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Merck
CN

SML4184

Gadobutrol

≥95% (Gadolinium, elemental analysis), powder, Magnetic resonance contrast agent

Synonym(s):

(SA-8-1425362′5′)-[rel-10-[(2R,3S)-2-(Hydroxy-κO)-3-hydroxy-1-(hydroxymethyl)propyl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetato(3-)-κN1,κN4,κN7,κN10,κO1,κO4,κO7]gadolinium, Gadograf,Protovist, Protovist, K 135079, ZK 135079

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About This Item

Empirical Formula (Hill Notation):
C18H31GdN4O9
CAS Number:
Molecular Weight:
604.71
NACRES:
NA.21
Assay:
≥95% (Gadolinium, elemental analysis)
Form:
powder
Quality level:
Technical Service
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Quality Level

assay

≥95% (Gadolinium, elemental analysis)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

-10 to -25°C

General description

Gadobutrol is a highly water-soluble, macrocyclic, and electrically neutral gadolinium-based contrast agent (GBCA) used in contrast-enhanced MRI. Its active component is a non-ionic, paramagnetic complex of gadolinium (Gd3+) chelated with butrol, forming the distinct gadobutrol structure. Gadobutrol exhibits the greatest shortening of proton T1 relaxation times amongst all macrocyclic GBCAs, a key determinant of signal and contrast enhancement in MRI.

Application

Gadobutrol may be used to enhance diagnostic contrast in magnetic resonance imaging (MRI) of pathological lesions in the liver, central nervous system (CNS), kidney, and brain.

Biochem/physiol Actions

Water-soluble macrocyclic gadolinium-based MRI contrast agent excreted renally, enhances CNS pathology detection by improving blood-brain barrier visualization.
Upon intravenous administration, it enhances MRI sensitivity for detecting CNS pathologies associated with blood-brain barrier defects, areas of altered perfusion, or expanded extracellular space. This agent is particularly effective in visualizing tumors, inflammatory processes, and demyelinating diseases of the CNS. Gadobutrol is eliminated unchanged via the kidneys, with negligible extra-renal excretion.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Batuhan Bilgin et al.
Magnetic resonance imaging, 111, 67-73 (2024-04-12)
In the diagnosis of migraine, which is a neurovascular disease, gadolinium-based contrast agents (GBCAs) are used to rule out more serious conditions. On the other hand, it remains unclear as a scientific gap whether GBCAs may trigger migraine-related pain. The
Laurie A Loevner et al.
Investigative radiology, 58(5), 307-313 (2023-02-03)
Developing new high relaxivity gadolinium-based contrast agents (GBCAs) for magnetic resonance imaging (MRI) allowing dose reduction while maintaining similar diagnostic efficacy is needed, especially in the context of gadolinium retention in tissues. This study aimed to demonstrate that contrast-enhanced MRI
Lesley J Scott
Clinical drug investigation, 38(8), 773-784 (2018-07-15)
Intravenous gadobutrol [Gadovist™ (EU); Gadavist® (USA)] is a second-generation, extracellular non-ionic macrocyclic gadolinium-based contrast agent (GBCA) that is approved for use in paediatric (including term neonates) and adult patients undergoing diagnostic contrast-enhanced (CE) MRI for visualization of pathological lesions in

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