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Deferoxamine Mesylate

Deferoxamine Mesylate

Synopsis, 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

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 Formula	C₂₆H₅₂N₆O₁₁S
Molecular Weight	656.8 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	23
Exact Mass	656.34147767 g/mol
Monoisotopic Mass	656.34147767 g/mol
Topological Polar Surface Area	269 Å²
Heavy Atom Count	44
Formal Charge	0
Complexity	832
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	Deferoxamine mesylate
Drug Label	Deferoxamine 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 Ingredient	Deferoxamine mesylate
Dosage Form	Injectable
Route	Injection
Strength	500mg/vial; 2gm/vial
Market Status	Prescription
Company	Fresenius Kabi Usa; Hospira; Eurohlth Intl

2 of 4
Drug Name	Desferal
PubMed Health	Deferoxamine (Injection)
Drug Classes	Heavy Metal Chelator
Drug Label	Desferal, 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 Ingredient	Deferoxamine mesylate
Dosage Form	Injectable
Route	Injection
Strength	500mg/vial; 2gm/vial
Market Status	Prescription
Company	Novartis

3 of 4
Drug Name	Deferoxamine mesylate
Drug Label	Deferoxamine 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 Ingredient	Deferoxamine mesylate
Dosage Form	Injectable
Route	Injection
Strength	500mg/vial; 2gm/vial
Market Status	Prescription
Company	Fresenius Kabi Usa; Hospira; Eurohlth Intl

4 of 4
Drug Name	Desferal
PubMed Health	Deferoxamine (Injection)
Drug Classes	Heavy Metal Chelator
Drug Label	Desferal, 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 Ingredient	Deferoxamine mesylate
Dosage Form	Injectable
Route	Injection
Strength	500mg/vial; 2gm/vial
Market Status	Prescription
Company	Novartis

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]