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Chemistry

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Also known as: 127502-06-1, 3j0kpb596q, 3,12-dioxa-6,9-diphosphatetradecane, 6,9-bis(2-ethoxyethyl)-, Ethylenebis(bis(2-ethoxyethyl)phosphine), P-53, 2-[bis(2-ethoxyethyl)phosphanyl]ethyl-bis(2-ethoxyethyl)phosphane
Molecular Formula
C18H40O4P2
Molecular Weight
382.5  g/mol
InChI Key
QCWJONLQSHEGEJ-UHFFFAOYSA-N
FDA UNII
3J0KPB596Q

Tetrofosmin
Tetrofosmin was developed to overcome the non-target uptake of radioligands by the generation of hetero-atomic compounds. It presents a molecular formula of 1,2-bis(bis(2-ethoxyethyl)phosphino)ethane. Tetrofosmin is part of the group of diphosphines. Tetrofosmin is used in conjunction with technetium Tc-99m as a radiopharmaceutical.
1 2D Structure

Tetrofosmin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[bis(2-ethoxyethyl)phosphanyl]ethyl-bis(2-ethoxyethyl)phosphane
2.1.2 InChI
InChI=1S/C18H40O4P2/c1-5-19-9-13-23(14-10-20-6-2)17-18-24(15-11-21-7-3)16-12-22-8-4/h5-18H2,1-4H3
2.1.3 InChI Key
QCWJONLQSHEGEJ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCOCCP(CCOCC)CCP(CCOCC)CCOCC
2.2 Other Identifiers
2.2.1 UNII
3J0KPB596Q
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 127502-06-1

2. 3j0kpb596q

3. 3,12-dioxa-6,9-diphosphatetradecane, 6,9-bis(2-ethoxyethyl)-

4. Ethylenebis(bis(2-ethoxyethyl)phosphine)

5. P-53

6. 2-[bis(2-ethoxyethyl)phosphanyl]ethyl-bis(2-ethoxyethyl)phosphane

7. P53

8. Unii-3j0kpb596q

9. Tetrofosmin [usan:inn:ban:jan]

10. P 53

11. Tetrofosmin [ii]

12. Tetrofosmin [mi]

13. Tetrofosmin [inn]

14. Tetrofosmin [jan]

15. Tetrofosmin [usan]

16. Tetrofosmin [who-dd]

17. Schembl136150

18. Tetrofosmin (jan/usan/inn)

19. Chembl1615784

20. Dtxsid70155591

21. Chebi:135598

22. Zinc3780929

23. Db11180

24. D06094

25. Q27257279

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 382.5 g/mol
Molecular Formula C18H40O4P2
XLogP30.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count19
Exact Mass382.24018375 g/mol
Monoisotopic Mass382.24018375 g/mol
Topological Polar Surface Area36.9 Ų
Heavy Atom Count24
Formal Charge0
Complexity201
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 1  
Drug NameMyoview
Drug LabelThe MYOVIEW kit is supplied as a pack of five vials for use in the preparation of a technetium Tc99m tetrofosmin intravenous injection to be used for the scintigraphic delineation of regions of reversible myocardial ischemia in the presence
Active IngredientTechnetium tc-99m tetrofosmin
Dosage FormInjectable
RouteInjection
Strengthn/a
Market StatusPrescription
CompanyGe Healthcare

4.2 Drug Indication

Tetrofosmin is indicated to be used as a complex with technetium Tc-99m for scintigraphic imaging of the myocardium following separate administrations under exercise and/or resting conditions. It helps in the delineation of regions of reversible myocardial ischemia in absence of infarcted myocardium. This complex is also used for scintigraphic imaging of the myocardium to identify changes in perfusion induced by pharmacologic stress in patients with known or suspected coronary artery disease. This complex is indicated for the assessment of left ventricular function in patients evaluated for heart disease.


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Refer to [DB09160]


5.2 Absorption, Distribution and Excretion

Absorption

After intravenous administration, tetrofosmin is rapidly cleared from the blood and taken up by the heart, skeletal muscle, liver, spleen and kidneys.


Route of Elimination

Refer to [DB09160]


Volume of Distribution

This pharmacokinetic property has not been fully studied.


Clearance

Refer to [DB09160]


5.3 Metabolism/Metabolites

This pharmacokinetic property has not been fully studied.


5.4 Biological Half-Life

Refer to [DB09160]


5.5 Mechanism of Action

Tetrofosmin normal biodistribution makes it suitable to be used as a myocardial agent as it is uptaken by the myocardial tissue and it presents a very low redistribution after 3-4 hours of administration. After distribution, tetrofosmin is a lipophilic cationic agent which is passively diffused and accumulated in viable myocardial tissue.


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