U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H26N4O14P2.Mn.3Na.H
Molecular Weight 757.3231
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MANGAFODIPIR TRISODIUM

SMILES

[H+].[Na+].[Na+].[Na+].[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=BENFPBJLMUIGGD-UHFFFAOYSA-I
InChI=1S/C22H32N4O14P2.Mn.3Na/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;3*+1/p-5

HIDE SMILES / InChI

Molecular Formula C22H26N4O14P2
Molecular Weight 632.4078
Charge -6
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Mn
Molecular Weight 54.938
Charge 2
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H
Molecular Weight 1.0079
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT00727922 | https://clinicaltrials.gov/ct2/show/NCT00966563 | https://www.drugs.com/cons/mangafodipir-intravenous.html | https://www.drugbank.ca/drugs/DB06796 | https://www.ncbi.nlm.nih.gov/pubmed/27533964

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.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
TESLASCAN

Approved Use

Unknown

Launch Date

8.8050237E11
Diagnostic
TESLASCAN

Approved Use

Unknown

Launch Date

8.8050237E11
Diagnostic
TESLASCAN

Approved Use

Unknown

Launch Date

8.8050237E11
Diagnostic
TESLASCAN

Approved Use

Unknown

Launch Date

8.8050237E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
38.3 μM
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
37.9 μM
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
78.8 μM
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
14.1 μM
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
26.4 μM
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
38.6 μM
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
85.2 μM
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
61.1 μM
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
11.5 μM × h
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
26 μM × h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
27.6 μM × h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
8.89 μM × h
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
43.7 μM × h
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
47.8 μM × h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
96 μM × h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
96.8 μM × h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
8 h
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
8 h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
8 h
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
8 h
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
MANGANESE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
121 min
5 μmol/kg single, intravenous
dose: 5 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
112 min
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
117 min
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
113 min
10 μmol/kg single, intravenous
dose: 10 μmol/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
FODIPIR plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
0.5 mL/kg single, intravenous
Recommended
Dose: 0.5 mL/kg
Route: intravenous
Route: single
Dose: 0.5 mL/kg
Sources:
unhealthy
Other AEs: Hypersensitivity reaction, Urticaria...
Other AEs:
Hypersensitivity reaction (rare)
Urticaria (rare)
Anaphylactoid reaction (rare)
Sources:
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Disc. AE: Nausea, Vomiting...
AEs leading to
discontinuation/dose reduction:
Nausea (grade 1)
Vomiting (grade 1)
Pharyngitis (grade 1)
Pruritus (grade 2)
Nausea (grade 3, 0.18%)
Vomiting (grade 3, 0.18%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Anaphylactoid reaction rare
0.5 mL/kg single, intravenous
Recommended
Dose: 0.5 mL/kg
Route: intravenous
Route: single
Dose: 0.5 mL/kg
Sources:
unhealthy
Hypersensitivity reaction rare
0.5 mL/kg single, intravenous
Recommended
Dose: 0.5 mL/kg
Route: intravenous
Route: single
Dose: 0.5 mL/kg
Sources:
unhealthy
Urticaria rare
0.5 mL/kg single, intravenous
Recommended
Dose: 0.5 mL/kg
Route: intravenous
Route: single
Dose: 0.5 mL/kg
Sources:
unhealthy
Nausea grade 1
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Pharyngitis grade 1
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Vomiting grade 1
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Pruritus grade 2
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Nausea grade 3, 0.18%
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
Vomiting grade 3, 0.18%
Disc. AE
5 umol/kg single, intravenous
Recommended
Dose: 5 umol/kg
Route: intravenous
Route: single
Dose: 5 umol/kg
Sources:
unhealthy
n = 546
Health Status: unhealthy
Condition: Liver lesions
Sex: M+F
Population Size: 546
Sources:
PubMed

PubMed

TitleDatePubMed
Mangafodipir as a cardioprotective adjunct to reperfusion therapy: a feasibility study in patients with ST-segment elevation myocardial infarction.
2015 Jan
Patents

Patents

Sample Use Guides

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
Created
by admin
on Fri Dec 15 15:54:36 UTC 2023
Edited
by admin
on Fri Dec 15 15:54:36 UTC 2023
Record UNII
129FW80TG4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MANGAFODIPIR TRISODIUM
EMA EPAR   MART.   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN  
Official Name English
MANGAFODIPIR TRISODIUM [VANDF]
Common Name English
NSC-760070
Code English
MANGAFODIPIR TRISODIUM [MART.]
Common Name English
TRISODIUM TRIHYDROGEN (OC-6-13)-((N,N'-ETHYLENEBIS(N-((3-HYDROXY-5-(HYDROXYMETHYL)-2-METHYL-4-PYRIDYL)METHYL)GLYCINE) 5,5'-BIS(PHOSPHATO))(8-))MANGANATE(6-)
Common Name English
MANGAFODIPIR TRISODIUM [EMA EPAR]
Common Name English
MANGAFODIPIR TRISODIUM [USP IMPURITY]
Common Name English
MANGAFODIPIR TRISODIUM [ORANGE BOOK]
Common Name English
TESLASCAN
Brand Name English
Mangafodipir trisodium [WHO-DD]
Common Name English
WIN 59010
Code English
MANGAFODIPIR TRISODIUM SALT [MI]
Common Name English
MANGAFODIPIR TRISODIUM [USAN]
Common Name English
TRISODIUM TRIHYDROGEN (OC-6-13)-((N,N'-1,2-ETHANEDIYLBIS(N-((3-HYDROXY-2-METHYL-5-((PHOSPHONOOXY)METHYL)-4-PYRIDINYL)METHYL)GLYCINATO))(8-)MANGANATE(6-)
Common Name English
ANHYDROUS MANGAFODIPIR TRISODIUM
Common Name English
WIN-59010
Code English
MANGAFODIPIR TRISODIUM, ANHYDROUS
Common Name English
MANGAFODIPIR TRISODIUM SALT
MI  
Common Name English
MAGNAFODIPIR SODIUM
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C275
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
EMA ASSESSMENT REPORTS TESLASCAN (WITHDRAWN: MAGNETIC RESONANCE IMAGING)
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
NCI_THESAURUS C390
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL1201301
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
NCI_THESAURUS
C66053
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
EVMPD
SUB12529MIG
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
RXCUI
221119
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY RxNorm
CAS
140678-14-4
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
SMS_ID
100000089440
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
NSC
760070
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
PUBCHEM
160036
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
USAN
FF-61
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
FDA UNII
129FW80TG4
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
EPA CompTox
DTXSID9043934
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
WIKIPEDIA
Teslascan
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
MERCK INDEX
m7057
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY Merck Index
DRUG BANK
DBSALT001330
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
EVMPD
SUB25422
Created by admin on Fri Dec 15 15:54:36 UTC 2023 , Edited by admin on Fri Dec 15 15:54:36 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
SALT/SOLVATE -> SALT/SOLVATE
Related Record Type Details
IMPURITY -> PARENT
Related Record Type Details
ACTIVE MOIETY