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Substance Name: Deferoxamine [USAN:INN]
RN: 70-51-9
UNII: J06Y7MXW4D
InChIKey: UBQYURCVBFRUQT-UHFFFAOYSA-N

Note

  • Natural product isolated from Streptomyces pilosus. It forms iron complexes and is used as a chelating agent, particularly in the mesylate form.

Molecular Formula

  • C25-H48-N6-O8

Molecular Weight

  • 560.688
 

Classification Codes

  • Chelating Agent (iron)
  • Chelating Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Iron Chelating Agents
  • Mutation Data
  • Sequestering Agents
  • Siderophores

Names and Synonyms

Name of Substance

  • Deferoxamine
  • Deferoxamine [USAN:INN]
  • Desferrioxamine

MeSH Heading

  • Deferoxamine

Synonyms

  • 1-Amino-6,17-dihydroxy-7,10,18,21-tetraoxo-27-(N-acetyl hydroxylamino)-6,11,17,22-tetraazaheptaeicosane
  • 3,9,14,20,25-Pentaazatriacontane-2,10,13,21,24-pentone, 30-amino-3,14,25-trihydroxy-
  • 30-Amino-3,14,25-trihydroxy-3,9,14,20,25-pentaazatriacontane-2,10,13,21,24-pentaone
  • Ba 33112
  • BRN 2514118
  • Butanediamide, N'-(5-((4-((5-(acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxy-
  • Deferoxamin
  • Deferoxamina
  • Deferoxamina [INN-Spanish]
  • Deferoxamine
  • Deferoxamine B
  • Deferoxaminum
  • Deferoxaminum [INN-Latin]
  • Deferrioxamine
  • Deferrioxamine B
  • Desferan
  • Desferex
  • Desferin
  • Desferral
  • Desferriferrioxamin B
  • Desferrin
  • Desferrioxamine
  • Desferrioxamine B
  • DF B
  • DFOM
  • EC 200-738-5
  • EINECS 200-738-5
  • Ferrioxamine B, N-benzoyl-
  • HSDB 3311
  • N'-(5-((4-((5-(Acetylhydroxamino)pentyl)amino)-1,4-dioxobutyl) hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxybutanediamide
  • N-(5-(3-((5-Aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)propionohydroxamic acid
  • N-Benzoylferrioxamine B
  • NSC-527604
  • UNII-J06Y7MXW4D

Systematic Names

  • Butanediamide, N'-(5-((4-((5-(acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxy-
  • Deferoxamine
  • Propionohydroxamic acid, N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)-

Registry Numbers

CAS Registry Number

  • 70-51-9

FDA UNII

  • J06Y7MXW4D

Other Registry Number

  • 7278-84-4

System Generated Number

  • 0000070519

Structure Descriptors

InChI

1S/C25H48N6O8/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/h37-39H,2-20,26H2,1H3,(H,27,33)(H,28,34)

InChIKey

UBQYURCVBFRUQT-UHFFFAOYSA-N

Smiles

C(CCC(NCCCCCN(C(C)=O)O)=O)(N(CCCCCNC(CCC(N(CCCCCN)O)=O)=O)O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo multiple routes 440mg/kg/6D-I (440mg/kg) SENSE ORGANS AND SPECIAL SENSES: "RETINAL CHANGES (PIGMENTARY DEPOSITIONS, RETINITIS, OTHER): EYE" Archives of Disease in Childhood. Vol. 63, Pg. 250, 1988.
child TDLo subcutaneous 12gm/kg/17W-I (12000mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN ACUITY: EAR

SENSE ORGANS AND SPECIAL SENSES: OPTIC NERVE NEUROPATHY: EYE
New England Journal of Medicine. Vol. 314, Pg. 869, 1986.
human TDLo subcutaneous 37gm/kg/2Y-I (37000mg/kg) SENSE ORGANS AND SPECIAL SENSES: OPTIC NERVE NEUROPATHY: EYE New England Journal of Medicine. Vol. 314, Pg. 869, 1986.
man TDLo intravenous 86mg/kg/1H-C (86mg/kg) BLOOD: THROMBOCYTOPENIA American Journal of Kidney Diseases. Vol. 6, Pg. 254, 1985.
mouse LD50 intraperitoneal 1680mg/kg (1680mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 99, 1970.
mouse LD50 intravenous 250mg/kg (250mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA United States Patent Document. Vol. #4863964,
mouse LD50 oral 1340mg/kg (1340mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 748, 1967.
mouse LD50 subcutaneous 1450mg/kg (1450mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975.
rat LD50 intravenous 329mg/kg (329mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 12240mg/kg (12240mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 119, 1975.
women TDLo intravenous 40mg/kg (40mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

SENSE ORGANS AND SPECIAL SENSES: HEMORRHAGE: EYE
Nephron. Vol. 46, Pg. 211, 1987.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 140 deg C   EXP
log P (octanol-water) -2.540 (none)   EST
Water Solubility 1.20E+04 mg/L 20 EXP
Atmospheric OH Rate Constant 1.35E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.