This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Metrizoic acid
- DrugBank Accession Number
- DB09346
- Background
Metrizoic acid is a molecule used as a contrast medium. It present a higher risk of allergic reactions due to its high osmolality. Its approval has been discontinued by the FDA. One study in 1976 demonstrated that metrizoic acid, when used for cardiac angiography, was well tolerated. A total of 10, 000 injections were administered to 2,028 patients undergoing angiocardiographic procedures over a three-year period. With two exceptions, all complications occurred during injection of the right coronary artery. Seven cases of ventricular fibrillation, and 5 of significant bradycardia/asystole, were associated with metrizoic acid injection. In general, the drug was well tolerated by patients during cardiac examinations 1.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Metrizoic acid (DB09346)
- Weight
- Average: 627.943
Monoisotopic: 627.78529 - Chemical Formula
- C12H11I3N2O4
- Synonyms
- Metrizoic acid
- External IDs
- V08AA02
Pharmacology
- Indication
For use as a contrast medium 2.
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Not Available
- Mechanism of action
The mechanism of action of metrizoic acid is as an X-Ray contrast activity 2.
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- 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.Not Available
- Food Interactions
- Not Available
Products
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Ingredient UNII CAS InChI Key Calcium metrizoate 1I3Z5LHR6P 20828-80-2 PPUUBZDQNSSJDN-UHFFFAOYSA-L Meglumine metrizoate RJY6JR42WQ 7241-11-4 TXKOGNLDVKUFSI-WZTVWXICSA-N Metrizoate magnesium V717MS5D5B 20968-37-0 QGZYHVVYXBFUSE-UHFFFAOYSA-L Metrizoate sodium O65Q227UIC 7225-61-8 UKIYDXCFKFLIMU-UHFFFAOYSA-M
Categories
- ATC Codes
- V08AA02 — Metrizoic acid
- Drug Categories
- Acids, Carbocyclic
- Benzene Derivatives
- Benzoates
- Compounds used in a research, industrial, or household setting
- Contrast Media
- Diagnostic Uses of Chemicals
- Iodobenzoates
- Radiographic Contrast Agent
- Triiodobenzoic Acids
- Watersoluble, Nephrotropic, High Osmolar X-Ray Contrast Media
- X-Ray Contrast Activity
- X-Ray Contrast Media, Iodinated
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- Acylaminobenzoic acid and derivatives
- Alternative Parents
- P-haloacetanilides / O-haloacetanilides / 2-halobenzoic acids / 4-halobenzoic acids / Halobenzoic acids / Benzoic acids / N-acetylarylamines / 1-carboxy-2-haloaromatic compounds / Benzoyl derivatives / Iodobenzenes show 11 more
- Substituents
- 1-carboxy-2-haloaromatic compound / 2-halobenzoic acid / 2-halobenzoic acid or derivatives / 4-halobenzoic acid / 4-halobenzoic acid or derivatives / Acetamide / Acetanilide / Acylaminobenzoic acid or derivatives / Anilide / Aromatic homomonocyclic compound show 30 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- monocarboxylic acid (CHEBI:34847)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- CM1N99QR1M
- CAS number
- 1949-45-7
- InChI Key
- GGGDNPWHMNJRFN-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H11I3N2O4/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19/h1-3H3,(H,16,18)(H,20,21)
- IUPAC Name
- 3-acetamido-2,4,6-triiodo-5-(N-methylacetamido)benzoic acid
- SMILES
- CN(C(C)=O)C1=C(I)C(C(O)=O)=C(I)C(NC(C)=O)=C1I
References
- General References
- External Links
- KEGG Compound
- C14165
- PubChem Compound
- 2528
- PubChem Substance
- 310265220
- ChemSpider
- 2433
- ChEBI
- 34847
- ChEMBL
- CHEMBL1736
- ZINC
- ZINC000003831116
- Wikipedia
- Metrizoic_acid
Clinical Trials
- Clinical Trials
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Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0877 mg/mL ALOGPS logP 2.18 ALOGPS logP 2.76 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 2.16 Chemaxon pKa (Strongest Basic) -3.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 86.71 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 106.24 m3·mol-1 Chemaxon Polarizability 39.93 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
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 192.68877 predictedDeepCCS 1.0 (2019) [M+H]+ 195.23311 predictedDeepCCS 1.0 (2019) [M+Na]+ 202.64404 predictedDeepCCS 1.0 (2019)
Drug created at November 27, 2015 21:08 / Updated at June 02, 2024 21:56