Home > Compound List > Compound details
50978-11-5 molecular structure
click picture or here to close

3,5-diacetamido-2,4,6-triiodobenzoic acid

ChemBase ID: 156
Molecular Formular: C11H9I3N2O4
Molecular Mass: 613.91357
Monoisotopic Mass: 613.76965078
SMILES and InChIs

SMILES:
Ic1c(NC(=O)C)c(I)c(c(I)c1NC(=O)C)C(=O)O
Canonical SMILES:
CC(=O)Nc1c(I)c(NC(=O)C)c(c(c1I)C(=O)O)I
InChI:
InChI=1S/C11H9I3N2O4/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18/h1-2H3,(H,15,17)(H,16,18)(H,19,20)
InChIKey:
YVPYQUNUQOZFHG-UHFFFAOYSA-N

Cite this record

CBID:156 http://www.chembase.cn/molecule-156.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3,5-diacetamido-2,4,6-triiodobenzoic acid
IUPAC Traditional name
diatrizoate
Brand Name
Angiovist 282
Cardiografin
Conray 35
Diat
Gastrografin
Hypaque
Iothalamate
Odiston
Reno-dip
Renografin 76
Triombrin
Triombrine
Urotrast
Urovison
Urovist Cysto
Urovist Cysto Pediatric
Urovist Sodium 300
Vascoray
Synonyms
Amidotrizoic Acid
Amidotrizoate
Diatriazoate
Diatrizoate sodium
Diatrizoate sodium salt
Diatrizoic acid
Diatrizoic acid sodium salt
Meglumine diatrizoate
Methalamic acid
Sodium amidotrizoate
Sodium diatrizoate
Urografin acid
Urogranoic acid
NSC 262168
Diatrizoic acid
DIATRIZOIC ACID DIHYDRATE
3,5-Bis(acetylamino)-2,4,6-triiodobenzoic Acid
2,4,6-Triiodo-3,5-diacetamidobenzoic Acid
Diatrizoate
Odiston
Urotrast
Amidotrizoic Acid
Diatrizoate
3,5-Diacetamido-2,4,6-triiodobenzoic acid
Diatrizoic acid
3,5-双(乙酰胺基)-2,4,6-三碘苯甲酸
泛影酸
CAS Number
50978-11-5
117-96-4
737-31-5
EC Number
204-223-6
MDL Number
MFCD00069960
PubChem SID
24894277
160963619
46504704
PubChem CID
2140
CHEBI ID
53691
ATC CODE
V08AA01
CHEMBL
1201220
Chemspider ID
2055
DrugBank ID
DB00271
KEGG ID
D02240
Wikipedia Title
Diatrizoic_acid

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.16767  H Acceptors
H Donor LogD (pH = 5.5) -0.22589728 
LogD (pH = 7.4) -0.627878  Log P 2.8930829 
Molar Refractivity 103.1277 cm3 Polarizability 38.97926 Å3
Polar Surface Area 95.5 Å2 Rotatable Bonds
Lipinski's Rule of Five false 
Log P 2.27  LOG S -3.76 
Solubility (Water) 1.07e-01 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
>300°C expand Show data source
Hydrophobicity(logP)
3.3 expand Show data source
Storage Condition
Amber Vial, -20°C Freezer expand Show data source
Room Temperature (15-30°C), Protect from light expand Show data source
RTECS
DG5950000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
95+% expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C11H9I3N2O4 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Wikipedia Wikipedia MP Biomedicals MP Biomedicals TRC TRC
DrugBank - DB00271 external link
Item Information
Drug Groups approved
Description A commonly used x-ray contrast medium. As diatrizoate meglumine and as Diatrizoate sodium, it is used for gastrointestinal studies, angiography, and urography. [PubChem]
Indication Used, alone or in combination, for a wide variety of diagnostic imaging methods, including angiography, urography, cholangiography, computed tomography, hysterosalpingography, and retrograde pyelography. It can be used for imaging the gastrointestinal tract in patients allergic to barium.
Pharmacology Diatrizoate is the most commonly used water-soluble, iodinated, radiopaque x-ray contrast medium. Radiopaque agents are drugs used to help diagnose certain medical problems. They contain iodine, which blocks x-rays. Depending on how the radiopaque agent is given, it localizes or builds up in certain areas of the body. The resulting high level of iodine allows the x-rays to make a "picture" of the area. The areas of the body in which the radiopaque agent localizes will appear white on the x-ray film. This creates the needed distinction, or contrast, between one organ and other tissues. The contrast will help the doctor see any special conditions that may exist in that organ or part of the body.
Toxicity High osmolal radiocontrast agents like diatrizoate are cytotoxic to renal cells. The toxic effects include apoptosis, cellular energy failure, disruption of calcium homeostasis, and disturbance of tubular cell polarity, and are thought to be linked to oxidative stress.
Affected Organisms
Humans and other mammals
Elimination However, it is not metabolized but excreted unchanged in the urine, each diatrizoate molecule remaining "obligated" to its sodium moiety. The liver and small intestine provide the major alternate route of excretion for diatrizoate. Injectable radiopaque diagnostic agents are excreted unchanged in human milk. Saliva is a minor secretory pathway for injectable radiopaque diagnostic agents.
External Links
Wikipedia
MP Biomedicals - 02191501 external link
(Amidotrizoic Acid)
Toronto Research Chemicals - A576800 external link
Density gradient reagent for blood cell seperation. Diagnostic aid (radiopaque medium).

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Kalmer, J.R., et al., J. Immunol. Methods, 110, 275 (1988)
  • • Wang, Y., et al.: Br. J. Radiol., 170, 1229 (1988)
  • • Wong, V., et al.: Eur. J. Pharmacol., 433, 135 (2001).
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle