U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C11H8I3N2O4.Na
Molecular Weight 635.8954
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIATRIZOATE SODIUM

SMILES

[Na+].CC(=O)NC1=C(I)C(C([O-])=O)=C(I)C(NC(C)=O)=C1I

InChI

InChIKey=ZEYOIOAKZLALAP-UHFFFAOYSA-M
InChI=1S/C11H9I3N2O4.Na/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);/q;+1/p-1

HIDE SMILES / InChI

Description
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.

Originator

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

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Cystografin

Approved Use

Retrograde cystourethrography

Launch Date

1955
Diagnostic
Gastrografin

Approved Use

Gastrografin (DIATRIZOIC ACID) is indicated for radiographic examination of segments of the gastrointestinal tract (esophagus, stomach, proximal small intestine, and colon).

Launch Date

1958
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
7 mg/mL
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
3.6 mg/mL
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
102 min
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
110 min
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
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Transcervical catheterization and cervical patency during the oestrous cycle in domestic cats.
2001
The accordion sign at CT: report of a case of Crohn's disease with diffuse colonic involvement.
2001
Laparoscopic inflatable band with Roux-en-Y gastric bypass.
2001 Aug
The role of early radiological studies after gastric bariatric surgery.
2001 Aug
An analysis of mechanisms underlying the antifibrinolytic properties of radiographic contrast agents.
2001 Dec
Preoperative bowel preparation with meglumine and sodium diatrizoate (Gastrografin): a prospective randomised comparison.
2001 Dec
Results after colectomy for colonic inertia: a sixteen-year experience.
2001 Dec
Flow-directed microcatheters for cerebral embolizations using Ethibloc--an in vitro study.
2001 Dec
Effects of radiographic contrast media on pulmonary vascular resistance of normoxic and chronically hypoxic pulmonary hypertensive rats.
2001 Dec
Radiographic contrast media induced nephropathy: experimental observations and the protective effect of calcium channel blockers.
2001 Dec
Re: Renal artery embolization with diluted hot contrast medium: an experimental study.
2001 Dec
Diagnostic accuracy of focused appendiceal CT in clinically equivocal cases of acute appendicitis.
2001 Dec
Glucose alters the susceptibility of mesangial cells to contrast media.
2001 Jul
Rapid diagnosis of sigmoid volvulus with water soluble urografin in emergency service.
2001 Nov
Appendiceal disease in women with endometriosis and right lower quadrant pain.
2001 Nov
Videourodynamic and sphincter motor unit potential analyses in Parkinson's disease and multiple system atrophy.
2001 Nov
Differential effects of radiocontrast agents on human umbilical vein endothelial cells: cytotoxicity and modulators of thrombogenicity.
2001 Nov 20
Effect of ionic and nonionic contrast media on fibrinolysis in patients undergoing angiocardiography.
2001 Oct
Pseudomembranous colitis without diarrhea presenting clinically as acute intestinal pseudo-obstruction.
2001 Sep
Oesophageal rupture resulting from airbag deployment during a motor vehicle accident.
2001 Sep
Ionic radiocontrast media disrupt intercellular contacts via an extracellular calcium-independent mechanism.
2002
Short-term moderate sodium restriction induces relative hyperfiltration in normotensive normoalbuminuric Type I diabetes mellitus.
2002 Apr
Gastrografin administration in the treatment of postoperative delayed gastric emptying.
2002 Apr
Effect of iomeprol on rat hippocampal slice synaptic transmission: comparison with other X-ray contrast agents.
2002 Apr
Thumbprinting due to ischemic colitis in a patient on oral anticoagulation.
2002 Aug-Sep
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
Rectal washout with cytotoxic solution can be extended to the whole colon.
2002 Dec
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
Primary anastomosis and diverting colostomy in diffuse diverticular peritonitis.
2002 Feb
Virtual gastroduodenoscopy: a new look at the bypassed stomach and duodenum after laparoscopic Roux-en-Y gastric bypass for morbid obesity.
2002 Feb
The utility of contrast studies and drains in the management of patients after Roux-en-Y gastric bypass.
2002 Feb
Systemic platelet effects of contrast media: implications for cardiologic research and clinical practice.
2002 Jan
Plasma exogenous creatinine clearance test in dogs: comparison with other methods and proposed limited sampling strategy.
2002 Jan-Feb
Assessment of hypothalamic-pituitary-adrenal axis function after corticosteroid therapy in inflammatory bowel disease.
2002 Jul
Contrast radiography and intestinal obstruction.
2002 Jul
Aneurysmal bone cysts: treatment with direct percutaneous Ethibloc injection: long-term results.
2002 Jul-Aug
Early esophageal transit study after laparoscopic fundoplication: how useful is it?
2002 Mar
Gastrocolocutaneous Fistula as a complication of peg tube placement.
2002 Mar
Changes in the fibrinolytic system during angiography with ionic and with nonionic contrast media.
2002 Mar
Laparoscopic repair for perforated peptic ulcer: a randomized controlled trial.
2002 Mar
Role of NO in endothelin-regulated drug transport in the renal proximal tubule.
2002 Mar
Do clinically relevant circulating concentrations of radiographic contrast agents inhibit platelet-dependent arterial thrombosis?
2002 Mar 1
New strategies in nonoperative management of meconium ileus.
2002 May
Renal excretion of ingested gastrografin: clinical relevance in early postoperative treatment of patients who have undergone gastric surgery.
2002 May
Jejunum free flap in hypopharynx reconstruction: case series.
2002 May 10
Safety and efficacy of postoperative continuous positive airway pressure to prevent pulmonary complications after Roux-en-Y gastric bypass.
2002 May-Jun
The role of theophylline in contrast-induced nephropathy: a case-control study.
2002 Nov
The value of contrast radiology for postoperative adhesive small bowel obstruction.
2002 Nov-Dec
Venous port salvage utilizing low dose tPA.
2002 Nov-Dec
Renal chemoembolization with mitomycin c/Ethibloc: pharmacokinetics and efficacy in an animal model.
2002 Sep
Patents

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: Other
In Vitro Use Guide
Unknown
Name Type Language
DIATRIZOATE SODIUM
GREEN BOOK   ORANGE BOOK   USP   VANDF   WHO-IP  
Common Name English
SODIUM AMIDOTRIZOATE
EP   INN   MART.   WHO-DD   WHO-IP  
INN  
Preferred Name English
NSC-61815
Code English
RENOVIST COMPONENT DIATRIZOATE SODIUM
Common Name English
HYPAQUE SODIUM 20%
Brand Name English
DIATRIZOATE SODIUM [ORANGE BOOK]
Common Name English
DIATRIZOIC ACID SODIUM SALT
MI  
Common Name English
GASTROVIST COMPONENT DIATRIZOATE SODIUM
Common Name English
RENOGRAFIN COMPONENT DIATRIZOATE SODIUM
Common Name English
DIATRIZOIC ACID SODIUM SALT [MI]
Common Name English
NATRII AMIDOTRIZOAS [WHO-IP LATIN]
Common Name English
SODIUM AMIDOTRIZOATE [EP IMPURITY]
Common Name English
UROGRAPHING 370
Common Name English
TRIOMBRINE
Common Name English
sodium amidotrizoate [INN]
Common Name English
MEGLUMINE SODIUM AMIDOTRIZOATE INJECTION [JAN]
Common Name English
SODIUM AMIDOTRIZOATE [MART.]
Common Name English
MD-GASTROVIEW COMPONENT DIATRIZOATE SODIUM
Common Name English
UROVIST SODIUM
Brand Name English
DIATRIZOATE SODIUM [USP MONOGRAPH]
Common Name English
ANGIOVIST COMPONENT DIATRIZOATE SODIUM
Common Name English
SODIUM AMIDOTRIZOATE [WHO-IP]
Common Name English
DIATRIZOATE SODIUM [VANDF]
Common Name English
Monosodium 3,5-diacetamido-2,4,6-triiodobenzoate
Systematic Name English
RENOCAL COMPONENT DIATRIZOATE SODIUM
Common Name English
GASTROGRAFIN COMPONENT DIATRIZOATE SODIUM
Common Name English
BENZOIC ACID, 3,5-BIS(ACETYLAMINO)-2,4,6-TRIIODO-, MONOSODIUM SALT
Common Name English
DIATRIZOATE SODIUM [WHO-IP]
Common Name English
DIATRIZOATE SODIUM [GREEN BOOK]
Common Name English
SODIUM DIATRIZOATE
Common Name English
SODIUM AMIDOTRIZOATE [EP MONOGRAPH]
Common Name English
Sodium amidotrizoate [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C390
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
CFR 21 CFR 522.563
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
Code System Code Type Description
WIKIPEDIA
Diatrizoate
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
PUBCHEM
23672589
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
RXCUI
3321
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY RxNorm
DAILYMED
V5403H8VG7
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
MERCK INDEX
m4263
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID7022912
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
DRUG BANK
DBSALT000267
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
CAS
737-31-5
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
ECHA (EC/EINECS)
212-004-1
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
EVMPD
SUB10547MIG
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
NSC
61815
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
DIATRIZOATE SODIUM
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY Description: A white powder; odourless or almost odourless. Solubility: Freely soluble in water; slightly soluble in ethanol (~750 g/l) TS; practically insoluble in acetone R and ether R. Category: Radiocontrast medium. Storage: Sodium amidotrizoate should be kept in a well-closed container, protected from light. Requirements: Sodium amidotrizoate contains not less than 98.0% and not more than the equivalent of 102.0% of C11H8I3N2NaO4, calculated with reference to the anhydrous substance.
FDA UNII
V5403H8VG7
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
SMS_ID
100000091989
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
ChEMBL
CHEMBL1201220
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
NCI_THESAURUS
C47981
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
HSDB
8078
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
INN
358
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
CHEBI
53692
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
PRIMARY
CAS
24360-64-3
Created by admin on Wed Apr 02 09:45:31 GMT 2025 , Edited by admin on Wed Apr 02 09:45:31 GMT 2025
ALTERNATIVE