Diatrizoate is an injected contrast agent used in radiology.
- Brand Names
- Cystografin, Cystografin Dilute, Gastrografin, Hypaque, Md-Gastroview
- Generic Name
- DrugBank Accession Number
A commonly used x-ray contrast medium. As diatrizoate meglumine and as Diatrizoate sodium, it is used for gastrointestinal studies, angiography, and urography.
- Small Molecule
- Approved, Vet approved
- Average: 613.9136
- Chemical Formula
- 2,4,6-Triiodo-3,5-diacetamidobenzoic acid
- 3,5-Bis(acetylamino)-2,4,6-triiodobenzoic acid
- 3,5-diacetamido-2,4,6-triiodobenzoic acid
- Acide amidotrizoique
- Acidum amidotrizoicum
- Acidum diacetylaminotrijodbenzoicum
- Amidotrizoic Acid
- Amidotrizoic acid (anhydrous)
- Diatrizoic acid
- Diatrizoic acid (anhydrous)
- Methalamic acid
- Urografin acid
- Urogranoic acid
- External IDs
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.Accelerate your drug discovery research with the industry’s only fully connected ADMET dataset, ideal for:Accelerate your drug discovery research with our fully connected ADMET dataset
- Contraindications & Blackbox Warnings
- Contraindications & Blackbox WarningsWith our commercial data, access important information on dangerous risks, contraindications, and adverse effects.Our Blackbox Warnings cover Risks, Contraindications, and Adverse Effects
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.
- Mechanism of action
Diatrizoate is an iodine-containing X-ray contrast agent. Iodated contrast agents were among the first contrast agents developed. Iodine is known to be particular electron-dense and to effectively scatter or stop X-rays. A good contrast agent requires a high density of electron-dense atoms. Therefore, the more iodine, the more "dense" the x-ray effect. Iodine based contrast media are water soluble and harmless to the body. These contrast agents are sold as clear colorless water solutions, the concentration is usually expressed as mg I/ml. Modern iodinated contrast agents can be used almost anywhere in the body. Most often they are used intravenously, but for various purposes they can also be used intraarterially, intrathecally (the spine) and intraabdominally - just about any body cavity or potential space.
- Volume of distribution
- Protein binding
- Not Available
- Route of 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.
- Adverse Effects
- Reduce medical errorsand improve treatment outcomes with our comprehensive & structured data on drug adverse effects.Reduce medical errors & improve treatment outcomes with our adverse effects data
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.
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Abacavir Diatrizoate may decrease the excretion rate of Abacavir which could result in a higher serum level. Aceclofenac Aceclofenac may decrease the excretion rate of Diatrizoate which could result in a higher serum level. Acemetacin Acemetacin may decrease the excretion rate of Diatrizoate which could result in a higher serum level. Acetaminophen Diatrizoate may decrease the excretion rate of Acetaminophen which could result in a higher serum level. Acetazolamide Acetazolamide may increase the excretion rate of Diatrizoate which could result in a lower serum level and potentially a reduction in efficacy. Acetylsalicylic acid Acetylsalicylic acid may decrease the excretion rate of Diatrizoate which could result in a higher serum level. Aclidinium Diatrizoate may decrease the excretion rate of Aclidinium which could result in a higher serum level. Acrivastine Diatrizoate may decrease the excretion rate of Acrivastine which could result in a higher serum level. Acyclovir Acyclovir may decrease the excretion rate of Diatrizoate which could result in a higher serum level. Adefovir dipivoxil Adefovir dipivoxil may decrease the excretion rate of Diatrizoate which could result in a higher serum level.Improve patient outcomesBuild effective decision support tools with the industry’s most comprehensive drug-drug interaction checker.Learn more
- Food Interactions
- No interactions found.
- Comprehensive & structured drug product infoFrom application numbers to product codes, connect different identifiers through our commercial datasets.Easily connect various identifiers back to our datasets
- Product Ingredients
Ingredient UNII CAS InChI Key Diatrizoate meglumine 3X9MR4N98U 131-49-7 MIKKOBKEXMRYFQ-WZTVWXICSA-N Diatrizoate sodium V5403H8VG7 737-31-5 ZEYOIOAKZLALAP-UHFFFAOYSA-M Diatrizoic acid dihydrate 408463F217 50978-11-5 JHQKUXXJPHSPOL-UHFFFAOYSA-N
- Active Moieties
Name Kind UNII CAS InChI Key Iodine unknown 9679TC07X4 7553-56-2 PNDPGZBMCMUPRI-UHFFFAOYSA-N
- International/Other Brands
- Cardiografin / Odiston / Urovison (Zydus) / Urovist (Bayer)
- Brand Name Prescription Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Cystografin Injection, solution 300 mg/1mL Intravenous Bracco Diagnostics Inc 1970-11-03 Not applicable Cystografin Dilute Injection, solution 180 mg/1mL Intravesical Bracco Diagnostics Inc 1982-11-09 Not applicable Hypaque - Cysto Injection, solution 30 g/100mL Intravenous Amersham Health Inc. 2007-08-03 Not applicable Hypaque Oral Liquid - 50g/120ml Liquid Oral; Rectal Nycomed Imaging A.S. 1997-03-17 1998-04-21 Hypaque Oral Powder Powder Oral; Rectal Ge Healthcare 1998-02-19 2011-07-27 Hypaque Oral Powder 0.9974g/g Powder Oral; Rectal Sanofi 1960-12-31 1997-07-30 Hypaque Pwr 100% Powder Oral Sterling Winthrop Inc. 1992-12-31 1996-09-10 Hypaque Sodium Injection, solution 60 g/100mL Intravenous Amersham Health Inc. 2007-08-03 Not applicable Hypaque Sodium Injection, solution 60 g/100mL Intravenous Amersham Health Inc. 2007-08-03 Not applicable Hypaque Sodium Injection, solution 60 g/100mL Intravenous Amersham Health Inc. 2007-08-03 Not applicable
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Hypaque Oral Liquid 50gm/120ml Liquid Oral; Rectal Sanofi 1958-12-31 1997-07-30 Hypaque Sodium Liq 50% Liquid Intravenous Sanofi 1954-12-31 1997-07-30
- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Gastrografin Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Liquid Oral; Rectal E-Z-EM Canada Inc 1958-02-26 Not applicable Gastrografin Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Liquid Oral; Rectal Bracco Diagnostics Inc 1958-02-26 Not applicable Gastrografin Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Liquid Oral; Rectal Bracco Diagnostics Inc 1958-02-26 Not applicable Gastrografin Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Liquid Oral; Rectal E-Z-EM Canada Inc 1958-02-26 Not applicable Gastrografin - Liq Orl Diatrizoate meglumine (66 %) + Diatrizoate sodium (10 %) Solution Oral Bracco Imaging S.P.A. 1978-12-30 Not applicable Gastrografin - Liq Orl Diatrizoate meglumine (66 %) + Diatrizoate sodium (10 %) Solution Oral Bracco Imaging S.P.A. 1978-12-30 Not applicable Gastrografin Liq Diatrizoate meglumine (66 %) + Diatrizoate sodium (10 %) Liquid Oral Squibb Diagnostics, Division Of Bristol Myers Squibb Canada Inc. 1958-12-31 1997-08-14 Gastrografin Liq Diatrizoate meglumine (66 %) + Diatrizoate sodium (10 %) Liquid Oral Squibb Diagnostics, Division Of Bristol Myers Squibb Canada Inc. 1958-12-31 1997-08-14 Hypaque Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Injection, solution Intravenous UNSPECIFIED 2006-04-13 Not applicable Hypaque Diatrizoate meglumine (660 mg/1mL) + Diatrizoate sodium (100 mg/1mL) Injection, solution Intravenous UNSPECIFIED 2006-04-13 Not applicable
- ATC Codes
- V08AA01 — Diatrizoic acid
- Drug Categories
- Acids, Carbocyclic
- Amino Sugars
- Benzene Derivatives
- Compounds used in a research, industrial, or household setting
- Contrast Media
- Diagnostic Uses of Chemicals
- Drugs that are Mainly Renally Excreted
- Iodinated Contrast Agents
- Radiographic Contrast Agent
- Sugar Alcohols
- Triiodobenzoic Acids
- Watersoluble, Nephrotropic, High Osmolar X-Ray Contrast Media
- X-Ray Contrast Activity
- X-Ray Contrast Media, Iodinated
- Chemical TaxonomyProvided by Classyfire
- This compound belongs to the class of organic compounds known as halobenzoic acids. These are benzoic acids carrying a halogen atom on the benzene ring.
- Organic compounds
- Super Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Halobenzoic acids
- Alternative Parents
- 2-halobenzoic acids / 4-halobenzoic acids / Benzoic acids / 1-carboxy-2-haloaromatic compounds / Benzoyl derivatives / Iodobenzenes / Aryl iodides / Vinylogous halides / Monocarboxylic acids and derivatives / Carboximidic acids / Propargyl-type 1,3-dipolar organic compounds / Organic oxides / Hydrocarbon derivatives / Organonitrogen compounds / Organooxygen compounds / Organopnictogen compounds / Organoiodides show 7 more
- 1-carboxy-2-haloaromatic compound / 2-halobenzoic acid / 2-halobenzoic acid or derivatives / 4-halobenzoic acid / 4-halobenzoic acid or derivatives / Aromatic homomonocyclic compound / Aryl halide / Aryl iodide / Benzoic acid / Benzoyl / Carboximidic acid / Carboximidic acid derivative / Carboxylic acid / Carboxylic acid derivative / Halobenzene / Halobenzoic acid / Hydrocarbon derivative / Iodobenzene / Monocarboxylic acid or derivatives / Organic 1,3-dipolar compound / Organic nitrogen compound / Organic oxide / Organic oxygen compound / Organohalogen compound / Organoiodide / Organonitrogen compound / Organooxygen compound / Organopnictogen compound / Propargyl-type 1,3-dipolar organic compound / Vinylogous halide show 20 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- organoiodine compound, acetamides, benzoic acids (CHEBI:53691)
- Affected organisms
- Humans and other mammals
- CAS number
- InChI Key
- IUPAC Name
- 3,5-diacetamido-2,4,6-triiodobenzoic acid
- Synthesis Reference
Larsen, A.A.; US. Patent 3,076,024; January 29, 1963; assigned to Sterling Drug,Inc.
- General References
- Not Available
- AHFS Codes
- 36:68.00 — Roentgenography
- Download (73.2 KB)
- Clinical Trials
Phase Status Purpose Conditions Count 4 Completed Diagnostic Healthy Volunteers 1 4 Completed Treatment Adhesive Small Intestine Obstruction 1 4 Completed Treatment Meconium Ileus / Very Low Birth Weight Infant 1 4 Completed Treatment Postoperative paralytic ileus 1 4 Withdrawn Treatment Fetal Malformation / Gastroschisis / Intestinal Obstruction 1 2, 3 Completed Not Available Prolonged Postoperative Ileus 1 2, 3 Recruiting Treatment Small intestinal obstruction 1 Not Available Completed Not Available Known or Suspected Abdominal Disease 1 Not Available Completed Diagnostic Colorectal Cancer Screening 1 Not Available Unknown Status Treatment CRE-induced SBO 1
- Bayer healthcare pharmaceuticals inc
- Bracco diagnostics inc
- Ge healthcare
- Mallinckrodt inc
- Mallinckrodt medical inc
- Isotex diagnostics
- Bayer Healthcare
- Bracco Diagnostics Inc.
- Bristol-Myers Squibb Co.
- EZ-EM Inc.
- GE Healthcare Inc.
- Kaiser Foundation Hospital
- KBAS Party Ltd.
- Mallinckrodt Inc.
- Nycomed Inc.
- Patheon Inc.
- Dosage Forms
Form Route Strength Injection, solution Intravesical 180 mg/1mL Liquid Oral; Rectal Solution Oral Liquid Oral Solution Oral; Rectal Injection, solution Intravenous Injection, solution Intravenous 30 g/100mL Liquid Oral; Rectal Powder Oral; Rectal Powder Oral Injection, solution Intravenous 500 mg/1mL Injection, solution Intravenous 60 g/100mL Powder, for solution Oral 600 mg/1g Liquid Intravenous Solution Intravenous Solution Intra-arterial; Intravenous Liquid Intra-arterial; Intravenous Liquid Intravenous Solution Oral; Rectal Solution Intravenous Solution Parenteral Solution Rectal Injection Intravenous Injection, solution Intravenous 600 mg/1mL Liquid Intravenous 600 mg Injection, solution Intravenous 300 mg/1mL Liquid Intravenous 30 % Liquid Intramuscular; Intravenous Injection, solution Intravascular Injection, solution Intrauterine Liquid Intrauterine Solution Intravascular
Unit description Cost Unit Gastrografin 66-10 solution 0.92USD ml Hypaque sodium oral powder 0.68USD g Conray 60% vial 0.36USD ml Cystografin 30% infus. btl 0.22USD ml Conray-43 vial 0.2USD ml Conray-30 infusion bottle 0.16USD ml Hypaque 41.66% liquid 0.16USD ml Cystografin-dilute 18% btl 0.13USD ml Cysto-conray 17.2% vial 0.11USD mlDrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
- Not Available
- Experimental Properties
Property Value Source melting point (°C) >250 Larsen, A.A.; US. Patent 3,076,024; January 29, 1963; assigned to Sterling Drug,Inc. logP 3.3 Not Available
- Predicted Properties
Property Value Source Water Solubility 0.107 mg/mL ALOGPS logP 2.27 ALOGPS logP 2.89 ChemAxon logS -3.8 ALOGPS pKa (Strongest Acidic) 2.17 ChemAxon pKa (Strongest Basic) -4.2 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 3 ChemAxon Polar Surface Area 95.5 Å2 ChemAxon Rotatable Bond Count 3 ChemAxon Refractivity 103.13 m3·mol-1 ChemAxon Polarizability 38.43 Å3 ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five No ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon
- Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.8406 Blood Brain Barrier + 0.9152 Caco-2 permeable + 0.5151 P-glycoprotein substrate Non-substrate 0.7998 P-glycoprotein inhibitor I Non-inhibitor 0.9476 P-glycoprotein inhibitor II Non-inhibitor 0.9752 Renal organic cation transporter Non-inhibitor 0.9705 CYP450 2C9 substrate Non-substrate 0.7632 CYP450 2D6 substrate Non-substrate 0.8853 CYP450 3A4 substrate Non-substrate 0.6258 CYP450 1A2 substrate Non-inhibitor 0.73 CYP450 2C9 inhibitor Non-inhibitor 0.8696 CYP450 2D6 inhibitor Non-inhibitor 0.94 CYP450 2C19 inhibitor Non-inhibitor 0.9271 CYP450 3A4 inhibitor Non-inhibitor 0.9376 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9268 Ames test AMES toxic 0.508 Carcinogenicity Non-carcinogens 0.6241 Biodegradation Not ready biodegradable 0.9832 Rat acute toxicity 1.9136 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9975 hERG inhibition (predictor II) Non-inhibitor 0.9623
- Mass Spec (NIST)
- Not Available
Drug created on June 13, 2005 13:24 / Updated on May 06, 2021 06:19