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mangafodipir

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mangafodipir

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Mangafodipir (sold under the brand name Teslascan as mangafodipir trisodium) is a contrast agent delivered intravenously to enhance contrast in magnetic resonance imaging (MRI) of the liver, and has potential to serve as an adjunct for various chemotherapeutic agents and during coronary intervention. It has two parts, a paramagnetic manganese(II) ion and the fodipir (dipyridoxyl diphosphate, DPDP) chelating agent. When freed from the organic ligand, the manganese shortens the longitudinal relaxation time (T1) in an MRI scan. Normal liver tissue absorbs the manganese more than abnormal or cance

Chemical data

Formula
C22H32MnN4O14P2+2
Molecular weight
693.4 g/mol
IUPAC name
2-[2-[carboxymethyl-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridinyl]methyl]amino]ethyl-[[3-hydroxy-2-methyl-5-(phosphonooxymethyl)-4-pyridinyl]methyl]amino]acetic acid;manganese(2+)
SMILES
CC1=NC=C(C(=C1O)CN(CCN(CC2=C(C(=NC=C2COP(=O)(O)O)C)O)CC(=O)O)CC(=O)O)COP(=O)(O)O.[Mn+2]
InChIKey
QDQFSBKXQQZVTB-UHFFFAOYSA-N
Polar surface area
281 Ų
H-bond donors
8
H-bond acceptors
18
Formal charge
2

via PubChem

Wikidata facts

Has part
manganese
Mass
693.0759729041798
Show 2 more facts
canonical SMILES
CC1=NC=C(C(=C1O)CN(CCN(CC2=C(C(=NC=C2COP(=O)(O)O)C)O)CC(=O)O)CC(=O)O)COP(=O)(O)O.[Mn+2]
chemical formula
C₂₂H₃₂MnN₄O₁₄P₂²⁺
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • References
  • External links

Mangafodipir (sold under the brand name Teslascan as mangafodipir trisodium) is a contrast agent delivered intravenously to enhance contrast in magnetic resonance imaging (MRI) of the liver, and has potential to serve as an adjunct for various chemotherapeutic agents and during coronary intervention. It has two parts, a paramagnetic manganese(II) ion and the fodipir (dipyridoxyl diphosphate, DPDP) chelating agent. When freed from the organic ligand, the manganese shortens the longitudinal relaxation time (T1) in an MRI scan. Normal liver tissue absorbs the manganese more than abnormal or cancerous tissue, which makes the normal tissue appear brighter in MRIs. This enhanced contrast allows lesions to be more easily identified.

Mangafodipir was withdrawn from the US market in 2003 and the European market in 2012 for commercial reasons by the manufacturer.

Excerpted from Wikipedia’s “mangafodipir” article, available under the CC BY-SA 4.0 licence.

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