Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C17H22I3N3O8 |
Molecular Weight | 777.0853 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](O)C(=O)NC1=C(I)C(C(=O)NC(CO)CO)=C(I)C(C(=O)NC(CO)CO)=C1I
InChI
InChIKey=XQZXYNRDCRIARQ-LURJTMIESA-N
InChI=1S/C17H22I3N3O8/c1-6(28)15(29)23-14-12(19)9(16(30)21-7(2-24)3-25)11(18)10(13(14)20)17(31)22-8(4-26)5-27/h6-8,24-28H,2-5H2,1H3,(H,21,30)(H,22,31)(H,23,29)/t6-/m0/s1
Molecular Formula | C17H22I3N3O8 |
Molecular Weight | 777.0853 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including:
https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=ae8c18c9-3e7d-4515-b980-120025a88fc1
http://www.rxlist.com/isovue-drug.htm
Curator's Comment: description was created based on several sources, including:
https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=ae8c18c9-3e7d-4515-b980-120025a88fc1
http://www.rxlist.com/isovue-drug.htm
Iopamidol is a nonionic, low-osmolar iodinated contrast agent. Iopamidol is indicated for angiography, pediatric angiocardiography, selective visceral arteriography and aortography, peripheral venography, and adult and pediatric intravenous excretory urography and intravenous adult and pediatric contrast enhancement of computed tomographic. Renal toxicity has been reported in a few patients with liver dysfunction who were given oral cholecystographic agents followed by intravascular contrast agents. Intravascular injection of contrast media is frequently associated with the sensation of warmth and pain especially in peripheral arteriography and venography. In angiocardiography the adverse reactions are: hot flashes, angina pectoris, flushing, bradycardia, hypotension, hives.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: vessels and anatomical structures |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Diagnostic | ISOVUE-M 300 Approved UseISOVUE-M (lopamidol Injection) is indicated for intrathecal administration in adult neuroradiology including myelography (lumbar, thoracic, cervical, total columnar), and for contrast enhancement of computed tomographic (CECT) cisternography and ventriculography. ISOVUE-M 200 (lopamidol Injection) is indicated for thoraco-lumbar myelography in children over the age of two years. Launch Date1985 |
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Diagnostic | ISOVUE-M 300 Approved UseISOVUE-M (lopamidol Injection) is indicated for intrathecal administration in adult neuroradiology including myelography (lumbar, thoracic, cervical, total columnar), and for contrast enhancement of computed tomographic (CECT) cisternography and ventriculography. ISOVUE-M 200 (lopamidol Injection) is indicated for thoraco-lumbar myelography in children over the age of two years. Launch Date1985 |
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Diagnostic | ISOVUE-M 300 Approved UseISOVUE-M (lopamidol Injection) is indicated for intrathecal administration in adult neuroradiology including myelography (lumbar, thoracic, cervical, total columnar), and for contrast enhancement of computed tomographic (CECT) cisternography and ventriculography. ISOVUE-M 200 (lopamidol Injection) is indicated for thoraco-lumbar myelography in children over the age of two years. Launch Date1985 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
112.7 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3096110 |
15 mL single, intrathecal dose: 15 mL route of administration: Intrathecal experiment type: SINGLE co-administered: |
IOPAMIDOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
931 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3096110 |
15 mL single, intrathecal dose: 15 mL route of administration: Intrathecal experiment type: SINGLE co-administered: |
IOPAMIDOL plasma | Homo sapiens population: UNHEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2 h |
single, intravenous |
IOPAMIDOL plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
100% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/9084958 |
IOPAMIDOL plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
61 % single, intravenous Dose: 61 % Route: intravenous Route: single Dose: 61 % Sources: |
unhealthy, 21 years n = 1 Health Status: unhealthy Condition: disseminated lupus erythematosus manifested mainly by lupus nephritis, computed tomography Age Group: 21 years Sex: F Population Size: 1 Sources: |
Disc. AE: Hepatotoxicity... AEs leading to discontinuation/dose reduction: Hepatotoxicity (1 patient) Sources: |
612 mg/mL single, intrathecal Dose: 612 mg/mL Route: intrathecal Route: single Dose: 612 mg/mL Sources: |
unknown, 45 years n = 1 Health Status: unknown Condition: cervical myelography Age Group: 45 years Sex: M Population Size: 1 Sources: |
Disc. AE: Generalized tonic-clonic seizure... AEs leading to discontinuation/dose reduction: Generalized tonic-clonic seizure (1 patient) Sources: |
54250 mg single, intravenous Dose: 54250 mg Route: intravenous Route: single Dose: 54250 mg Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
Other AEs: Extravasation... |
62775 mg single, intravenous Dose: 62775 mg Route: intravenous Route: single Dose: 62775 mg Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Other AEs: Extravasation... |
68544 mg single, intravenous Dose: 68544 mg Route: intravenous Route: single Dose: 68544 mg Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Other AEs: Extravasation... |
69768 mg single, intravenous Dose: 69768 mg Route: intravenous Route: single Dose: 69768 mg Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Other AEs: Extravasation... |
83700 mg single, intravenous Dose: 83700 mg Route: intravenous Route: single Dose: 83700 mg Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Other AEs: Allergic reaction... |
87516 mg single, intravenous Dose: 87516 mg Route: intravenous Route: single Dose: 87516 mg Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Other AEs: Allergic reaction... |
88740 mg single, intravenous Dose: 88740 mg Route: intravenous Route: single Dose: 88740 mg Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Other AEs: Allergic reaction... |
612 mg/mL single, intravenous Dose: 612 mg/mL Route: intravenous Route: single Dose: 612 mg/mL Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Other AEs: Adverse event... |
612 mg/mL single, intravenous Dose: 612 mg/mL Route: intravenous Route: single Dose: 612 mg/mL Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Other AEs: Adverse event... |
61225 mg/mL single, intravenous Dose: 61225 mg/mL Route: intravenous Route: single Dose: 61225 mg/mL Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
Other AEs: Allergic reaction... |
775 mg/mL single, intravenous Dose: 775 mg/mL Route: intravenous Route: single Dose: 775 mg/mL Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Other AEs: Adverse event... |
775 mg/mL single, intravenous Dose: 775 mg/mL Route: intravenous Route: single Dose: 775 mg/mL Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
Other AEs: Adverse event... |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Hepatotoxicity | 1 patient Disc. AE |
61 % single, intravenous Dose: 61 % Route: intravenous Route: single Dose: 61 % Sources: |
unhealthy, 21 years n = 1 Health Status: unhealthy Condition: disseminated lupus erythematosus manifested mainly by lupus nephritis, computed tomography Age Group: 21 years Sex: F Population Size: 1 Sources: |
Generalized tonic-clonic seizure | 1 patient Disc. AE |
612 mg/mL single, intrathecal Dose: 612 mg/mL Route: intrathecal Route: single Dose: 612 mg/mL Sources: |
unknown, 45 years n = 1 Health Status: unknown Condition: cervical myelography Age Group: 45 years Sex: M Population Size: 1 Sources: |
Extravasation | 18 patients | 54250 mg single, intravenous Dose: 54250 mg Route: intravenous Route: single Dose: 54250 mg Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
Extravasation | 5 patients | 62775 mg single, intravenous Dose: 62775 mg Route: intravenous Route: single Dose: 62775 mg Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Extravasation | 23 patients | 68544 mg single, intravenous Dose: 68544 mg Route: intravenous Route: single Dose: 68544 mg Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Extravasation | 32 patients | 69768 mg single, intravenous Dose: 69768 mg Route: intravenous Route: single Dose: 69768 mg Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Allergic reaction | 3 patients | 83700 mg single, intravenous Dose: 83700 mg Route: intravenous Route: single Dose: 83700 mg Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Allergic reaction | 46 patients | 87516 mg single, intravenous Dose: 87516 mg Route: intravenous Route: single Dose: 87516 mg Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Allergic reaction | 42 patients | 88740 mg single, intravenous Dose: 88740 mg Route: intravenous Route: single Dose: 88740 mg Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Adverse event | 69 patients | 612 mg/mL single, intravenous Dose: 612 mg/mL Route: intravenous Route: single Dose: 612 mg/mL Sources: |
unknown, adult and children n = 10064 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10064 Sources: |
Adverse event | 74 patients | 612 mg/mL single, intravenous Dose: 612 mg/mL Route: intravenous Route: single Dose: 612 mg/mL Sources: |
unknown, adult and children n = 10831 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 10831 Sources: |
Allergic reaction | 8 patients | 61225 mg/mL single, intravenous Dose: 61225 mg/mL Route: intravenous Route: single Dose: 61225 mg/mL Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
Adverse event | 8 patients | 775 mg/mL single, intravenous Dose: 775 mg/mL Route: intravenous Route: single Dose: 775 mg/mL Sources: |
unknown, adult and children n = 1851 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 1851 Sources: |
Adverse event | 26 patients | 775 mg/mL single, intravenous Dose: 775 mg/mL Route: intravenous Route: single Dose: 775 mg/mL Sources: |
unknown, adult and children n = 2074 Health Status: unknown Condition: computed tomography Age Group: adult and children Sex: unknown Population Size: 2074 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
[Iotrolan versus iopamidol. A controlled double-blind study with lumbar myelography]. | 1992 Aug |
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Selective nerve root blocks for the treatment of sciatica: evaluation of injection site and effectiveness--a study with patients and cadavers. | 2001 Dec |
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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 |
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Iomeprol: current and future profile of a radiocontrast agent. | 2001 Feb |
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Safety and accuracy of bedside carbon dioxide cavography for insertion of inferior vena cava filters in the intensive care unit. | 2001 Feb |
|
Effects of nonionic contrast media on platelet aggregation: assessment by particle counting with laser-light scattering. | 2001 Jan |
|
Ionic and non-ionic contrast agent-mediated endothelial injury. Quantitative analysis of cell proliferation during endothelial repair. | 2001 Jul |
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Pharmacokinetics and safety of iomeprol in healthy volunteers and in patients with renal impairment or end-stage renal disease requiring hemodialysis. | 2001 Jun |
|
Effect of scan delay on hepatic enhancement for pediatric abdominal multislice helical CT. | 2001 Jun |
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Prediction of maximum hepatic enhancement on computed tomography from dose of contrast material and patient weight: proposal of a new formula and evaluation of its accuracy. | 2001 Mar-Apr |
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Severe liver injury with hematological disorders following the injection of non-ionic contrast medium. A case report. | 2001 May |
|
Excretory urography by intraosseous injection of contrast media in a rabbit model. | 2001 May-Jun |
|
Diagnostic accuracy of computed tomography for cervical metastases at different anatomical levels in carcinoma of the tongue. | 2001 Sep |
|
Effect of iomeprol on rat hippocampal slice synaptic transmission: comparison with other X-ray contrast agents. | 2002 Apr |
|
Usefulness of multislice computed tomography for detecting obstructive coronary artery disease. | 2002 Apr 15 |
|
Optimization of contrast agent administration in MSCT angiography. | 2002 Aug |
|
[Method of injection of contrast medium for brain perfusion CT]. | 2002 Jul |
|
Erythrodermic psoriasis precipitated by radiologic contrast media. | 2002 Jun |
|
Helical computed tomographic dacryocystography with three-dimensional reconstruction: a new view of the lacrimal drainage system. | 2002 Mar |
|
Fatal non-cardiogenic pulmonary oedema after intravenous non-ionic radiographic contrast. | 2002 Mar 23 |
|
Mechanisms of blood pressure change after bolus injections of X-ray contrast media. | 2002 May |
|
The rabbit renal toxicity test: a sensitive in vivo test for the nephrotoxicity of contrast agents. | 2002 May |
|
Effective prophylactic protocol in delayed hypersensitivity to contrast media: report of a case involving lymphocyte transformation studies with different compounds. | 2002 Nov |
|
A nonadhesive liquid embolic agent composed of ethylene vinyl alcohol copolymer and ethanol mixture for the treatment of cerebral arteriovenous malformations: experimental study. | 2002 Oct |
|
Experience of intravenous digital subtraction angiography (IV-DSA) in evaluation of neoadjuvant chemotherapy for advanced breast cancer. | 2002 Oct |
|
Ozonation: a tool for removal of pharmaceuticals, contrast media and musk fragrances from wastewater? | 2003 Apr |
|
Roles of intracellular Ca2+ and cyclic AMP in mast cell histamine release induced by radiographic contrast media. | 2003 Apr |
|
Comparison of carbon dioxide and iodinated contrast for cavography prior to inferior vena cava filter placement. | 2003 Apr |
|
Interstitial CT lymphography-guided localization of breast sentinel lymph node: preliminary results. | 2003 Feb |
|
Conditions of iodine contrast transfer from lumbosacral CSF to blood. | 2003 Jan 15 |
|
[Successful use of transvenous angio-multidetector-CT in diagnosing cecal angiodysplasia as the cause of peranal hemorrhage]. | 2003 Jun |
|
Three-dimensional CT angiography of the hepatic artery: use of multi-detector row helical CT and a contrast agent. | 2003 Jun |
|
Cartilage lesions in the ankle joint: comparison of MR arthrography and CT arthrography. | 2003 May |
|
CT arthrography of the glenohumeral joint: CT fluoroscopy versus conventional CT and fluoroscopy--comparison of image-guidance techniques. | 2003 Oct |
|
Assessment of small bowel Crohn disease: noninvasive peroral CT enterography compared with other imaging methods and endoscopy--feasibility study. | 2003 Oct |
|
Effect of contrast injection protocol with dose tailored to patient weight and fixed injection duration on aortic and hepatic enhancement at multidetector-row helical CT. | 2003 Sep |
Patents
Sample Use Guides
In Vivo Use Guide
Curator's Comment: Dosage and administration depends on analysis type, patient age and contrast agent concentration. ISOVUE is available in different concentrations: 128, 200, 250, 300 and 370 mgI/ml.
Peripheral Arteriograghy: For injection into the femoral artery or subclavian artery, 5 to 40 mL of ISOVUE-300 may be used; for injection into the aorta for a distal runoff, 25 to 50 mL may be used. Doses up to a total of 250 mL of ISOVUE-300 have been administered during peripheral arteriography.
Route of Administration:
Intravascular
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/1630618
Curator's Comment: Iopamidol increases the clotting time.
http://www.ncbi.nlm.nih.gov/pubmed/2745021
Diffusion of iopamidol (300 and 200 mgI/ml) was studied in the cerebrospinal fluid (CSF). Test tubes containing CSF were kept in a waterbath at 37 degrees C. Contrast medium was injected along the wall into the tubes, and diffusion of contrast media in the tubes was followed with repeated computed tomography for 5 h. The contents of the tubes were then mixed by shaking, and the tubes were scanned immediately and 8 h later.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:00:05 GMT 2023
by
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on
Fri Dec 15 15:00:05 GMT 2023
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Record UNII |
JR13W81H44
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C28500
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WHO-VATC |
QV08AB04
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V08AB04
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N0000010258
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N0000180185
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1464
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IOPAMIDOL
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CHEMBL1200932
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m6370
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C47567
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Iopamidol
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DB08947
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JR13W81H44
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5966
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Iopamidol related compound C3 and 2-chloro derivative are integrated together.
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