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2D Structure
Also known as: Florbetapir f-18, Amyvid, Florbetapir f 18, Florbetapir, 956103-76-7, 18f-av-45
Molecular Formula
C20H25FN2O3
Molecular Weight
359.4  g/mol
InChI Key
YNDIAUKFXKEXSV-CRYLGTRXSA-N
FDA UNII
6W15Z5R0RU

Florbetapir (18F) is a radiopharmaceutical compound containing the radionuclide fluorine-18 bound to the compound florbetapir, a molecule that binds with high affinity to beta amyloid plaque, a peptide that plays a key role in Alzheimer's Disease pathogenesis. Marketed as the product Amyvid, florbetapir 18F is indicated for positron emission tomography (PET) imaging of the brain to estimate -amyloid neuritic plaque density in adult patients with cognitive impairment who are being evaluated for Alzheimer's Disease (AD) and other causes of cognitive decline. The radionucleide fluorine-18 was chosen as it has a half life of 110 minutes allowing it to accumulate sufficiently in the brain before undergoing positon emission decay.
Florbetapir f-18 is a Radioactive Diagnostic Agent. The mechanism of action of florbetapir f-18 is as a Positron Emitting Activity.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-[(E)-2-[6-[2-[2-(2-(18F)fluoranylethoxy)ethoxy]ethoxy]pyridin-3-yl]ethenyl]-N-methylaniline
2.1.2 InChI
InChI=1S/C20H25FN2O3/c1-22-19-7-4-17(5-8-19)2-3-18-6-9-20(23-16-18)26-15-14-25-13-12-24-11-10-21/h2-9,16,22H,10-15H2,1H3/b3-2+/i21-1
2.1.3 InChI Key
YNDIAUKFXKEXSV-CRYLGTRXSA-N
2.1.4 Canonical SMILES
CNC1=CC=C(C=C1)C=CC2=CN=C(C=C2)OCCOCCOCCF
2.1.5 Isomeric SMILES
CNC1=CC=C(C=C1)/C=C/C2=CN=C(C=C2)OCCOCCOCC[18F]
2.2 Other Identifiers
2.2.1 UNII
6W15Z5R0RU
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 18f-av-45

2. 2-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-5-(4-methylaminostyryl)pyridine

3. 4-(2-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)-n-methylbenzamide

4. Amyvid

5. Florbetapir

6. Florbetapir F 18

7. Florbetapir F18

2.3.2 Depositor-Supplied Synonyms

1. Florbetapir F-18

2. Amyvid

3. Florbetapir F 18

4. Florbetapir

5. 956103-76-7

6. 18f-av-45

7. 18f-av45

8. Florbetapir(18-f)

9. Florbetapir, F-18

10. Chebi:66880

11. (18f)av-45

12. Av-45 F-18

13. Florbetapir (18f) [inn]

14. 6w15z5r0ru

15. Av45 F-18

16. Florbetapir F-18 (usan)

17. Benzenamine, 4-((1e)-2-(6-(2-(2-(2-(fluoro-18f)ethoxy)ethoxy)ethoxy)-3- Pyridinyl)ethenyl)-n- Methyl-

18. Florbetapir F-18 [usan]

19. 4-{(e)-2-[6-(2-{2-[2-((18)f)fluoroethoxy]ethoxy}ethoxy)pyridin-3-yl]ethenyl}-n-methylaniline

20. Benzenamine, 4-[(1e)-2-[6-[2-[2-[2-(fluoro-18f)ethoxy]ethoxy]ethoxy]-3-pyridinyl]ethenyl]-n-methyl-

21. Av-45 Compound

22. Amyvid (tn)

23. Pet Av-45

24. Unii-6w15z5r0ru

25. Av-45

26. Florbetapir F18

27. 18fav45

28. Florbetapir F-18 [usan:inn]

29. 4-((1e)-2-(6-(2-(2-(2-(18f)fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)ethenyl)-n- Methylbenzenamine

30. 4-((1e)-2-(6-{2-(2-(2-(18f)fluoroethoxy)ethoxy)ethoxy}pyridin-3-yl)ethenyl)-n- Methylbenzenamine

31. 4-[(e)-2-[6-(2-{2-[2-(18f)fluoroethoxy]ethoxy}ethoxy)pyridin-3-yl]ethenyl]-n-methylaniline

32. 4-{(e)-2-[6-(2-{2-[2-(18f)fluoroethoxy]ethoxy}ethoxy)pyridin-3-yl]ethenyl}-n-methylaniline

33. [18f]florbetapir

34. Florbetapir-fluorine-18

35. Gtpl7344

36. Chembl1774461

37. Schembl14826096

38. Florbetapir F 18 [mi]

39. Dtxsid80241898

40. Bdbm50484946

41. Florbetapir (18f) [who-dd]

42. Db09149

43. Florbetapir (18f) [ema Epar]

44. Florbetapir F-18 [orange Book]

45. D09617

46. Q5460495

47. 4-(2-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)-n-methylbenzamide

48. 4-[(e)-2-[6-[2-[2-(2-(18f)fluoranylethoxy)ethoxy]ethoxy]pyridin-3-yl]ethenyl]-n-methylaniline

2.4 Create Date
2008-06-30
3 Chemical and Physical Properties
Molecular Weight 359.4 g/mol
Molecular Formula C20H25FN2O3
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count12
Exact Mass359.187455 g/mol
Monoisotopic Mass359.187455 g/mol
Topological Polar Surface Area52.6 Ų
Heavy Atom Count26
Formal Charge0
Complexity376
Isotope Atom Count1
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameAmyvid
PubMed HealthFlorbetapir F-18 (Injection)
Drug ClassesDiagnostic Agent, Radiopharmaceutical Imaging
Drug LabelAmyvid contains florbetapir F 18, a molecular imaging agent that binds to -amyloid aggregates, and is intended for use with PET imaging of the brain. Chemically, florbetapir F 18 is described as (E)-4-(2-(6-(2-(2-(2[18F] fluoroethoxy)ethoxy)ethoxy)...
Active IngredientFlorbetapir f-18
Dosage FormSolution
RouteIntravenous
Strength10ml (13.5-51mci/ml); 10-50ml (13.5-51mci/ml); 10-30ml (13.5-51mci/ml)
Market StatusPrescription
CompanyAvid Radiopharms

2 of 2  
Drug NameAmyvid
PubMed HealthFlorbetapir F-18 (Injection)
Drug ClassesDiagnostic Agent, Radiopharmaceutical Imaging
Drug LabelAmyvid contains florbetapir F 18, a molecular imaging agent that binds to -amyloid aggregates, and is intended for use with PET imaging of the brain. Chemically, florbetapir F 18 is described as (E)-4-(2-(6-(2-(2-(2[18F] fluoroethoxy)ethoxy)ethoxy)...
Active IngredientFlorbetapir f-18
Dosage FormSolution
RouteIntravenous
Strength10ml (13.5-51mci/ml); 10-50ml (13.5-51mci/ml); 10-30ml (13.5-51mci/ml)
Market StatusPrescription
CompanyAvid Radiopharms

4.2 Drug Indication

Florbetapir 18F is indicated for Positron Emission Tomography (PET) imaging of the brain to estimate -amyloid neuritic plaque density in adult patients with cognitive impairment who are being evaluated for Alzheimer's Disease (AD) and other causes of cognitive decline.


FDA Label


This medicinal product is for diagnostic use only.

Amyvid is a radiopharmaceutical indicated for Positron Emission Tomography (PET) imaging of -amyloid neuritic plaque density in the brains of adult patients with cognitive impairment who are being evaluated for Alzheimers disease (AD) and other causes of cognitive impairment. Amyvid should be used in conjunction with a clinical evaluation.

A negative scan indicates sparse or no plaques, which is not consistent with a diagnosis of AD.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Following intravenous injection, florbetapir F 18 diffuses across the human blood-brain barrier and produces a radioactivity signal detectable throughout the brain. Subsequently, cerebral perfusion decreases the brain florbetapir F 18 content, with differential retention of the drug in areas that contain -amyloid aggregates compared to areas that lack the aggregates.


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
FLORBETAPIR F-18
5.2.2 FDA UNII
6W15Z5R0RU
5.2.3 Pharmacological Classes
Radioactive Diagnostic Agent [EPC]; Positron Emitting Activity [MoA]
5.3 ATC Code

V09AX05


V - Various

V09 - Diagnostic radiopharmaceuticals

V09A - Central nervous system

V09AX - Other central nervous system diagnostic radiopharmaceuticals

V09AX05 - Florbetapir (18F)


5.4 Absorption, Distribution and Excretion

Absorption

The time-activity curves for florbetapir F 18 in the brain of subjects with positive scans show continual signal increases from time zero through 30 minutes post-administration, with stable values thereafter up to at least 90 minutes post-injection. Following the intravenous administration of 370 MBq (10 mCi) of florbetapir F 18 to healthy volunteers, the drug was distributed throughout the body with less than 5% of the injected F 18 radioactivity present in the blood by 20 minutes following administration, and less than 2% present by 45 minutes after administration.


Route of Elimination

Whole body scanning following the intravenous injection showed accumulation of radioactivity in the liver within four minutes post-injection, followed by elimination of the radioactivity predominantly through the biliary/gastrointestinal tract with much lower radioactivity detected in the bladder. Essentially all radioactivity collected in the urine was present as polar metabolites of florbetapir F 18.


5.5 Metabolism/Metabolites

The residual F 18 in circulation during the 30-90 minute imaging window was principally in the form of polar F 18 metabolites. Essentially all radioactivity collected in the urine was present as polar metabolites of florbetapir F 18. Three metabolites have been discovered and identified as [18F]AV-160 (desmethyl-[18F]AV-45), [18F]AV-267 (N-acetyl[18F]AV-160), and an [18F]-Polar species, the identity of which has not been confirmed. Additionally, although metabolites may make some contribution to signal detection, particularly to the nontarget activity, it is concluded that there will be minimal interference from these radiolabeled metabolites to the amyloid target binding in the [18F]AV-45 brain PET image (Wong et al, 2010).


5.6 Mechanism of Action

Florbetapir (18F) is a radiopharmaceutical compound containing the radionuclide fluorine-18 bound to the compound florbetapir, a molecule that binds with high affinity to beta amyloid plaque, a peptide that plays a key role in Alzheimer's Disease pathogenesis. The radionucleide fluorine-18 was chosen as it has a half life of 110 minutes allowing it to accumulate sufficiently in the brain before undergoing positon emission decay.