Iohexol

Chemical compound From Wikipedia, the free encyclopedia

Iohexol, sold under the trade names Omnipaque and Iodaque among others, is a contrast agent used for X-ray imaging.[3] This includes when visualizing arteries, veins, ventricles of the brain, the urinary system, and joints, as well as during computed tomography (CT scan).[3] It is given by mouth, injection into a vein, or into a body cavity.[4]

Trade namesIodaque, Hexopaque, Oraltag, others
Other names5-[N-(2,3-Dihydroxypropyl)acetamido]-2,4,6-triiodo-N,N'-bis(2,3-dihydroxypropyl)isophthalamide
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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
Elimination half-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
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.060.130 Edit 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)
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Side effects include vomiting, skin flushing, headache, itchiness, kidney problems, and low blood pressure.[3] Less commonly allergic reactions or seizures may occur.[3] Allergies to povidone-iodine or shellfish do not affect the risk of side effects more than other allergies.[5] Use in the later part of pregnancy may cause hypothyroidism in the baby.[6] Iohexol is an iodinated non-ionic radiocontrast agent.[3] It is in the low osmolar family.[7]

Iohexol was approved for medical use in 1985.[8] It is on the World Health Organization's List of Essential Medicines.[9][4]

Chemistry

The osmolality of iohexol ranges from 322 mOsm/kg—approximately 1.1 times that of blood plasma—to 844 mOsm/kg, almost three times that of blood.[10] Despite this difference, iohexol is still considered a low-osmolality contrast agent; the osmolality of older agents, such as diatrizoate, may be more than twice as high.[11]

Adverse effects

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%).[12]

Society and culture

Naming

It is sold under the brand name Omnipaque.[13] It is also sold as a density gradient medium under the names Accudenz, Histodenz, and Nycodenz.[14][15]

Available forms

It is available in various concentrations, from 140[12] to 350[16] milligrams of iodine per milliliter.[12] Iohexol can given as intrathecal, intravascular, oral, rectal, intraarticular, or into the body cavity.[12]

References

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