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Iopamidol

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Identification
Molecular formula
C17H22I3N3O8
CAS number
60166-93-0
IUPAC name
N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide
State
State

Iopamidol is typically encountered in solution form due to its high solubility, though it can be found as a solid in its raw powder form prior to preparation of solutions for medical applications. When used as a contrast agent, it is most commonly found as a sterile aqueous solution.

Melting point (Celsius)
122.00
Melting point (Kelvin)
395.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
777.09g/mol
Molar mass
777.0900g/mol
Density
1.4300g/cm3
Appearence

Iopamidol is a white to off-white crystalline powder. This nonionic, water-soluble compound is used mainly as a contrast medium and is noted for its low osmolarity and viscosity. These properties make it particularly useful in medical imaging where high quality radiographic contrast is required.

Comment on solubility

Solubility of N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide (C17H22I3N3O8)

The solubility of a compound like N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide is a complex interplay of various factors, primarily influenced by its molecular structure and the presence of functional groups. In general, solubility can be analyzed based on the following key points:

  • Hydrophilicity vs. Hydrophobicity: The presence of multiple hydroxyl groups indicates a certain degree of hydrophilicity, which can enhance solubility in polar solvents, such as water.
  • Iodine Atoms: The three iodine atoms contribute to both the molecular mass and the steric hindrance, which may affect how the compound interacts with solvent molecules.
  • Carboxamide Groups: These groups often increase solubility due to their ability to form hydrogen bonds with water, thus further enhancing polarity.
  • Temperature and pH: Solubility is also a dynamic parameter that can change with temperature and the pH of the solution. For instance, alterations in pH might affect the protonation state of the carboxamide groups, thus altering solubility characteristics.

In summary, while predictions about the solubility of this compound can be made based on its functional groups and structure, precise solubility data would require empirical testing. It is essential to conduct experiments under controlled conditions to obtain a more comprehensive understanding of its solubility behavior.

Interesting facts

Interesting Facts about N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide

N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide is a complex chemical entity that captures the interest of chemists for various reasons:

  • Biological Relevance: This compound is an example of a modified benzene derivative that carries multiple functional groups. The incorporation of iodine atoms, especially in the context of biochemistry, often indicates a potential role in imaging techniques, such as in certain types of radiology.
  • Functional Groups: The presence of several hydroxymethyl and carboxamide groups enhances its solubility and interaction with biological macromolecules, making it a candidate for drug formulation and design.
  • Applications in Research: Its unique structure suggests potential applications in medicinal chemistry, particularly in the development of pharmaceuticals aimed at targeting specific biological pathways.
  • Structure-Activity Relationship: The modification of certain positions on the aromatic ring can lead to alterations in pharmacodynamics and pharmacokinetics, showcasing the importance of structural variations in compound efficacy.
  • Colorimetric Properties: Compounds with iodine substitutions often exhibit interesting colorimetric properties, which can be harnessed in various analytical chemistry methods.

In summary, N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-(2-hydroxypropanoylamino)-2,4,6-triiodo-benzene-1,3-dicarboxamide stands as an intriguing subject for those studying synthetic organic chemistry, medicinal applications, and the interplay between structure and biological activity. As one researcher noted, "The complexity of molecular interactions is often reflected in the intricacy of the compound's design." It's this deep connection between chemistry and biology that continually drives innovation in the field.

Synonyms
Bracco 15000
60208-45-9
62883-00-5
N1,N3-Bis(1,3-dihydroxypropan-2-yl)-5-(2-hydroxypropanamido)-2,4,6-triiodoisophthalamide
D-Iopamidol
DTXSID90860751
1,3-Benzenedicarboxamide,N,N'-bis[2-hydroxy- 1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1- oxopropyl)amino]-2,4,6-triiodo-
1-N,3-N-bis(1,3-dihydroxypropan-2-yl)-5-(2-hydroxypropanoylamino)-2,4,6-triiodobenzene-1,3-dicarboxamide
1,3-Benzenedicarboxamide, N,N'-bis(2-hydroxy-1-(hydroxymethyl)ethyl)-5-((2-hydroxy-1-oxopropyl)amino)-2,4,6-triiodo-
1,3-Benzenedicarboxamide, N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodo-
1-N,3-N-bis(1,3-dihydroxypropan-2-yl)-5-[[(2S)-2-hydroxypropanoyl]amino]-2,4,6-triiodobenzene-1,3-dicarboxamide
B-15000;SQ-13396
Iopamidol, (+/-)-
GZ5XLU9D3L
Bracco 15000;Iopamidol
SCHEMBL471484
CHEMBL4759972
DTXCID30209266
(S)-N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodoisophthaldiamide
BCP31799
BCP34393
AKOS015894895
N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodo-1,3-Benzenedicarboxamide
SY284398
NS00117947
SR-01000872679
SR-01000872679-1
Gastromiro; B-15000;SQ-13396; SQ 13396; SQ13396
(N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-5 lactamidoisophthalamide)
N1,N3-Bis(1,3-Dihydroxypropan-2-yl)-5-(2-hydroxy-propanamido)-2,4,6-triiodoisophthalamide
(S)-N1,N3-Bis(1,3-dihydroxy-2-propyl)-5-(2-hydroxypropanamido)-2,4,6-triiodoisophthalamide
1,3-Benzenedicarboxamide, N,N'-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodo-, (+/-)-
1,3-Benzenedicarboxamide, N1,N3-bis[2-hydroxy-1-(hydroxymethyl)ethyl]-5-[(2-hydroxy-1-oxopropyl)amino]-2,4,6-triiodo-