Deferoxamine
Also known as Desferrioxamine B, Desferrioxamine, Deferrioxamine
Key facts
What buyers check first
- CAS number
- 70-51-9
- Formula
- C25H48N6O8
- Molar mass
- 560.69 g/mol
- Melting point
- 138 to 140
- HS code
- 292800
- Category
- Aliphatic and alicyclic building blocks
What is Deferoxamine?
Plain description, key identifiers and synonyms
Desferrioxamine B is an acyclic desferrioxamine that is butanedioic acid in which one of the carboxy groups undergoes formal condensation with the primary amino group of N-(5-aminopentyl)-N-hydroxyacetamide and the second carboxy group undergoes formal condensation with the hydroxyamino group of N1-(5-aminopentyl)-N1-hydroxy-N4-[5-(hydroxyamino)pentyl]butanediamide. It is a siderophore native to Streptomyces pilosus biosynthesised by the DesABCD enzyme cluster as a high affinity Fe(III) chelator. It has a role as a ferroptosis inhibitor, a siderophore, an iron chelator and a bacterial metabolite. It is a conjugate base of a desferrioxamine B(1+). It is a conjugate acid of a desferrioxamine B(3-).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide
- CAS number
- 70-51-9 CAS number cross-checked
- EC number
- 200-738-5
- Molecular formula
- C25H48N6O8
- UNII
- J06Y7MXW4D
- MDL number
- MFCD00242585
- InChIKey
- UBQYURCVBFRUQT-UHFFFAOYSA-N
- InChI
- 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)
- SMILES (canonical and isomeric)
- CC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCNC(=O)CCC(=O)N(CCCCCN)O)O)O
Synonyms
- Desferrioxamine B
- Desferrioxamine
- Deferrioxamine
- Deferoxamine B
- Deferrioxamine B
- Deferoxamin
- Deferoxaminum
- Desferin
- DFOM
- Desferan
- Desferex
- Desferral
- Desferrin
- N-Benzoylferrioxamine B
- Deferoxamina
- DFOA
- Ferrioxamine B, N-benzoyl-
- Desferoxamine b
- Dfo-b
- N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N'-(5-aminopentyl)-N'-hydroxybutanediamide
- 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
- Butanediamide, N'-(5-((4-((5-(acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxy-
- 1-Amino-6,17-dihydroxy-7,10,18,21-tetraoxo-27-(N-acetyl hydroxylamino)-6,11,17,22-tetraazaheptaeicosane
- N-(5-(3-((5-Aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)propionohydroxamic acid
Show all 38 synonymsShow fewer synonyms
- N-(5-aminopentyl)-N-hydroxy-N'-[5-(N-hydroxy-3-{[5-(N-hydroxyacetamido)pentyl]carbamoyl}propanamido)pentyl]butanediamide
- Propionohydroxamic acid, N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)-
- Butanediamide, N'-[5-[[4-[[5-(acetylhydroxyamino)pentyl]amino]-1,4-dioxobutyl]hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxy-
- Deferoximine
- Desferioximine
- Desferroxamine
- N-(5-((4-(5-(acetyl(hydroxy)amino)pentylamino)-4-oxobutanoyl)-hydroxyamino)pentyl)-N'-(5-aminopentyl)-N'-hydroxybutanediamide
- N-(5-aminopentyl)-N-hydroxy-N'-(5-(N-hydroxy-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)propanamido)pentyl)butanediamide
- N-[5-(3-[(5-Aminopentyl)hydroxycarbamoyl]propionamido)pentyl]-3-([5-(N-hydroxyacetamido)pentyl]carbamoyl)propionohydroxamic acid
- N-[5-{3-[(5-Aminopentyl)hydroxycarbamoyl]propionamido}pentyl]-3-{[5-(N-hydroxyacetamido)pentyl]carbamoyl}propionohydroxamic acid
- Propionohydroxamic acid, N-[5-[3-[(5-aminopentyl)hydroxycarbamoyl]propionamido]pentyl]-3-[[5-(N-hydroxyacetamido)pentyl]carbamoyl]-
- 1-amino-6,17-dihydroxy-7,10,18,21-tetraoxo-27-(n-acetylhydroxylamino)-6,11,17,22-tetraazaheptaeicosane
- N'-(5-((4-((5-(Acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxybutanediamide
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Melting point | 138 to 140exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 560.69 g/molcalc.Computed value |
|---|---|
| Exact mass | 560.3534 Dacalc.Computed value |
| LogP (octanol/water) | 0.92calc.Computed value |
| Topological polar surface area | 205.8 Ųcalc.Computed value |
| Hydrogen bond donors | 6calc.Computed value |
| Hydrogen bond acceptors | 9calc.Computed value |
| Rotatable bonds | 23calc.Computed value |
| Heavy atoms | 39calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.8calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Fails (2 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
Precautionary statements (5)
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P301 + P317If swallowed: Get medical help.
- P330Rinse mouth.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidDeferoxamine suppliers
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- ChinaUnclaimed profileDeferoxamineGrade, purity and minimum order on requestPrice on request
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- China, ShanghaiUnclaimed profileDeferoxamineGrade, purity and minimum order on requestPrice on request
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- Spain, BarcelonaUnclaimed profileDeferoxamineGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
52 suppliers in 11 countries
- United States21
- China17
- United Kingdom3
- Spain2
- Latvia2
- Germany1
- and 5 more countries
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Deferoxamine price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Siderophores
Roles
- anti-anaemic agent
- antimicrobial agent
- antineoplastic agent
- antiviral agent
- bacterial metabolite
- biophysical role
- chelator
- cofactor
- ferroptosis inhibitor
- ionophore
- iron chelator
- iron ionophore
- iron(3+) chelator
- ligand
- membrane transport modulator
- metabolite
- pharmaceutical
- prokaryotic metabolite
- siderophore
Pharmacology
Deferoxamine is an Iron Chelator. The mechanism of action of deferoxamine is as an Iron Chelating Activity.
How it is made
Natural product forming iron complexes, isolated from streptomyces pilosus, ettlinger et al, isolation: bickel et al, helv chim acta 43, 2118 (1960). Prepn from ferrioxamine b & structure: bickel et al, helv chim acta 43, 2129 (1960).
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- Active ingredient in FDA approved drug labels
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Deferoxamine is traded under.
Organic derivatives of hydrazine or of hydroxylamine
- Switzerland * partner reported44.0%
- China18.4%
- Italy9.4%
- Brazil21.8%
- United States12.8%
- Italy10.8%
* Partner reported figures, a lower bound.
The HS code shown for Deferoxamine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Deferoxamine, based on the data on this page
What is Deferoxamine?
What is the CAS number of Deferoxamine?
What is the molecular formula and weight of Deferoxamine?
What is Deferoxamine used for?
Is Deferoxamine hazardous?
What is the HS code of Deferoxamine?
Where can I buy Deferoxamine?
What is the price of Deferoxamine?
Guides for buyers
Practical guides that help when you source, ship or handle Deferoxamine
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
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