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Mangafodipir Trisodium

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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Mangafodipir trisodium, 140678-14-4, Mangafodipir trisodium (usan), Teslascan (tn), Trisodium;2-[2-[carboxylatomethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]ethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]acetate;hydron;manganese(2+), D04848

Molecular Formula

C₂₂H₂₇MnN₄Na₃O₁₄P₂

Molecular Weight

757.3 g/mol

InChI Key

BENFPBJLMUIGGD-UHFFFAOYSA-I

Mangafodipir Trisodium is the trisodium salt of mangafodipir with potential antioxidant and chemoprotective activities. Consisting of manganese (II) ions chelated to fodipir (dipyridoxyl diphosphate or DPDP), mangafodipir scavenges oxygen free radicals such as superoxide anion, hydrogen peroxide, and hydroxyl radical, potentially preventing oxygen free radical damage to macromolecules such as DNA and minimizing oxygen free radical-related chemotoxicity in normal tissues. However, this agent may potentiate the chemotherapy-induced generation of oxygen free radicals in tumor cells, resulting in the potentiation of chemotherapy-induced cytotoxicity; tumor cells, with higher levels of reactive oxygen species than normal cells, possess a lower threshold for oxygen free radical-mediated cytotoxicity. Mangafodipir is traditionally used as an imaging agent in magnetic resonance imaging (MRI).

1 2D Structure

Mangafodipir Trisodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

trisodium;2-[2-[carboxylatomethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]ethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]acetate;hydron;manganese(2+)

2.1.2 InChI

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

2.1.3 InChI Key

BENFPBJLMUIGGD-UHFFFAOYSA-I

2.1.4 Canonical SMILES

[H+].[H+].[H+].CC1=NC=C(C(=C1[O-])CN(CCN(CC2=C(C(=NC=C2COP(=O)([O-])[O-])C)[O-])CC(=O)[O-])CC(=O)[O-])COP(=O)([O-])[O-].[Na+].[Na+].[Na+].[Mn+2]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Ca4mn(dpdp)5

2. Calmangafodipir

3. Dpdp

4. Mangafodipir

5. Mangafodipir Trisodium

6. Mangafodipir Trisodium, Anhydrous

7. Manganese Dipyridoxyl Diphosphate

8. Manganese-dpdp

9. Mn-dpdp

10. N,n'-bis(pyridoxal-5-phosphate)ethylenediamine-n,n'-diacetic Acid

11. Teslascan

2.2.2 Depositor-Supplied Synonyms

1. Mangafodipir Trisodium

2. 140678-14-4

3. Mangafodipir Trisodium (usan)

4. Teslascan (tn)

5. Trisodium;2-[2-[carboxylatomethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]ethyl-[[2-methyl-3-oxido-5-(phosphonatooxymethyl)pyridin-4-yl]methyl]amino]acetate;hydron;manganese(2+)

6. D04848

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₇MnN₄Na₃O₁₄P₂
Molecular Weight	757.3 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	18
Rotatable Bond Count	13
Exact Mass	757.007251 g/mol
Monoisotopic Mass	757.007251 g/mol
Topological Polar Surface Area	304 Å²
Heavy Atom Count	46
Formal Charge	0
Complexity	873
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	8

4 Drug and Medication Information

4.1 Drug Indication

This medicinal product is for diagnostic use only.

Contrast medium for diagnostic magnetic resonance imaging (MRI) for the detection of lesions of the liver suspected to be due to metastatic disease or hepatocellular carcinomas. As an adjunct to MRI to aid in the investigation of focal pancreatic lesions.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Contrast Media

Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)

5.2 ATC Code

V08CA05

NDC API