Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C18H23FINO2 |
Molecular Weight | 427.2847 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1C3=CC=C([123I])C=C3)N2CCCF
InChI
InChIKey=HXWLAJVUJSVENX-HFIFKADTSA-N
InChI=1S/C18H23FINO2/c1-23-18(22)17-15(12-3-5-13(20)6-4-12)11-14-7-8-16(17)21(14)10-2-9-19/h3-6,14-17H,2,7-11H2,1H3/t14-,15+,16+,17-/m0/s1/i20-4
DescriptionCurator's Comment: description was created based on several sources, including
http://us.datscan.com/ | http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Scientific_Discussion/human/000266/WC500035350.pdf | http://jnm.snmjournals.org/content/early/2014/06/19/jnumed.114.138032.full.pdf
Curator's Comment: description was created based on several sources, including
http://us.datscan.com/ | http://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Scientific_Discussion/human/000266/WC500035350.pdf | http://jnm.snmjournals.org/content/early/2014/06/19/jnumed.114.138032.full.pdf
Ioflupane I-123 (trade name DaTscan) is a radioiodinated cocaine analogue synthesized from a key starting material Sn FP-CT via oxidative iododestannylation with sodium (123I)-iodide. Ioflupane I-123 binds reversibly with high affinity to the dopamine transporter (DaT) protein, a marker for presynaptic terminals in dopaminergic nigrostriatal neurons. It has been developed as a dopamine transporter imaging agent for single photon emission computed tomography (SPECT) which is claimed to be sensitive enough to differentiate changes in the nigrostriatal dopaminergic system in patients with Parkinsonism and healthy controls. DaTSCAN is unable to discriminate between Parkinson's Disease, Multiple System Atrophy and Progressive Supranuclear Palsy. DaTscan is an adjunct to other diagnostic evaluations. Headache, nausea, vertigo, dry mouth, or dizziness of mild to moderate severity as well as hypersensitivity reactions and injection-site pain have been reported. The DaTscan injection may contain up to 6% of free iodide (iodine 123 or I-123). To decrease thyroid accumulation of I-123, the thyroid gland has to be blocked at least one hour before administration of DaTscan because of the long-term risk for thyroid neoplasia. DaTscan was first approved in the European Union (EU) on July 27, 2000. It is also approved in Israel, Switzerland and in the United States (a total of 33 countries).
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Q01959 Gene ID: 6531.0 Gene Symbol: SLC6A3 Target Organism: Homo sapiens (Human) |
0.62 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Diagnostic | DaTscan Approved UseDaTscan is a radiopharmaceutical indicated for striatal dopamine transporter visualization using single photon emission computed tomography (SPECT) brain imaging to assist in the evaluation of adult patients with suspected Parkinsonian syndromes (PS) Launch Date2011 |
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Classification Tree | Code System | Code | ||
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NDF-RT |
N0000177914
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NCI_THESAURUS |
C1446
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EMA ASSESSMENT REPORTS |
DATSCAN (AUTHORIZED: PARKINSON DISEASE)
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EMA ASSESSMENT REPORTS |
DATSCAN (AUTHORIZED: ALZHEIMER DISEASE)
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EMA ASSESSMENT REPORTS |
DATSCAN (AUTHORIZED: LEWY BODY DISEASE)
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WHO-VATC |
QV09AB03
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EMA ASSESSMENT REPORTS |
DATSCAN (AUTHORIZED: TOMOGRAPHY, EMISSION-COMPUTED, SINGLE PHOTON)
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WHO-ATC |
V09AB03
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IOFLUPANE (123I)
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68855
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155798-07-5
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7500
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WW-152
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100000089027
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Ioflupane I 123
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DTXSID90935291
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CHEMBL2110569
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DB08824
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3MM99T8R5Q
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C80644
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SUB08221MIG
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3086674
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m6363
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3MM99T8R5Q
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4230
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1426874
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ACTIVE MOIETY