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Iohexol

From Wikipedia, the free encyclopedia
Chemical compound

Pharmaceutical compound
Iohexol
Clinical data
Trade namesIodaque, Hexopaque, Oraltag, others
Other names5-[N-(2,3-Dihydroxypropyl)acetamido]-2,4,6-triiodo-N,N'-bis(2,3-dihydroxypropyl)isophthalamide
AHFS/Drugs.comMicromedex Detailed Consumer Information
License data
Routes of
administration
Intrathecal,intravascular,by mouth, intracavital,rectal
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein bindingLow
MetabolismNil
Eliminationhalf-lifeVariable
ExcretionKidney, unchanged
Identifiers
  • 1-N,3-N-Bis(2,3-dihydroxypropyl)-5-[N-(2,3-dihydroxypropyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.060.130Edit this at Wikidata
Chemical and physical data
FormulaC19H26I3N3O9
Molar mass821.142 g·mol−1
3D model (JSmol)
Melting point174 to 180 °C (345 to 356 °F)
  • O=C(N(c1c(I)c(c(I)c(c1I)C(=O)NCC(O)CO)C(=O)NCC(O)CO)CC(O)CO)C
  • InChI=1S/C19H26I3N3O9/c1-8(29)25(4-11(32)7-28)17-15(21)12(18(33)23-2-9(30)5-26)14(20)13(16(17)22)19(34)24-3-10(31)6-27/h9-11,26-28,30-32H,2-7H2,1H3,(H,23,33)(H,24,34) checkY
  • Key:NTHXOOBQLCIOLC-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Iohexol, sold under the trade nameIodaque among others, is acontrast agent used forX-ray imaging.[4] This includes when visualizingarteries,veins,ventricles of the brain, theurinary system, andjoints, as well as duringcomputed tomography (CT scan).[4] It is given by mouth,injection into a vein, or into a body cavity.[5]

Side effects includevomiting,skin flushing, headache, itchiness,kidney problems, andlow blood pressure.[4] Less commonlyallergic reactions orseizures may occur.[4] Allergies topovidone-iodine orshellfish do not affect the risk of side effects more than other allergies.[6] Use in the later part ofpregnancy may causehypothyroidism in the baby.[7] Iohexol is aniodinated non-ionic radiocontrast agent.[4] It is in the lowosmolar family.[8]

Iohexol was approved for medical use in 1985.[9] It is on theWorld Health Organization's List of Essential Medicines.[10][5]

Chemistry

[edit]

Theosmolality of iohexol ranges from 322mOsm/kg—approximately 1.1 times that ofblood plasma—to 844 mOsm/kg, almost three times that of blood.[11] Despite this difference, iohexol is still considered a low-osmolality contrast agent; the osmolality of older agents, such asdiatrizoate, may be more than twice as high.[12]

Adverse effects

[edit]

The most common side effects after intravenous injections are: pain at the site of injection (3%), blurring of vision (2%), nausea (2%), arrhythmia (2%), taste perversion (1%), hypotension (0.7%), and vomiting (0.7%).[13]

Society and culture

[edit]

Naming

[edit]

It is sold under the brand name Omnipaque.[14] It is also sold as a density gradient medium under the names Accudenz, Histodenz, and Nycodenz.[15][16]

Available forms

[edit]

It is available in various concentrations, from 140[13] to 350[17]milligrams ofiodine permilliliter.[13] Iohexol can given as intrathecal, intravascular, oral, rectal, intraarticular, or into the body cavity.[13]

References

[edit]
  1. ^"FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)".nctr-crs.fda.gov.FDA. Retrieved22 October 2023.
  2. ^"Product monograph brand safety updates".Health Canada. February 2024. Retrieved24 March 2024.
  3. ^"Regulatory Decision Summary for Omnipaque".Drug and Health Products Portal. 29 December 2023. Retrieved2 April 2024.
  4. ^abcdeWorld Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.).WHO Model Formulary 2008. World Health Organization. pp. 317–8.hdl:10665/44053.ISBN 9789241547659.
  5. ^abHamilton R (2015).Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 171.ISBN 9781284057560.
  6. ^ACR Manual on Contrast Media v10.3. 2017(PDF). American College of Radiology. 2017. p. 6.ISBN 9781559030120.Archived(PDF) from the original on 1 January 2018. Retrieved1 January 2018.
  7. ^Briggs GG, Freeman RK, Yaffe SJ (2011).Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk. Lippincott Williams & Wilkins. p. 761.ISBN 9781608317080.Archived from the original on 1 January 2017.
  8. ^Sutton D, Young JW (2012).A Short Textbook of Clinical Imaging. Springer Science & Business Media. p. 235.ISBN 9781447117551.Archived from the original on 1 January 2017.
  9. ^Broe ME, Porter GA, Bennett WM, Verpooten GA (2013).Clinical Nephrotoxins: Renal Injury from Drugs and Chemicals. Springer Science & Business Media. p. 325.ISBN 9789401590884.Archived from the original on 1 January 2017.
  10. ^World Health Organization (2019).World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization.hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  11. ^GE Healthcare (May 2006)."Omnipaque (Iohexol) injection. Product label".DailyMed. U.S.National Library of Medicine. Retrieved28 March 2007.
  12. ^Amersham Health (April 2006)."Hypaque (Diatrizoate Meglumine and Diatrizoate Sodium) injection, solution. Product label".DailyMed. U.S.National Library of Medicine.Archived from the original on 23 May 2011. Retrieved29 March 2007.
  13. ^abcd"Highlights of prescribing information for Omnipaque"(PDF). US Food and Drug Administration. Archived fromthe original(PDF) on 11 July 2022. Retrieved13 December 2022.
  14. ^"Omnipaque"(PDF). Ireland: Health Products Regulatory Authority. January 2018. Retrieved31 July 2020.
  15. ^"HistoDenz"(PDF).Product information sheet. Sigma-Aldrich. D2158. Archived fromthe original(PDF) on 20 November 2015. Retrieved19 November 2015.
  16. ^"Nycodenz®: A universal density gradient medium"(PDF). Axis-Shield Density Gradient Media. Archived fromthe original(PDF) on 26 February 2015. Retrieved19 November 2015.
  17. ^Haberfeld H, ed. (2020).Austria-Codex (in German). Vienna: Österreichischer Apothekerverlag. Omnipaque 350 mg J/ml Infusionsflasche.
X-ray and CT
Iodinated,
Water soluble
Nephrotropic,
high osmolar
Nephrotropic,
low osmolar
Hepatotropic
Iodinated,
Water insoluble
Non-iodinated
MRI
Paramagnetic
Superparamagnetic
Other
Ultrasound
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