Structure via PubChem · Public domain (PubChem)
deferoxamine
Sign in to saveAlso 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 Ų
- H-bond donors
- 6
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1968
- Admin. routes
- parenteral
- Indications
- Beta-thalassemia, intracerebral hemorrhage, subarachnoid hemorrhage, hemochromatosis
via ChEMBL · EBI
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
- Subclass of
- siderophore
- Mass
- 560.353363
- Has use
- medication
Show 7 more facts
- Commons category
- Deferoxamine
- chemical formula
- C₂₅H₄₈N₆O₈
- subject has role
- essential medicine
- medical condition treated
- myelodysplastic syndrome
- 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
- found in taxon
- Streptomyces griseus
Sources (6)
via Wikidata · CC0
~7 min read
Encyclopedic overview
6 sectionsContents
- 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
| pronounce = | tradename = Desferal | Drugs.com = | MedlinePlus = | licence_EU = | licence_US = | DailyMedID = | pregnancy_AU = | pregnancy_AU_comment = | pregnancy_US = C | pregnancy_US_comment = | pregnancy_category= | dependency_liability = | addiction_liability = | routes_of_administration = | legal_AU = | legal_AU_comment = | legal_CA = | legal_CA_comment = | legal_DE = | legal_DE_comment = | legal_NZ = | legal_NZ_comment = | legal_UK = | legal_UK_comment = | legal_US = | legal_US_comment = | legal_UN = | legal_UN_comment = | legal_status =
Excerpted from Wikipedia’s “deferoxamine” article, available under the CC BY-SA 4.0 licence.