fluorodopa
Trade name: fluorodopa F18
Approved
Oct 10, 2019
Fluorodopa F-18 is the amino acid analog fluorodopa (FDOPA) labeled with fluorine F 18, a positron-emitting isotope. It is diagnostic PET agent, which has been used for decades in imaging the loss of dopaminergic neurons in Parkinson's disease, and more recently to detect, stage and restage neuroendocrine tumours and to search for recurrence of viable glioma tissue. Fluorodopa F-18 is able to cross the blood-brain barrier and is taken up by brain tumor cells. As uptake is higher in tumor cells, tumors may then be imaged using positron emission tomography (PET). Assessing tumor uptake of FDOPA may be beneficial for diagnosis, localization and in determining further treatment. The clinical usefulness of Fluorodopa F-18 has been evaluated and recognised in France and subsequently in several EU countries. Fluorodopa F-18 was registered in France in 2006. 6-fluoro-(18F)-L-3,4-dihydroxyphenylalanine (FDOPA) is a large, neutral amino acid that is transported into presynaptic neurons, where it is converted by the enzyme aromatic aminoacid decarboxylase [AAAD]) into fluorodopamine-(18F), which subsequently enters cathecholamine-storage vesicles. 6-fluoro(18F)-L-dopa crosses the blood-brain barrier; therefore, when injected into the blood stream, it reaches the dopaminergic cells in the brain and is used by the brain as a precursor for dopamine. This makes it possible to monitor intracerebral synthesis and uptake of dopamine by means of the positron-emitting 6-fluoro(18F)-L-3,4-dihydroxyphenylalanine (FDOPA), in conjunction with externally-placed devices suited for detection of annihilation photons, which progressively led to the most recent positron emission tomography (PET) units. Iasodopa, the commercial preparation of FDOPA that obtained a marketing authorisation in France in November 2006 (which is currently recognised by several other EU countries), is a solution for injection. The activity available at time of administration ranges from 0.1 GBq to 0.8 GBq per vial. The half-life of the radionuclide is 109.8 min with emission of positron radiation (Emax: 0.633 MeV) followed by photon annihilation radiations of 0.511 MeV. — NCATS
Clinical trial activity
46 trials · 41 clinical orgs · 1 marketing orgs
Earliest trial started Dec 15, 1993 (NCT00001277)
Timeline
2010s
- Jan 1, 2017
Earliest Phase 3 Sponsor(trial)
- Oct 10, 2019
Feinstein Institute for Medical Research — Earliest FDA Approval
- Oct 10, 2019
Feinstein Institute for Medical Research — Marketing Organization
- Oct 10, 2019
Feinstein Institute for Medical Research — NDA Organization
Indications
Approved for
Studied for
- Adrenocorticotropic Hormone · Phase 2
- AIDS Dementia Complex · Phase 1
- Apathy · Phase 3
- Astrocytoma · Phase 1
- Bone Diseases, Metabolic · Phase 2
- Brain Neoplasms · Phase 3
- Carcinoma, Medullary · Phase 2
- Chronic Periodontitis · Phase 4
- Congenital Hyperinsulinism · Phase 3
- Cushing Syndrome · Phase 2
- Depression · Phase 1
- Endocrine System Diseases · Phase 1/Phase 2
- Ganglioglioma · Phase 1
- Ganglioneuroma · Phase 1
- Glioblastoma · Phase 2
- Glioma · Phase 3
- HIV Infections · Phase 1
- Hypercalcemia · Phase 2
- Hyperinsulinism · Phase 2
- Hyperparathyroidism · Phase 2
- Hypoglycemia · Phase 2
- Insulin · Phase 2
- Insulinoma · Phase 1
- Lewy Body Disease · Phase 3
- Multiple Endocrine Neoplasia · Phase 2
- Multiple Endocrine Neoplasia Type 1 · Phase 2
- Multiple System Atrophy · Phase 1
- Neuroblastoma · Phase 3
- Neuroendocrine Tumors · Phase 3
- Parathyroid Neoplasms · Phase 2
- Parkinson Disease · Phase 3
- Pheochromocytoma · Phase 2
- Pure Autonomic Failure · Phase 1
- Thyroid Neoplasms · Phase 2
Mechanism of action
- Unspecified targetOTHER
Diagnostic agent
Radioactive diagnostic agent for use in position emmission tomography (PET). In dopaminergic nerve terminals in the brain, Fluorodopa (FDOPA) F 18 is decarboxylated to Fluorodopamine (FDA) F 18 which accumulates in the striatum and can be detected in the PET scan.
- DOPA decarboxylaseSUBSTRATE
DDC substrate
Approval history
- approvedOct 10, 2019
Chemistry & pharmacology
SMILES
N[C@@H](Cc1cc(O)c(O)cc1F)C(=O)O- Mol. weight
- 215.18 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Availability
- Prescription Only
- Imaging
- 18-fluorine
Oral
No
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL2110687 ↗
- WikipediaFluorodopa ↗
- NCATS2C598205QX ↗
- ChEMBLCHEMBL3547132 ↗
- ChEMBLCHEMBL3400972 ↗
- ChEMBLCHEMBL2105069 ↗
Also known as
- 18f
- (18)f-dopa
- 18 f-dopa
- 18 f-dopa
- 18f dopa
- 18f-dopa
- 18f-fdopa
- 18f fluoro-dopa
- 2-fluoro-5-hydroxytyrosine
- 3-(2-fluoro-(18)f-4,5-dihydroxyphenyl)-l-alanine
- 3,4-dihydroxy-6-fluorophenylalanine
- 6-(18f)fluoro-l-3,4-dihydroxyphenylalanine
- 6-(18f)fluoro-l-dopa
- 6-[18]-fluorodopamine
- 6-[f-18]-fluoro-l-3,4,-dihydroxyphenylalanine
- 6-fluorodopa
- 6-fluoro-dopa
- f-dopa
- fluorine-18-l-dihydroxyphenylalanine
- fluorodopa
- fluorodopa
- fluorodopa
- fluorodopa
- fluorodopa (18f)
- fluorodopa (18f)
- fluorodopa (18f)
- fluorodopa (18f)
- fluorodopa (18f)
- fluorodopa f 18
- fluorodopa f 18
- fluorodopa f 18
- fluorodopa f 18
- fluorodopa f 18, (18)f-labeled cpd
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07025226 | Early Phase 1 (Phase 1) | Aug 12, 2025 | Mayo Clinic |
| NCT06667726 | Phase 2 | Nov 11, 2024 | Mayo Clinic |
| NCT05835258 | N/A | May 30, 2023 | Eurecat |
| NCT05781321 | Phase 2 | Mar 23, 2023 | Mayo Clinic |
| NCT05512403 | Phase 3 | Jan 30, 2023 | Aix-University of Marseille, François Rabelais University, Institut de Cancerologie Strasbourg Europe, University of Grenoble, University of Lille, University of Lorraine, University of Lyon, University of Nantes, University of Nimes, University of Paris, University of Western Brittany |
| NCT05906563 | Phase 2 | Dec 14, 2022 | Mansoura University |
| NCT06053385 | N/A | Feb 9, 2022 | University of Redlands |
| NCT05762172 | N/A | Feb 1, 2022 | University of Picardie Jules Verne |
| NCT05103618 | Phase 2 | Nov 25, 2021 | Thomas Jefferson University |
| NCT05759429 | N/A | Apr 29, 2021 | Istituto Auxologico Italiano |
| NCT04706910 | Phase 3 | Jan 20, 2021 | University of Alberta |
| NCT05976451 | N/A | Oct 1, 2020 | Ain Shams University |
| NCT05088798 | Phase 2 | Sep 10, 2020 | Washington University in St. Louis |
| NCT04459052 | Phase 2 | Apr 30, 2020 | Thomas Jefferson University |
| NCT05759416 | Phase 4 | Apr 1, 2020 | Al Azhar University |
| NCT04246437 | Phase 1 | Feb 1, 2020 | Vanderbilt University |
| NCT03998852 | Phase 3 | Jul 1, 2019 | University of Bordeaux |
| NCT03778294 | Phase 2 | Mar 28, 2019 | Mayo Clinic, National Cancer Institute (NCI) |
| NCT03581305 | Phase 1 | Nov 20, 2018 | National Institutes of Health (NIH) |
| NCT03636945 | N/A | Oct 31, 2018 | Aix-University of Marseille |
Organizations
Research & Development (41)
Marketing (2)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Feinstein Institute for Medical Research | Academic/Hospital | MKTG | Oct 10, 2019 |
| Feinstein Institute for Medical Research | Academic/Hospital | NDA | Oct 10, 2019 |