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Iodixanol

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Identification
Molecular formula
C35H44I6N6O15
CAS number
92339-11-2
IUPAC name
3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid
State
State

Iodixanol is typically a solid at room temperature. It is used in a solution form for practical applications, especially in medical diagnostics.

Melting point (Celsius)
171.00
Melting point (Kelvin)
444.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
1550.21g/mol
Molar mass
1 550.2080g/mol
Density
2.1400g/cm3
Appearence

Iodixanol appears as a white to off-white crystalline powder. When dissolved in water, it forms a clear and colorless solution, which is often used in medical imaging.

Comment on solubility

Solubility of 3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid

The solubility of complex compounds like 3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid can be influenced by various factors. Here are some key points to consider:

  • Polarity: This compound contains multiple functional groups, which can affect its overall polarity and hence its solubility in different solvents.
  • Hydrogen Bonding: The presence of carboxylic acid groups may lead to strong hydrogen bonding interactions with water molecules, enhancing its solubility in polar solvents.
  • Nonpolar Character: Despite these polar groups, the molecule also contains iodine atoms, which are large and can contribute a degree of nonpolarity, potentially limiting solubility in aqueous environments.
  • Solvent Dependence: Thus, the solubility is likely to be higher in organic solvents compared to water. Typical solvents that could aid in dissolving this type of compound include dimethyl sulfoxide (DMSO) or dimethylformamide (DMF).

In summary, while 3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid may exhibit considerable solubility characteristics due to its polar features, the overall solubility profile is complex and dependent on the balance between its polar and nonpolar elements. Thus, experimentation under various conditions is recommended to ascertain its solubility behavior accurately.

Interesting facts

Interesting Facts about 3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid

This compound presents a fascinating case in the realm of organoiodine chemistry, characterized by its complex structure combining multiple functional groups and iodinated moieties.

Unique Characteristics

  • Iodine Abundance: Containing six iodine atoms, this compound showcases the distinctive reactivity and properties of halogenated compounds. Iodine can influence the electronic distribution and stability of the molecule, making it particularly interesting for various applications.
  • Biological Relevance: The presence of carboxylic acid and amino groups hints at potential biological activity. Such compounds can serve as pharmaceuticals or contrast agents in medical imaging, emphasizing the importance of functional groups in drug design.
  • Structural Complexity: The intricate arrangement of amino and carboxylic functionalities contributes to the compound's overall reactivity. This complexity is a hallmark of many biologically active molecules, where structure dictates function.

Potential Applications

  • Medical Imaging: Given its iodinated structure, this compound could be valuable in the field of medical imaging, particularly in techniques like X-ray imaging or computed tomography (CT) scans.
  • Drug Development: The structural uniqueness suggests that it may act as a scaffold for developing new therapeutic agents, especially in targeting specific diseases where iodine's effects on cellular processes could be advantageous.

As a fascinating example of how the intricate balance of structure, reactivity, and biological interaction can lead to innovation, 3-[[6-(3-carboxy-2,4,6-triiodo-anilino)-6-oxo-hexanoyl]amino]-2,4,6-triiodo-benzoic acid underscores the dynamic nature of organic chemistry.

In the words of renowned chemist Robert H. Grubbs, "Chemistry is a science of change. It is not a static field, and the compounds we study can lead us to new discoveries."


Synonyms
IODIPAMIDE
Adipiodone
606-17-7
Cholografin
Iodipamic acid
Adipiodon
Bilignost
Bilignostum
Cholospect
Biligrafin
Adipiodona
Transbilix
Adipiodonum [INN-Latin]
Adipiodona [INN-Spanish]
Adipiodonum
Adipiodone [INN]
3,3'-[(1,6-DIOXOHEXANE-1,6-DIYL)DIIMINO]BIS(2,4,6-TRIIODOBENZOIC ACID)
Iodipamide [USP:INN]
EINECS 210-105-5
3,3'-(Adipoyldiimino)bis(2,4,6-triiodobenzoic acid)
TKQ858A3VW
BRN 2230896
DTXSID6023153
HSDB 8066
N,N''-Adipoyl-bis(3-amino-2,4,6-triiodbenzoesaeure)
IODIPAMIDE [MI]
ADIPIODONE [JAN]
3-[[6-(3-carboxy-2,4,6-triiodoanilino)-6-oxohexanoyl]amino]-2,4,6-triiodobenzoic acid
NSC-757423
ADIPIODONE [MART.]
ADIPIODONE [WHO-DD]
IODIPAMIDE [USP-RS]
DTXCID203153
CHEBI:31176
IODIPAMIDE MEGLUMINE
IODIPAMIDE [USP MONOGRAPH]
Adipic acid di(3-carboxy-2,4,6-triiodoanilide)
4-14-00-01122 (Beilstein Handbook Reference)
3,3-Adipoyldiiminobis(2,4,6-Triiodobenzoic Acid)
Benzoic acid, 3,3'-((1,6-dioxo-1,6-hexanediyl)diimino)bis(2,4,6-triiodo-
3,3'(Adipoyldiimino)bis(2,4,6-triiodobenzoic acid)
NSC 757423
3-[5-[(3-CARBOXY-2,4,6-TRIIODO-PHENYL)CARBAMOYL]PENTANOYLAMINO]-2,4,6-TRIIODO-BENZOIC ACID
Benzoic acid, 3,3'-(adipoyldiimino)bis(2,4,6-triiodo-
NCGC00016523-03
CAS-606-17-7
Iodipamide (USP:INN)
Adipiodonum (INN-Latin)
Adipiodona (INN-Spanish)
Benzoic acid, 3,3'-[(1,6-dioxo-1,6-hexanediyl)diimino]bis[2,4,6-triiodo-
ADIPIODONE (MART.)
3-{5-[(3-carboxy-2,4,6-triiodophenyl)carbamoyl]pentanamido}-2,4,6-triiodobenzoic acid
IODIPAMIDE (USP-RS)
IODIPAMIDE (USP MONOGRAPH)
3-[[6-[(3-carboxy-2,4,6-triiodophenyl)amino]-6-oxohexanoyl]amino]-2,4,6-triiodobenzoic acid
Iodipamide (USP)
Adipiodone (JAN/INN)
UNII-TKQ858A3VW
biligrafine
3,3'-((1,6-dioxohexane-1,6-diyl)diimino)bis(2,4,6-triiodobenzoic acid)
3-(5-((3-carboxy-2,4,6-triiodophenyl)carbamoyl)pentanamido)-2,4,6-triiodobenzoic acid
3-((6-((3-carboxy-2,4,6-triiodophenyl)amino)-6-oxohexanoyl)amino)-2,4,6-triiodobenzoic acid
MFCD00058983
Iodipamide (Standard)
starbld0009605
Iodipamide (Adipiodone)
Prestwick0_000939
Prestwick1_000939
Prestwick2_000939
Prestwick3_000939
SCHEMBL37678
BSPBio_000878
MLS001066414
3,3'-Adipoyldiiminobis(2,4,6-triiodobenzoic Acid)
SPBio_003047
BPBio1_000966
GTPL7400
CHEMBL1165268
HY-B1292R
V08AC04
HMS1570L20
HMS2097L20
HMS2232C09
HMS3370I13
HMS3714L20
HY-B1292
Tox21_113504
XH1544
AKOS015964892
Tox21_113504_1
CCG-220939
DB04711
FI24595
NCGC00016523-01
NCGC00016523-02
NCGC00016523-04
NCGC00016523-05
MS-32005
SMR000471884
1ST163178
DB-053672
AB00513970
CS-0013062
I0299
NS00008576
D01774
G12161
EN300-23542612
Iodipamide, analytical standard, for drug analysis
SR-01000760542
Q4682934
SR-01000760542-2
3,3'-(Adipoyldimino)bis(2,4,6-triiodobenzoic acid)
BRD-K67261995-001-03-4
BRD-K67261995-001-11-7
N,N'-Adipylbis(3-amino-2,4,6-triiodobenzoic acid)
Iodipamide, United States Pharmacopeia (USP) Reference Standard
3,3'-(1,6-Dioxo-1,6-hexanediyl)diimino]bis(2,4,6-triiodobenzoic acid)
3,3'-[(1,6-Dioxo-1,6-hexanediyl)diimino]bis[2,4,6-triiodobenzoic acid
Benzoic acid, 3,3'-((1,6-dioxo-1,6-hexanediyl)diimino)bis(2,4,6-triiodo)-
3-({6-[(3-carboxy-2,4,6-triiodophenyl)amino]-1,6-dioxohexyl}amino)-2,4,6-triiodobenzoic acid