Details
Stereochemistry | ACHIRAL |
Molecular Formula | C11H9I3N2O4 |
Molecular Weight | 613.9136 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)NC1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I
InChI
InChIKey=YVPYQUNUQOZFHG-UHFFFAOYSA-N
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)
DescriptionSources: http://www.drugbank.ca/drugs/DB00271Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/010040s171lbl.pdf
Sources: http://www.drugbank.ca/drugs/DB00271
Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2015/010040s171lbl.pdf
This compound belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety. A commonly used x-ray contrast medium. 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. 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.
CNS Activity
Originator
Sources: http://www.ncbi.nlm.nih.gov/pubmed/?term=3198373
Curator's Comment: Diatrizoic acid was discovered in 1953 simultaneously and independently by Schering AG in Berlin and by Sterling-Winthrop in the USA.
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Diagnostic | Cystografin Approved UseRetrograde cystourethrography Launch Date-4.70102409E11 |
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Diagnostic | Gastrografin Approved UseGastrografin (DIATRIZOIC ACID) is indicated for radiographic examination of segments of the gastrointestinal tract (esophagus, stomach, proximal small intestine, and colon). Launch Date-3.77308807E11 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
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3.6 mg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6706519 |
3.36 mg/kg single, intravenous dose: 3.36 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROGEN IODIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
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7 mg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6706519 |
7.2 mg/kg single, intravenous dose: 7.2 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROGEN IODIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
110 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6706519 |
3.36 mg/kg single, intravenous dose: 3.36 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROGEN IODIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
102 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6706519 |
7.2 mg/kg single, intravenous dose: 7.2 mg/kg route of administration: Intravenous experiment type: SINGLE co-administered: |
HYDROGEN IODIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
PubMed
Title | Date | PubMed |
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Transcervical catheterization and cervical patency during the oestrous cycle in domestic cats. | 2001 |
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The accordion sign at CT: report of a case of Crohn's disease with diffuse colonic involvement. | 2001 |
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An analysis of mechanisms underlying the antifibrinolytic properties of radiographic contrast agents. | 2001 Dec |
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Results after colectomy for colonic inertia: a sixteen-year experience. | 2001 Dec |
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Flow-directed microcatheters for cerebral embolizations using Ethibloc--an in vitro study. | 2001 Dec |
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Effects of radiographic contrast media on pulmonary vascular resistance of normoxic and chronically hypoxic pulmonary hypertensive rats. | 2001 Dec |
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Radiographic contrast media induced nephropathy: experimental observations and the protective effect of calcium channel blockers. | 2001 Dec |
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Re: Renal artery embolization with diluted hot contrast medium: an experimental study. | 2001 Dec |
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Diagnostic accuracy of focused appendiceal CT in clinically equivocal cases of acute appendicitis. | 2001 Dec |
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Rapid diagnosis of sigmoid volvulus with water soluble urografin in emergency service. | 2001 Nov |
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Differential effects of radiocontrast agents on human umbilical vein endothelial cells: cytotoxicity and modulators of thrombogenicity. | 2001 Nov 20 |
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Effect of ionic and nonionic contrast media on fibrinolysis in patients undergoing angiocardiography. | 2001 Oct |
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Pseudomembranous colitis without diarrhea presenting clinically as acute intestinal pseudo-obstruction. | 2001 Sep |
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Oesophageal rupture resulting from airbag deployment during a motor vehicle accident. | 2001 Sep |
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[Opportunities of delayed densitometry of "late (fixed) contrast" as a test for tumors in residual mediastinal lesion in primary mediastinal lymphosarcoma after polychemotherapy]. | 2002 |
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Ionic radiocontrast media disrupt intercellular contacts via an extracellular calcium-independent mechanism. | 2002 |
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[Which imaging in case of sigmoid diverticulitis? The value of ultrasound (Conventional B-mode in combination with hydrocolonsonography and colour flow Doppler) in comparison to the well-established modalities like contrast enema and helical computertomography]. | 2002 Apr |
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Gastrografin administration in the treatment of postoperative delayed gastric emptying. | 2002 Apr |
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Diagnosis and management of enterovesical fistulas in patients with Crohn's disease. | 2002 Aug |
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Electrocardiographic effects of diagnostic imaging agents. | 2002 Aug |
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Emergency colonoscopy for distal intestinal obstruction syndrome in cystic fibrosis patients. | 2002 Aug |
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Thumbprinting due to ischemic colitis in a patient on oral anticoagulation. | 2002 Aug-Sep |
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Use of near-infrared reflection spectroscopy to study the effects of X-ray contrast media on renal tolerance in rats: effects of a prostacyclin analogue and of phosphodiesterase inhibitors. | 2002 Dec |
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Rectal washout with cytotoxic solution can be extended to the whole colon. | 2002 Dec |
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Evidence for involvement of mast cell degranulation and subsequent stimulation of histamine H1 and H2 receptors in radiographic contrast media-increased vascular permeability in rats. | 2002 Dec |
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Effects of intrathecal injection of diatrizoate on dopamine receptors. | 2002 Jul |
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Assessment of hypothalamic-pituitary-adrenal axis function after corticosteroid therapy in inflammatory bowel disease. | 2002 Jul |
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Contrast radiography and intestinal obstruction. | 2002 Jul |
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Therapeutic value of gastrografin in adhesive small bowel obstruction after unsuccessful conservative treatment: a prospective randomized trial. | 2002 Jul |
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Local tissue toxicity in response to extravascular extravasation of magnetic resonance contrast media. | 2002 Jul |
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Aneurysmal bone cysts: treatment with direct percutaneous Ethibloc injection: long-term results. | 2002 Jul-Aug |
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Type IV diaphragmatic hiatal hernia. | 2002 Jun-Jul |
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Early esophageal transit study after laparoscopic fundoplication: how useful is it? | 2002 Mar |
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Role of NO in endothelin-regulated drug transport in the renal proximal tubule. | 2002 Mar |
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Do clinically relevant circulating concentrations of radiographic contrast agents inhibit platelet-dependent arterial thrombosis? | 2002 Mar 1 |
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[Ultrasound and X-ray urethrography and urethroscopy during endoscopic operations on the urethra]. | 2002 Mar-Apr |
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A case of gastric duplication evaluated by gastric emptying scintigraphy. | 2002 May |
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Long-term survival of patients with stage IV hypopharyngeal cancer: impact of fundus rotation gastroplasty. | 2002 May |
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Renal excretion of ingested gastrografin: clinical relevance in early postoperative treatment of patients who have undergone gastric surgery. | 2002 May |
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Safety and efficacy of postoperative continuous positive airway pressure to prevent pulmonary complications after Roux-en-Y gastric bypass. | 2002 May-Jun |
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The role of theophylline in contrast-induced nephropathy: a case-control study. | 2002 Nov |
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Pressure-assisted micturating cystourethrography: reduction in duration of procedure and fluoroscopy time. | 2002 Nov |
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The value of contrast radiology for postoperative adhesive small bowel obstruction. | 2002 Nov-Dec |
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Venous port salvage utilizing low dose tPA. | 2002 Nov-Dec |
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Chronic renal dysfunction late after liver transplantation. | 2002 Oct |
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Renal chemoembolization with mitomycin c/Ethibloc: pharmacokinetics and efficacy in an animal model. | 2002 Sep |
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The diagnostic yield of colonoscopy and the therapeutic value of intraduodenal amidotrizoic acid injection in intestinal Diphyllobothrium latum infection: report of a case. | 2002 Sep |
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Is same-day sonography of the gallbladder feasible after intravenous urography or contrast-enhanced computed tomography? | 2002 Sep |
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Iothalamate measured by capillary electrophoresis is a suitable alternative to radiolabeled inulin in renal micropuncture. | 2002 Sep |
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[Fast method of labelling leukocytes with 99mTc HM PAO]. | 2002 Sep-Oct |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: For radiographic examination of segments of the gastrointestinal tract (Gastrografin) oral administration: adult oral dosage may range from 30 to 90 mL (11 to 33 g iodine), depending on the nature of the examination and the size of the patient. For Enemas or Enterostomy Instillations: should be diluted when it is used for enemas and enterostomy instillations. When used as an enema, the suggested dilution for adults is 240 mL (88 g iodine) in 1,000 mL of tap water. http://www.drugs.com/pro/gastrografin.html
;
The dose for retrograde use in cystography and voiding cystourethrography ranges from 25 to 300 mL depending on the age of the patient and the degree of bladder irritability
Route of Administration:
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C390
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NDF-RT |
N0000180185
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WHO-VATC |
QV08AA01
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WHO-ATC |
V08AA01
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NDF-RT |
N0000010258
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Code System | Code | Type | Description | ||
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DB00271
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M4263
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100000091574
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59733
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C016826
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C47483
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DTXSID0044521
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Diatrizoate
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4042
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1184005
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5UVC90J1LK
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DIATRIZOIC ACID
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PRIMARY | Description: A white or almost white, crystalline powder; odourless. Solubility: Very slightly soluble in water and ethanol (~750 g/l) TS; soluble in dimethylformamide R; sparingly soluble in methanol R; practically insoluble in ether R; dissolves in solutions of alkali hydroxides. Category: Used in the preparation of meglumine amidotrizoate as a radiocontrast medium. Storage: Amidotrizoic acid should be kept in a well-closed container, protected from light. Labelling: The designation on the container of amidotrizoic acid should state whether the substance is the dihydrate or the anhydrous form. Requirement: Amidotrizoic acid contains not less than 98.0% and not more than the equivalent of 102.0% of C11H9I3N2O4, calculated with reference to the dried substance. | ||
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SUB00443MIG
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5UVC90J1LK
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117-96-4
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262168
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851
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1546223
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D003973
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DIATRIZOIC ACID
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2140
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CHEMBL1201220
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204-223-6
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3319
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53691
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)