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Details

Stereochemistry ACHIRAL
Molecular Formula C22H26N4O14P2.Mn.4H
Molecular Weight 691.3776
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MANGAFODIPIR

SMILES

[H+].[H+].[H+].[H+].[Mn++].CC1=NC=C(COP([O-])([O-])=O)C(CN(CCN(CC([O-])=O)CC2=C(COP([O-])([O-])=O)C=NC(C)=C2O)CC([O-])=O)=C1O

InChI

InChIKey=QDQFSBKXQQZVTB-UHFFFAOYSA-L
InChI=1S/C22H32N4O14P2.Mn/c1-13-21(31)17(15(5-23-13)11-39-41(33,34)35)7-25(9-19(27)28)3-4-26(10-20(29)30)8-18-16(12-40-42(36,37)38)6-24-14(2)22(18)32;/h5-6,31-32H,3-4,7-12H2,1-2H3,(H,27,28)(H,29,30)(H2,33,34,35)(H2,36,37,38);/q;+2/p-2

HIDE SMILES / InChI

Molecular Formula C22H30N4O14P2
Molecular Weight 636.4395
Charge -2
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Mn
Molecular Weight 54.938045
Charge 2
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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. Mangafodipir is a manganese (Mn2+) chelate with the ligand fodipir (dipyridoxyl diphosphate or DPDP). Mangafodipir trisodium is metabolised (dephosphorylated) and partially transmetallated (manganese exchanged for zinc) after intravenous administration. Manganese that is released from mangafodipir is taken up by hepatocytes thereby increasing the SI of normal liver tissue. This may result in an improvement of the detection of liver metastases, which usually have no hepatocytes. The metabolites of fodipir are renally excreted, whilst the biliary route mainly excretes manganese. Mangafodipir was withdrawn from the US market in 2003 and the European market in 2012.

CNS Activity

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
TESLASCAN
Diagnostic
TESLASCAN
Diagnostic
TESLASCAN
Diagnostic
TESLASCAN

Cmax

ValueDoseCo-administeredAnalytePopulation
14.1 μM
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
37.9 μM
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
38.3 μM
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
78.8 μM
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
26.4 μM
5 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
61.1 μM
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
38.6 μM
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
85.2 μM
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
8.89 μM × h
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
26 μM × h
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
11.5 μM × h
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
27.6 μM × h
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
43.7 μM × h
5 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
96.8 μM × h
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
47.8 μM × h
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
96 μM × h
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
8 h
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
8 h
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
8 h
5 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
8 h
10 μmol/kg single, intravenous
MANGANESE plasma
Homo sapiens
121 min
5 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
113 min
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
112 min
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens
117 min
10 μmol/kg single, intravenous
FODIPIR plasma
Homo sapiens

Doses

AEs

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Dose, 5-10 µmol/kg b.w.
Route of Administration: Intravenous
In Vitro Use Guide
MnDPDP (Mangafodipir) relax phenylephrine precontracted bovine mesenteric artery strips in a concentration- dependent manner. Bovine arteries from the branch of the superior mesenteric artery were obtained from a local slaughter-house within 30 mm of slaughter. Specimens were immersed in a Krebs’ buffer solution, dissected free from surrounding tissues, opened longitudinally and cut into strips approximately 5 mm wide. In some arterial strips the endothelial cells were removed by gently rubbing the intimal surface with a wooden stick for 30 to 60 sec. When the arterial strips had reached a steady state of contraction, MnDPDP (Mangafodipir) were added to the organ baths, at concentrations of 0.1 to 1000 ı.tM. ACh was used as a positive control. EDRF-independent effects were examined by using arterial strips minus endothelium.
Substance Class Chemical
Record UNII
N02W67RKJS
Record Status Validated (UNII)
Record Version