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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

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C11H8I3N2O4
Molecular Weight 612.9056
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Temporary pancreatic duct occlusion by ethibloc: cause of microcirculatory shutdown, acute inflammation, and pancreas necrosis.
2001 Apr
Shielding effects of metallic encapsulations and radiographic contrast agents for catheter-based intravascular brachytherapy.
2001 Apr-Jun
Laparoscopic inflatable band with Roux-en-Y gastric bypass.
2001 Aug
The role of early radiological studies after gastric bariatric surgery.
2001 Aug
Radiographic contrast media induced nephropathy: experimental observations and the protective effect of calcium channel blockers.
2001 Dec
A simple method for the identification and assay of iopamidol and iothalamate meglumine in pharmaceutical samples based on proton nuclear magnetic resonance spectroscopy.
2001 Feb
The selective adenosine A1 receptor antagonist KW-3902 prevents radiocontrast media-induced nephropathy in rats with chronic nitric oxide deficiency.
2001 Feb 23
Review of studies establishing the aging male spontaneously hypertensive rat as a detector and quantifier of the kidney toxicity of radiocontrast media and other chemicals.
2001 Jan
Evaluation of suspected appendicitis in children using limited helical CT and colonic contrast material.
2001 Jan
Rapid diagnosis of sigmoid volvulus with water soluble urografin in emergency service.
2001 Nov
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
[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
Application of oral contrast media in coregistered positron emission tomography-CT.
2002 Aug
Emergency colonoscopy for distal intestinal obstruction syndrome in cystic fibrosis patients.
2002 Aug
Thumbprinting due to ischemic colitis in a patient on oral anticoagulation.
2002 Aug-Sep
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
Contrast radiography and intestinal obstruction.
2002 Jul
Local tissue toxicity in response to extravascular extravasation of magnetic resonance contrast media.
2002 Jul
Iodinated contrast medium-induced potassium release: the effect of mixing ratios.
2002 Jul-Aug
Type IV diaphragmatic hiatal hernia.
2002 Jun-Jul
Laparoscopic repair for perforated peptic ulcer: a randomized controlled trial.
2002 Mar
Do clinically relevant circulating concentrations of radiographic contrast agents inhibit platelet-dependent arterial thrombosis?
2002 Mar 1
A case of gastric duplication evaluated by gastric emptying scintigraphy.
2002 May
Long-term survival of patients with stage IV hypopharyngeal cancer: impact of fundus rotation gastroplasty.
2002 May
New strategies in nonoperative management of meconium ileus.
2002 May
Jejunum free flap in hypopharynx reconstruction: case series.
2002 May 10
The role of theophylline in contrast-induced nephropathy: a case-control study.
2002 Nov
Pressure-assisted micturating cystourethrography: reduction in duration of procedure and fluoroscopy time.
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
Chronic renal dysfunction late after liver transplantation.
2002 Oct
Renal chemoembolization with mitomycin c/Ethibloc: pharmacokinetics and efficacy in an animal model.
2002 Sep
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
Ex vivo expansion of megakaryocyte progenitors from cryopreserved umbilical cord blood. A potential source of megakaryocytes for transplantation.
2002 Sep
[Fast method of labelling leukocytes with 99mTc HM PAO].
2002 Sep-Oct
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
Substance Class Chemical
Created
by admin
on Wed Apr 02 09:45:31 GMT 2025
Edited
by admin
on Wed Apr 02 09:45:31 GMT 2025
Record UNII
V5403H8VG7
Record Status Validated (UNII)
Record Version
  • Download
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
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
No peak value listed on EP
IMPURITY -> PARENT
No peak value listed in EP
Related Record Type Details
ACTIVE MOIETY