hydroxybutanediamide;methanesulfonic Acid

27. Desferal Methanesulfonate

28. Chebi:31460

29. Deferoxamine Mesylate [usan]

30. Nsc644468

31. Desferioxamine Mesylate

32. Sr-01000695424

33. Smr000058548

34. Einecs 205-314-3

35. Unii-v9tko7eo6k

36. Ba 33122

37. 138d147

38. Ccris 8311

39. Deferoxamine Mesylate [usan:usp]

40. Deferoxamini Mesilas

41. Prestwick_988

42. Mfcd00058605

43. Chembl1234

44. Deferoxamine Mesylate (usp)

45. Schembl119982

46. Spectrum1500224

47. Deferoxamine Mesilate (jp17)

48. Dtxsid6037649

49. Hms500e04

50. Hms1570a12

51. Hms1920c16

52. Hms2091k08

53. Hms2097a12

54. Hms2234h23

55. Hms3714a12

56. Pharmakon1600-01500224

57. Deferoxamine Mesilate [jan]

58. Bcp31290

59. Ex-a4085

60. Hy-b0988

61. Tox21_110741

62. Ccg-39770

63. Deferoxamine Mesylate [vandf]

64. Nsc756718

65. S5742

66. Akos026750165

67. Deferoxamine Mesilate [who-dd]

68. Deferoxamine Mesilate [who-ip]

69. Deferoxamine Mesylate [usp-rs]

70. Tox21_110741_1

71. Cs-4479

72. Nsc 756718

73. Nsc-644468

74. Desferrioxamine Mesilate [mart.]

75. Desferrioxamine Mesylate [who-ip]

76. Ncgc00017021-02

77. Ncgc00017021-03

78. Ncgc00094640-01

79. Ncgc00094640-02

80. Ncgc00178802-06

81. Ac-36517

82. Butanediamide, N'-(5-((4-((5-(acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-n-(5-aminopentyl)-n-hydroxy-, Monomethanesulfonate

83. Deferoxamine Mesylate - Cas 138-14-7

84. Deferoxamine Methanesulfonate [mi]

85. Propionohydroxamic Acid, N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(n-hydroxyacetamido)pentyl)carbamoyl)-, Monomethanesulfonate (salt)

86. Deferoxamine Mesylate [orange Book]

87. Db-042415

88. Deferoxamine Mesilate [ep Monograph]

89. Deferoxamini Mesilas [who-ip Latin]

90. Deferoxamine Mesylate [usp Monograph]

91. Ft-0603121

92. D01186

93. A807339

94. Sr-01000695424-2

95. Sr-01000695424-3

96. Sr-01000695424-4

97. Deferoxamine Mesylate Salt, Powder, >=92.5% (tlc)

98. Q27114315

99. Desferrioxamine B Mesylate; Dfom;desferrioxamine Mesylate

100. Deferoxamine Mesylate Salt, European Pharmacopoeia (ep) Reference Standard

101. Deferoxamine Mesylate, United States Pharmacopeia (usp) Reference Standard

102. Deferoxamine For System Suitability, European Pharmacopoeia (ep) Reference Standard

103. Butanediamide, N'(-(((((acetylhydroxyamino)pentyl)mino)1,4-dioxobutyl)ydroxyamino)entyl)n-(5-aminopentyl)-n-hydroxy-, Monomethanesulfonate

104. Butanediamide, N'(-(((((acetylhydroxyamino)pentyl)mino)1,4-dioxobutyl)ydroxyamino)entyl)n-(5-aminopentyl)-n-hydroxy-, Monomethanesulphonate

105. N'-(5-azanylpentyl)-n-[5-[[4-[5-[ethanoyl(oxidanyl)amino]pentylamino]-4-oxidanylidene-butanoyl]-oxidanyl-amino]pentyl]-n'-oxidanyl-butanediamide; Methanesulfonic Acid

106. N'-{5-[acetyl(hydroxy)amino]pentyl}-n-[5-({4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanoyl}amino)pentyl]-n-hydroxysuccinamide Methanesulfonate (salt)

107. N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(n-hydroxyacetamido)pentyl)carbamoyl)propionohydroxamic Acid Monomethanesulphonate (salt)

108. N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-1,4-dioxobutyl]-hydroxyamino]pentyl]-n'-(5-aminopentyl)-n'-hydroxybutanediamide; Methanesulfonic Acid

109. N1-(5-(4-((5-aminopentyl)amino)-4-oxobutanamido)pentyl)-n1-hydroxy-n4-(5-(n-hydroxyacetamido)pentyl)succinamide Methanesulfonate

110. N1-(5-aminopentyl)-n1-hydroxy-n4-(5-(n-hydroxy-4-(5-(n-hydroxyacetamido)pentylamino)-4-oxobutanamido)pentyl)succinamide Methanesulfonate

111. N4-[5-[[4-[[5-(acetylhydroxyamino)pentyl]amino-1,4-dioxobutyl]hydroxyamino]pentyl]-n1-(5-aminopentyl)-n1-hydroxybutanediamide Methanesulfonate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 656.8 g/mol
Molecular Formula C26H52N6O11S
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count23
Exact Mass656.34147767 g/mol
Monoisotopic Mass656.34147767 g/mol
Topological Polar Surface Area269 Ų
Heavy Atom Count44
Formal Charge0
Complexity832
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameDeferoxamine mesylate
Drug LabelDeferoxamine mesylate for injection, USP, is an iron-chelating agent, available in vials for intramuscular, subcutaneous, and intravenous administration. Deferoxamine mesylate is supplied as vials containing 500 mg and 2 g of deferoxamine mesylate US...
Active IngredientDeferoxamine mesylate
Dosage FormInjectable
RouteInjection
Strength500mg/vial; 2gm/vial
Market StatusPrescription
CompanyFresenius Kabi Usa; Hospira; Eurohlth Intl

2 of 4  
Drug NameDesferal
PubMed HealthDeferoxamine (Injection)
Drug ClassesHeavy Metal Chelator
Drug LabelDesferal, deferoxamine mesylate USP, is an iron-chelating agent, available in vials for intramuscular, subcutaneous, and intravenous administration. Desferal is supplied as vials containing 500 mg and 2 g of deferoxamine mesylate USP in sterile, lyop...
Active IngredientDeferoxamine mesylate
Dosage FormInjectable
RouteInjection
Strength500mg/vial; 2gm/vial
Market StatusPrescription
CompanyNovartis

3 of 4  
Drug NameDeferoxamine mesylate
Drug LabelDeferoxamine mesylate for injection, USP, is an iron-chelating agent, available in vials for intramuscular, subcutaneous, and intravenous administration. Deferoxamine mesylate is supplied as vials containing 500 mg and 2 g of deferoxamine mesylate US...
Active IngredientDeferoxamine mesylate
Dosage FormInjectable
RouteInjection
Strength500mg/vial; 2gm/vial
Market StatusPrescription
CompanyFresenius Kabi Usa; Hospira; Eurohlth Intl

4 of 4  
Drug NameDesferal
PubMed HealthDeferoxamine (Injection)
Drug ClassesHeavy Metal Chelator
Drug LabelDesferal, deferoxamine mesylate USP, is an iron-chelating agent, available in vials for intramuscular, subcutaneous, and intravenous administration. Desferal is supplied as vials containing 500 mg and 2 g of deferoxamine mesylate USP in sterile, lyop...
Active IngredientDeferoxamine mesylate
Dosage FormInjectable
RouteInjection
Strength500mg/vial; 2gm/vial
Market StatusPrescription
CompanyNovartis

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Siderophores

Low-molecular-weight compounds produced by microorganisms that aid in the transport and sequestration of ferric iron. (The Encyclopedia of Molecular Biology, 1994) (See all compounds classified as Siderophores.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Iron Chelator [EPC]; Iron Chelating Activity [MoA]

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