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Iothalamic acid

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Identification
Molecular formula
C11H9I3N2O4
CAS number
2276-90-6
IUPAC name
3,5-diacetamido-2,4,6-triiodo-benzoic acid
State
State

At room temperature, iothalamic acid is typically in a solid state. It is usually prepared in a solution form for its use in medical imaging.

Melting point (Celsius)
261.00
Melting point (Kelvin)
534.15
Boiling point (Celsius)
212.00
Boiling point (Kelvin)
485.15
General information
Molecular weight
613.94g/mol
Molar mass
613.9410g/mol
Density
2.4520g/cm3
Appearence

Iothalamic acid is typically a white or off-white crystalline powder. It is often used in its sodium salt form for medical imaging purposes.

Comment on solubility

Solubility of 3,5-Diacetamido-2,4,6-triiodo-benzoic acid

The solubility of 3,5-diacetamido-2,4,6-triiodo-benzoic acid (C11H9I3N2O4) is influenced by several factors, including its molecular structure and the presence of iodine atoms. Here are some key points to consider:

  • Organic Solvents: This compound tends to exhibit moderate solubility in organic solvents due to its relatively non-polar character, resulting from the large iodine substituents.
  • Aqueous Solubility: The introduction of polar functional groups, such as the acetamido groups, can enhance its solubility in water, but the overall hydrophobic nature from the triiodobenzoic structure may limit it.
  • pH Effects: Changes in pH can significantly impact solubility; the acidic functional groups may become ionized, increasing solubility in basic solutions.

In general, when considering the solubility of this compound, it's essential to remember:

  1. Solubility can vary widely with temperature, solvent polarity, and pH.
  2. Due to the iodine atoms, expect lower solubility in polar solvents compared to non-polar solvents.
  3. Experimental validation is necessary for precise solubility data.

In summary, while 3,5-diacetamido-2,4,6-triiodo-benzoic acid has functional groups that promote solubility, the presence of multiple iodine atoms complicates the overall solubility profile.

Interesting facts

Interesting Facts about 3,5-Diacetamido-2,4,6-triiodo-benzoic acid

3,5-Diacetamido-2,4,6-triiodo-benzoic acid is a fascinating compound that showcases the intriguing intersection of organic chemistry and medicinal applications. Here are some interesting insights about this complex molecule:

  • Structural Diversity: This compound features both amide and iodo groups, highlighting an impressive level of structural diversity. The presence of three iodine atoms contributes to its unique properties.
  • Medical Relevance: The iodo substitution pattern makes this compound of particular interest in medical imaging, as iodinated compounds are commonly used as contrast agents in X-ray imaging and computed tomography (CT) scans.
  • Enduring Utility: It is also notable that benzoic acid derivatives, like this compound, are often investigated for their potential antimicrobial properties. The combination of data suggests possible uses in pharmaceuticals and preservatives.
  • Synthetic Pathways: The synthesis of 3,5-diacetamido-2,4,6-triiodo-benzoic acid is a remarkable example of organic synthesis, involving techniques such as aromatic iodination and acylation reactions that are of great interest to chemists.
  • Impact on Research: This compound has become a subject of study in various fields, such as chemical biology and environmental chemistry, due to its diverse applications.

In summary, 3,5-diacetamido-2,4,6-triiodo-benzoic acid is not just a chemical structure; it serves as a gateway to understanding essential concepts in both organic synthesis and medicinal applications. Its unique properties make it a valuable compound in the scientific community.

Synonyms
Diatrizoic acid
amidotrizoic acid
117-96-4
DIATRIZOATE
Urogranoic acid
3,5-Diacetamido-2,4,6-triiodobenzoic acid
Urografin acid
Amidotrizoate
Urotrast
Odiston
Triombrin
Methalamic acid
Diat
Acidum amidotrizoicum
3,5-Bis(acetylamino)-2,4,6-triiodobenzoic acid
Diatriazoate
Diatrizoesaure
Benzoic acid, 3,5-bis(acetylamino)-2,4,6-triiodo-
Acide amidotrizoique
Hypaque
2,4,6-Triiodo-3,5-diacetamidobenzoic acid
Acidum diacetylaminotrijodbenzoicum
S 17
5UVC90J1LK
Diatrizoate sodium salt
amidotrizoic acid (anhydrous)
Gastrografin
G 2-75
Vascoray
NSC 262168
NSC-262168
DTXSID0044521
CHEBI:53691
Renografin 76
Hypaque 50
Benzoic acid, 3,5-diacetamido-2,4,6-triiodo-
diatrizoic acid (anhydrous)
Amidotrizoic acid, anhydrous
Amidotrizoic acid;Diatrizoate
Acidum amidotrizoicum, anhydrous
DTXCID8024521
NSC262168
3,5-bis-acetamido-2,4,6-triiodobenzoic acid
MFCD00069960
UNII-408463F217
3,5-Bis(acetamido)-2,4,6-triiodobenzoic Acid
DIATRIZOIC ACID (II)
DIATRIZOIC ACID [II]
DIAT [German]
Triombrin [Russian]
Amidotrzoique (acide)
DIATRIZOIC ACID (USP-RS)
DIATRIZOIC ACID [USP-RS]
AMIDOTRIZOIC ACID (MART.)
AMIDOTRIZOIC ACID [MART.]
DiatrizoicAcid
Urografic acid, sodium salt
Urothrast
Diatrizoesaure [German]
DIATRIZOIC ACID (USP MONOGRAPH)
DIATRIZOIC ACID [USP MONOGRAPH]
Ml 216
Win 8308-3
NSC61815
HSDB 4042
Sodium (diacetyldiamine)triiodobenzoate
NCGC00021123-02
EINECS 204-223-6
UNII-5UVC90J1LK
BRN 2225144
Diatrizoesaeure
diatrizoic-acid
Diatrizoic acid [USAN:USP]
Diatrizoic Acid,(S)
Diatrizoic acid (USP)
3,5-diacetamido-2,4,6-triiodo-benzoic acid
DIATRIZOATE [VANDF]
Diatrizoic acid (Standard)
EC 204-223-6
Amidotrizoic acid (JP17)
cid_8566
SCHEMBL8508
3,4,6-triiodobenzoic acid
DIATRIZOIC ACID [MI]
Amidotrizoate (*sodium salt*)
DIATRIZOIC ACID [HSDB]
DIATRIZOIC ACID [USAN]
(Diacetyldiamine)triiodobenzoate
AMIDOTRIZOIC ACID [JAN]
CHEMBL1201220
BDBM62875
HY-B0926R
HMS2094A11
Pharmakon1600-01505777
AMIDOTRIZOIC ACID [WHO-DD]
AMIDOTRIZOIC ACID [WHO-IP]
HY-B0926
Tox21_301929
NSC760390
s4563
Amidotrizoic acid, analytical standard
AKOS001073646
AC-4695
CCG-213547
DB00271
NSC-760390
WLN: 1VMR BI DI FI CVQ EMV1
NCGC00021123-01
NCGC00255848-01
2,6-Triiodo-3,5-diacetamidobenzoic acid
AS-68015
CAS-117-96-4
DA-52505
SBI-0206932.P001
ACIDUM AMIDOTRIZOICUM [WHO-IP LATIN]
Benzoic acid,5-diacetamido-2,4,6-triiodo-
D1462
NS00000227
3,5-diacetylamino-2,4,6-triiodobenzoic acid
AMIDOTRIZOIC ACID, ANHYDROUS [WHO-IP]
EN300-00176
3,5-Di(acetamido)-2,4,6-triiodobenzoic Acid
D02240
D89865
AB00979425-01
AB00979425_02
Benzoic acid,5-bis(acetylamino)-2,4,6-triiodo-
Diatrizoic acid (sold as SODIUM AMIDOTRIZOATE)
Q411511
BRD-K48247567-001-01-9
Z56886396
ACIDUM AMIDOTRIZOICUM, ANHYDROUS [WHO-IP LATIN]
3, 5-Diacetamido-2,4,6-triiodobenzoic acid, sodium salt
Diatrizoic acid dihydrate, meets USP testing specifications
Benzoic acid, 3,5-diacetamido-2,4, 6-triiodo-, sodium salt
Diatrizoic acid, United States Pharmacopeia (USP) Reference Standard
Amidotrizoic acid dihydrate, European Pharmacopoeia (EP) Reference Standard
Amidotrizoic acid for system suitability, European Pharmacopoeia (EP) Reference Standard
204-223-6
3,5-diacetamido-2,4,6-triiodo-benzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol
3,5-diacetamido-2,4,6-tris(iodanyl)benzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol