deferoxamine

Also known as DFOM, DFOA, Deferrioxamine, Desferrioxamine, DFO, Deferrioxamine b, Deferoxamin, Deferoxamina

Deferoxamine (DFOA), also known as desferrioxamine and sold under the brand name Desferal, is a medication that binds iron and aluminium. It is specifically used in iron overdose, hemochromatosis either due to multiple blood transfusions or an underlying genetic condition, and aluminium toxicity in people on dialysis. It is used by injection into a muscle, vein, or under the skin.

Key facts

Drug.IUPAC_name: N'-{5-[Acetyl(hydroxy)amino]pentyl}-N-[5-({4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanoyl}amino)pentyl]-N-hydroxysuccinamide
Drug.image: Deferoxamine-2D-skeletal.png
Drug.image_class: skin-invert-image
Drug.image2: Deferoxamine-3D-vdW.png
Drug.image_class2: bg-transparent
Drug.caption: Skeletal formula and spacefill model of deferoxamine
Drug.tradename: Desferal
Drug.pregnancy_US: C
Drug.elimination_half life: 6 hours
Drug.CAS_number: 70-51-9
Drug.ATC_prefix: V03
Drug.ATC_suffix: AC01
Drug.PubChem: 2973
Drug.DrugBank: DB00746
Drug.ChemSpiderID: 2867
Drug.UNII: J06Y7MXW4D
Drug.KEGG: D03670
Drug.ChEBI: 4356

via Wikipedia infobox

Chemical data

Formula: C25H48N6O8
Molecular weight: 560.7 g/mol
IUPAC name: N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide
SMILES: CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O
InChIKey: UBQYURCVBFRUQT-UHFFFAOYSA-N
XLogP: -2.1
Polar surface area: 206 Å²
H-bond donors: 6
H-bond acceptors: 9
Formal charge: 0

via PubChem

Research

9,670 papers

Deferoxamine B: A Natural, Excellent and Versatile Metal Chelator.Molecules (Basel, Switzerland) · 2021
Deferoxamine pharmacokinetics.Seminars in hematology · 2001
Application of Deferoxamine in Tissue Regeneration Attributed to Promoted Angiogenesis.Molecules (Basel, Switzerland) · 2024
Deferoxamine and aluminum removal.American journal of kidney diseases : the official journal of the National Kidney Foundation · 1985
Deferoxamine Ameliorates Cypermethrin-Induced Iron Accumulation and Associated Alterations.Molecular neurobiology · 2024

via PubMed

Wikidata facts

Mass: 560.353363

Show 4 more facts

Commons category: Deferoxamine
chemical formula: C₂₅H₄₈N₆O₈
canonical SMILES: CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O
World Health Organisation international non-proprietary name: deferoxamine

Sources (6)

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Article

6 sections

Contents

Medical uses
Adverse effects
Mechanism
Research
See also
References

{{Infobox drug | drug_name = | INN = | type = | IUPAC_name = N'-{5-[Acetyl(hydroxy)amino]pentyl}-N-[5-({4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanoyl}amino)pentyl]-N-hydroxysuccinamide | image = Deferoxamine-2D-skeletal.png | image_class = skin-invert-image | width = | alt = | image2 = Deferoxamine-3D-vdW.png | image_class2 = bg-transparent | width2 = | alt2 = | imageL = | widthL = | altL = | imageR = | widthR = | altR = | caption = Skeletal formula and spacefill model of deferoxamine