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Gadodiamide

From Wikipedia, the free encyclopedia
(Redirected fromOmniscan)
Chemical compound

Pharmaceutical compound
Gadodiamide
Clinical data
Trade namesOmniscan
Other names2-[bis[2-(carboxylatomethyl-(methylcarbamoylmethyl)amino)ethyl]amino]acetate; gadolinium(+3) cation
AHFS/Drugs.comMicromedex Detailed Consumer Information
License data
Routes of
administration
Intravenous
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein bindingnegligible
Metabolismnot metabolized
Eliminationhalf-life77.8 minutes
ExcretionKidney
Identifiers
  • gadolinium(III) 5,8-bis(carboxylatomethyl)-2-[2-(methylamino)-2-oxoethyl]-10-oxo-2,5,8,11-tetraazadodecane-1-carboxylate hydrate
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC16H28GdN5O9
Molar mass591.68 g·mol−1
3D model (JSmol)
  • [Gd+3].[O-]C(=O)CN(CC(=O)NC)CCN(CCN(CC([O-])=O)CC(=O)NC)CC([O-])=O
  • InChI=1S/C16H29N5O8.Gd/c1-17-12(22)7-20(10-15(26)27)5-3-19(9-14(24)25)4-6-21(11-16(28)29)8-13(23)18-2;/h3-11H2,1-2H3,(H,17,22)(H,18,23)(H,24,25)(H,26,27)(H,28,29);/q;+3/p-3 checkY
  • Key:HZHFFEYYPYZMNU-UHFFFAOYSA-K checkY
 ☒NcheckY (what is this?)  (verify)

Gadodiamide, sold under the brand nameOmniscan, is agadolinium-based MRI contrast agent (GBCA), used inmagnetic resonance imaging (MRI) procedures to assist in the visualization of blood vessels.

Medical uses

[edit]
Further information:MRI contrast agent
A bottle of Omniscan contrast agent.

Gadodiamide is acontrast medium used for cranial and spinalmagnetic resonance imaging (MRI) and for general MRI of the body after intravenous administration. It provides contrast enhancement and facilitates visualisation of abnormal structures or lesions in various parts of the body including thecentral nervous system (CNS). It crosses intact theblood brain barrier.[4]

Adverse effects

[edit]

Gadodiamide is one of the main GBCA associated withnephrogenic systemic fibrosis (NSF), a toxic reaction occurring in some people withkidney problems.[5] No cases have been seen in people with normal kidney function.[6]

A 2015 study foundgadolinium deposited in the brain tissue of people who had received gadodiamide.[7] Other studies usingpost-mortemmass spectrometry found most of the deposit remained at least 2 years after an injection and deposit also in individuals with no kidney issues.

In vitro studies found it to beneurotoxic.[8]

An Italian task force recommended that breastfeeding mothers precautionally avoid anycontrast agent, such as gadodiamide, that has been associated with nephrogenic systemic fibrosis.[9]

Like other gadolinium-based contrast agents (GBCAs), gadodiamide may cause a range of adverse reactions. The most common include mild symptoms such as nausea, headache, or injection site discomfort. However, rare but serious reactions have been reported.

Hypersensitivity and anaphylaxis

[edit]

Gadodiamide can cause severe allergic or hypersensitivity reactions, including anaphylaxis—a potentially life-threatening condition requiring immediate medical attention and treatment with epinephrine (adrenaline). Post-marketing surveillance and case studies have documented such events in patients who received gadodiamide.[10]

Data from the U.S. FDA Adverse Event Reporting System (FAERS) also list anaphylaxis and other hypersensitivity reactions among the reported adverse effects associated with gadodiamide.[11]

Patients with a known history of allergic reactions to contrast media or other drugs should inform their healthcare provider before undergoing imaging studies with gadodiamide. In high-risk individuals, premedication and pre-screening protocols may be considered to mitigate the risk of severe reactions.

Society and culture

[edit]

Gadodiamide was suspended along withgadopentetic acid (Magnevist) by theEuropean Medicines Agency in 2017.[12]

References

[edit]
  1. ^"Product monograph brand safety updates".Health Canada. February 2024. Retrieved24 March 2024.
  2. ^"Omniscan- gadodiamide injection".DailyMed. Retrieved29 August 2021.
  3. ^"Active substance: gadodiamide"(PDF).List of nationally authorised medicinal products. European Medicine Agency. 14 January 2021.
  4. ^Rasschaert M, Weller RO, Schroeder JA, Brochhausen C, Idée JM (November 2020)."Retention of Gadolinium in Brain Parenchyma: Pathways for Speciation, Access, and Distribution. A Critical Review".Journal of Magnetic Resonance Imaging.52 (5):1293–1305.doi:10.1002/jmri.27124.PMC 7687192.PMID 32246802.
  5. ^Ibrahim MA, Hazhirkarzar B, Dublin AB (January 2018). "Magnetic Resonance Imaging (MRI), Gadolinium".StatPearls [Internet]. StatPearls Publishing.PMID 29494094.
  6. ^Canavese C, Mereu MC, Aime S, Lazzarich E, Fenoglio R, Quaglia M, et al. (2008). "Gadolinium-associated nephrogenic systemic fibrosis: the need for nephrologists' awareness".Journal of Nephrology.21 (3):324–336.PMID 18587720.
  7. ^Anderson P (26 March 2015)."Gadolinium Found in Brain Tissue". Medscape. Retrieved14 April 2015.
  8. ^Bower DV, Richter JK, von Tengg-Kobligk H, Heverhagen JT, Runge VM (August 2019)."Gadolinium-Based MRI Contrast Agents Induce Mitochondrial Toxicity and Cell Death in Human Neurons, and Toxicity Increases With Reduced Kinetic Stability of the Agent".Investigative Radiology.54 (8):453–463.doi:10.1097/RLI.0000000000000567.PMID 31265439.S2CID 164486744.
  9. ^Cova MA, Stacul F, Quaranta R, Guastalla P, Salvatori G, Banderali G, et al. (August 2014). "Radiological contrast media in the breastfeeding woman: a position paper of the Italian Society of Radiology (SIRM), the Italian Society of Paediatrics (SIP), the Italian Society of Neonatology (SIN) and the Task Force on Breastfeeding, Ministry of Health, Italy".European Radiology.24 (8):2012–2022.doi:10.1007/s00330-014-3198-6.PMID 24838733.S2CID 24502257.
  10. ^Lv M, Zhang X, Hedwig B (March 2020)."Phonotactic steering and representation of directional information in the ascending auditory pathway of a cricket".Journal of Neurophysiology.123 (3):865–875.doi:10.1152/jn.00737.2019.PMC 7099476.PMID 31913780.
  11. ^"FDA Adverse Event Reporting System (FAERS) Public Dashboard". U.S. Food and Drug Administration. Archived fromthe original on 31 August 2019. Retrieved4 April 2025.
  12. ^"Gadolinium-containing contrast agents: removal of Omniscan and iv Magnevist, restrictions to the use of other linear agents".GOV.UK. 14 December 2017. Retrieved29 August 2021.
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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