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Deferoxamine

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Identification
Molecular formula
C25H48N6O8
CAS number
70-51-9
IUPAC name
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide
State
State

Deferoxamine is solid at room temperature. It is often handled as a dry powder and is typically available as a mesylate salt, which aids in its solubility for medical applications.

Melting point (Celsius)
140.00
Melting point (Kelvin)
413.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
560.68g/mol
Molar mass
560.6760g/mol
Density
0.7700g/cm3
Appearence

Deferoxamine is typically found as a white to off-white powder. It is hygroscopic and is usually supplied as its mesylate salt form, which may appear slightly different in texture and sheen due to its crystalline nature.

Comment on solubility

Solubility of N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide

The solubility of the compound N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide (C25H48N6O8) is influenced by several factors due to its complex structure and functional groups. Here are some key points to consider:

  • Structure and Polarity: The presence of multiple amine and hydroxyl groups enhances the compound's polarity, which generally increases its solubility in polar solvents such as water.
  • Hydrogen Bonding: This compound is likely to form hydrogen bonds with water, which can further contribute to its solubility. Hydrophilic interactions play a significant role in solubilization.
  • Molecular Size: With 25 carbon atoms and an abundance of functional groups, larger molecules can often exhibit lower solubility compared to smaller molecules, despite their polar features.
  • Solvent Dependency: It's important to consider the type of solvent. For instance, while the compound may be soluble in aqueous solutions, its solubility may vary in organic solvents.

Overall, while one might expect solubility due to the hydrophilic characteristics, the intricate balance of hydrophobic regions (from the carbon chains) and hydrophilic regions (from amino and hydroxyl groups) makes predicting the exact solubility complex. Any practical application or experimental work would benefit from empirical testing to determine the specific solubility profile in relevant conditions.

Interesting facts

Interesting Facts about N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide

N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide is a complex chemical compound that presents intriguing features and potential applications. Here are some compelling aspects:

  • Pharmaceutical Significance: This compound is of particular interest in the field of pharmaceuticals, as modifications in its structure allow for the potential development of novel drug therapies.
  • Biological Interactivity: The presence of amino groups suggests that it may interact favorably with various biological systems, potentially influencing protein synthesis and cellular signaling pathways.
  • Versatility in Modifications: The compound contains multiple reactive sites, which offers great versatility in terms of chemical modifications, allowing chemists to tailor its properties for specific applications.
  • Applications in Drug Delivery: Its structure indicates potential use in targeted drug delivery systems, where it might be designed to release therapeutic agents directly into specific tissues or cells.
  • Research Opportunities: As a complex organic molecule, it presents numerous opportunities for research in organic synthesis and medicinal chemistry, offering potential insights into new synthetic methodologies.

In summary, N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxo-butanoyl]-hydroxy-amino]pentyl]-N'-(5-aminopentyl)-N'-hydroxy-butanediamide is not just a compound; it's a starting point for exploring a variety of significant scientific avenues that may lead to advancements in health and medicine.

Synonyms
deferoxamine
Desferrioxamine B
70-51-9
DESFERRIOXAMINE
Deferoxamin
Deferrioxamine
Deferoxamine B
Deferrioxamine B
Deferoxaminum
Desferin
DFOM
Desferan
Desferex
Desferral
Desferrin
N-Benzoylferrioxamine B
DF B
Deferoxamina
Deferoxamide B
DFOA
NSC-527604
Ferrioxamine B, N-benzoyl-
Desferriferrioxamin B
Desferoxamine b
N1-(5-Aminopentyl)-N1-hydroxy-N4-(5-(N-hydroxy-4-((5-(N-hydroxyacetamido)pentyl)amino)-4-oxobutanamido)pentyl)succinamide
Dfo-b
HSDB 3311
desferrioxamine-B
UNII-J06Y7MXW4D
Deferoxaminum [INN-Latin]
Deferoxamina [INN-Spanish]
EINECS 200-738-5
J06Y7MXW4D
Ba 33112
BRN 2514118
CHEBI:4356
NSC527604
Butanediamide, N'-(5-((4-((5-(acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxy-
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
DTXSID7022887
Ba-33112
EC 200-738-5
1-Amino-6,17-dihydroxy-7,10,18,21-tetraoxo-27-(N-acetyl hydroxylamino)-6,11,17,22-tetraazaheptaeicosane
Deferoxamine (USAN)
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
Propionohydroxamic acid, N-(5-(3-((5-aminopentyl)hydroxycarbamoyl)propionamido)pentyl)-3-((5-(N-hydroxyacetamido)pentyl)carbamoyl)-
Desferal mesylate
DEFEROXAMINE [USAN]
Deferoxaminum (INN-Latin)
Deferoxamina (INN-Spanish)
N-(5-aminopentyl)-N-hydroxy-N'-[5-(N-hydroxy-3-{[5-(N-hydroxyacetamido)pentyl]carbamoyl}propanamido)pentyl]butanediamide
Deferoxamine B; Deferriferrioxamine B; Deferrioxamine
Deferoximine
Desferioximine
Desferroxamine
MLS002702118
Deferoxamine [USAN:INN]
Butanediamide, N'-[5-[[4-[[5-(acetylhydroxyamino)pentyl]amino]-1,4-dioxobutyl]hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxy-
NSC268993
SMR000058548
Cordaneurin
Desferrioxamin
Perineurin
Desferioxamine B
N'-(5-(acetyl(hydroxy)amino)pentyl)-N-(5-(4-((5-aminopentyl)(hydroxy)amino)-4-oxobutanamido)pentyl)-N-hydroxybutanediamide
N'-{5-[acetyl(hydroxy)amino]pentyl}-N-(5-{4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanamido}pentyl)-N-hydroxybutanediamide
N'-{5-[acetyl(hydroxy)amino]pentyl}-N-[5-({4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanoyl}amino)pentyl]-N-hydroxybutanediamide
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
N1-(5-Aminopentyl)-N1-hydroxy-N4-[5-[N-hydroxy-4-[[5-(N-hydroxyacetamido)pentyl]amino]-4-oxobutanamido]pentyl]succinamide
Propionohydroxamic acid, N-[5-[3-[(5-aminopentyl)hydroxycarbamoyl]propionamido]pentyl]-3-[[5-(N-hydroxyacetamido)pentyl]carbamoyl]-
deferoxamine-mesylate
DFOB
Desferal (Salt/Mix)
Spectrum_000892
Deferoxamine (Standard)
Prestwick0_000725
Prestwick1_000725
Prestwick2_000725
Prestwick3_000725
Spectrum2_001155
Spectrum3_000376
Spectrum4_000311
Spectrum5_000827
DEFEROXAMINE [MI]
DEFEROXAMINE [INN]
CHEMBL556
DEFEROXAMINE [HSDB]
DEFEROXAMINE [VANDF]
SCHEMBL34571
BSPBio_000650
BSPBio_002131
KBioGR_000922
KBioGR_002429
KBioSS_001372
KBioSS_002435
cid_62881
DEFEROXAMINE [WHO-DD]
DivK1c_000082
Ba 29837 (Salt/Mix)
SPBio_001109
SPBio_002589
BPBio1_000716
CGH-749B
DTXCID002887
ICL-749B
BDBM47715
HY-B1625R
KBio1_000082
KBio2_001372
KBio2_002429
KBio2_003940
KBio2_004997
KBio2_006508
KBio2_007565
KBio3_001351
KBio3_002908
cMAP_000047
NINDS_000082
HMS3604E17
BCP16524
HY-B1625
LMFA08020169
MFCD00242585
WLN: Z5NQV/2VM5NQV/ 21
DEFEROXAMINE, Deferoxamine Mesylate
AKOS016004824
DB00746
FD46531
IDI1_000082
SMP2_000121
NCGC00178802-01
NCGC00178802-02
NCGC00178802-03
DA-72630
MS-30181
NCI60_002181
SMR001550278
SY237696
SBI-0051332.P003
AB00053447
CS-0013559
NS00007870
C06940
D03670
F11488
AB00053447_14
EN300-19748908
Q419618
BRD-K09821361-066-05-0
BRD-K09821361-066-06-8
BRD-K09821361-066-08-4
BRD-K09821361-066-13-4
BRD-K09821361-066-15-9
BRD-K09821361-066-16-7
BRD-K09821361-066-23-3
BRD-K09821361-066-24-1
BRD-K09821361-066-25-8
3,14,20,25-Pentaazatriacontane-2,10,13,21,24-pentone, 30-amino-3,14,25-trihydroxy-
30-Amino-3,25-trihydroxy-3,9,14,20,25-pentaazatriacontane-2,10,13,21,24-pentaone
Butanediamide,4-dioxobutyl]hydroxyamino]pentyl]-N-(5-aminopentyl)-N-hydroxy-
1-amino-6,17-dihydroxy-7,10,18,21-tetraoxo-27-(n-acetylhydroxylamino)-6,11,17,22-tetraazaheptaeicosane
200-738-5
BUTANEDIAMIDE, N'-(5-((4-((5-(ACETYLHYDROXYAMINO)PENTYL)AMINO)-1,4-DIOXOBUTYL)HYDROXYAMINO) PENTYL)-N-(5-AMINOPENTYL)-N-HYDROXY-
N''''-(5-azanylpentyl)-N-[5-[[4-[5-[ethanoyl(oxidanyl)amino]pentylamino]-4-oxidanylidene-butanoyl]-oxidanyl-amino]pentyl]-N''''-oxidanyl-butanediamide;methanesulfonic acid
N'-
N'-(5-((4-((5-(Acetylhydroxyamino)pentyl)amino)-1,4-dioxobutyl)hydroxyamino)pentyl)-N-(5-aminopentyl)-N-hydroxybutanediamide
N'-[5-(acetyl-hydroxy-amino)pentyl]-N-[5-[3-(5-aminopentyl-hydroxy-carbamoyl)propanoylamino]pentyl]-N-hydroxy-butane diamide
N(4)-(5-(acetyl(hydroxy)amino)pentyl)-N(1)-(5-(4-((5-aminopentyl)(hydroxy)amino)-4-oxobutanamido)pentyl)-N(1)-hydroxybutanediamide
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-1,4-dioxobutyl]-hydroxyamino]pentyl]-N''''-(5-aminopentyl)-N''''-hydroxybutanediamide;methanesulfonic acid
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-keto-butanoyl]-hydroxy-amino]pentyl]-N''-(5-aminopentyl)-N''-hydroxy-succinamide;mesylic acid
N-[5-[[4-[5-[acetyl(hydroxy)amino]pentylamino]-4-oxobutanoyl]-hydroxyamino]pentyl]-N''''-(5-aminopentyl)-N''''-hydroxybutanediamide;methanesulfonic acid
N~1~-(5-(Acetyl(hydroxy)amino)pentyl)-N~4~-(5-((4-((5-aminopentyl)(hydroxy)amino)-4-oxobutanoyl)amino)pentyl)-N~4~-hydroxysuccinamide
N~4~-{5-[acetyl(hydroxy)amino]pentyl}-N~1~-[5-({4-[(5-aminopentyl)(hydroxy)amino]-4-oxobutanoyl}amino)pentyl]-N~1~-hydroxybutanediamide
PROPIONOHYDROXAMIC ACID, N-(5-(3-((5-AMINOPENTYL)HYDROXYCARBAMOYL)PROPIONAMIDO)PENTYL) -3-((5-(N-HYDROXYACETAMIDO)PENTYL)CARBAMOYL-
Propionohydroxamic acid, N-[5-(3-[(5-aminopentyl)hydroxycarbamoyl]propionamido)phentyl]-3-([5-(N-hydroxyacetamido)pentyl]carbamoyl)-
Propionohydroxamic acid, N-[5-[3-[(5-aminopentyl)hydroxycarbamoyl]propionamido]pentyl]-3-[(5-N-hydroxyacetamido)pentyl]carbamoyl]-