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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

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
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
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
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
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
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
An approach to the performance of contrast studies in contrast material-reactive persons.
1975 Aug
Transcervical catheterization and cervical patency during the oestrous cycle in domestic cats.
2001
Dose reduction in evacuation proctography.
2001
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
The use of dilute Calogen as a fat density oral contrast medium in upper abdominal computed tomography, compared with the use of water and positive oral contrast media.
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
Effects of radiographic contrast media on pulmonary vascular resistance of normoxic and chronically hypoxic pulmonary hypertensive rats.
2001 Dec
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
[Nephrotoxicity of X-ray contrast media].
2001 Jan-Feb
Glucose alters the susceptibility of mesangial cells to contrast media.
2001 Jul
Mixed-type hiatal hernia mimicking pulmonary cystic lesion diagnosed by oral urografin in ED.
2001 Jul
Possibility of sialographic sonography: a Doppler phantom study.
2001 Jun
Effects in vivo of iohexol and diatrizoate on human plasma acetyl- and butyryl-cholinesterase activity.
2001 Mar
Dextran sedimentation in a semi-closed system for the clinical banking of umbilical cord blood.
2001 Mar
BaSO4-loaded agarose: a construction material for multimodality imaging phantoms.
2001 May
Excretory urography by intraosseous injection of contrast media in a rabbit model.
2001 May-Jun
Videourodynamic and sphincter motor unit potential analyses in Parkinson's disease and multiple system atrophy.
2001 Nov
Effect of ionic and nonionic contrast media on fibrinolysis in patients undergoing angiocardiography.
2001 Oct
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
Diagnosis and management of enterovesical fistulas in patients with Crohn's disease.
2002 Aug
Electrocardiographic effects of diagnostic imaging agents.
2002 Aug
Radiocontrast-induced renal tubular cell apoptosis: hypertonic versus oxidative stress.
2002 Aug
Application of oral contrast media in coregistered positron emission tomography-CT.
2002 Aug
The utility of contrast studies and drains in the management of patients after Roux-en-Y gastric bypass.
2002 Feb
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
Local tissue toxicity in response to extravascular extravasation of magnetic resonance contrast media.
2002 Jul
Type IV diaphragmatic hiatal hernia.
2002 Jun-Jul
Early esophageal transit study after laparoscopic fundoplication: how useful is it?
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
[Ultrasound and X-ray urethrography and urethroscopy during endoscopic operations on the urethra].
2002 Mar-Apr
A case of gastric duplication evaluated by gastric emptying scintigraphy.
2002 May
Ex vivo expansion of megakaryocyte progenitors from cryopreserved umbilical cord blood. A potential source of megakaryocytes for transplantation.
2002 Sep
Is same-day sonography of the gallbladder feasible after intravenous urography or contrast-enhanced computed tomography?
2002 Sep
Iothalamate measured by capillary electrophoresis is a suitable alternative to radiolabeled inulin in renal micropuncture.
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
NSC-61815
Code English
RENOVIST COMPONENT DIATRIZOATE SODIUM
Common Name English
HYPAQUE SODIUM 20%
Brand Name English
DIATRIZOATE SODIUM [ORANGE BOOK]
Common Name English
DIATRIZOATE SODIUM COMPONENT OF ANGIOVIST
Common Name English
DIATRIZOIC ACID SODIUM SALT
MI  
Common Name English
DIATRIZOATE SODIUM COMPONENT OF RENOGRAFIN
Common Name English
GASTROVIST COMPONENT DIATRIZOATE SODIUM
Common Name English
RENOGRAFIN COMPONENT DIATRIZOATE SODIUM
Common Name English
DIATRIZOATE SODIUM COMPONENT OF GASTROVIST
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
SODIUM AMIDOTRIZOATE
EP   INN   MART.   WHO-DD   WHO-IP  
INN  
Official Name English
MD-GASTROVIEW COMPONENT DIATRIZOATE SODIUM
Common Name English
DIATRIZOATE SODIUM COMPONENT OF RENOVIST
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 COMPONENT OF GASTROGRAFIN
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
DIATRIZOATE SODIUM COMPONENT OF RENOCAL
Common Name English
DIATRIZOATE SODIUM COMPONENT OF MD-GASTROVIEW
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C390
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
CFR 21 CFR 522.563
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
Code System Code Type Description
WIKIPEDIA
Diatrizoate
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
PUBCHEM
23672589
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
RXCUI
3321
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY RxNorm
DAILYMED
V5403H8VG7
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
MERCK INDEX
m4263
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID7022912
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
DRUG BANK
DBSALT000267
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
CAS
737-31-5
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
ECHA (EC/EINECS)
212-004-1
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
EVMPD
SUB10547MIG
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
NSC
61815
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
DIATRIZOATE SODIUM
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
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 Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
SMS_ID
100000091989
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201220
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
NCI_THESAURUS
C47981
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
HSDB
8078
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
INN
358
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
CHEBI
53692
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
PRIMARY
CAS
24360-64-3
Created by admin on Sat Dec 16 17:55:08 GMT 2023 , Edited by admin on Sat Dec 16 17:55:08 GMT 2023
ALTERNATIVE