Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C13H6F2N2S |
| Molecular Weight | 260.262 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
FCC1=NC(=CS1)C#CC2=CC(F)=CC(=C2)C#N
InChI
InChIKey=WTLBLIGPXACYET-UHFFFAOYSA-N
InChI=1S/C13H6F2N2S/c14-6-13-17-12(8-18-13)2-1-9-3-10(7-16)5-11(15)4-9/h3-5,8H,6H2
| Molecular Formula | C13H6F2N2S |
| Molecular Weight | 260.262 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
SP-203 is a potent selective mGlu(5) ligand. It was found to have exceptionally high affinity (IC50 = 36 pM) and potency in a phosphoinositol hydrolysis assay (IC50 = 0.714 pM) for mGluR5. Labeled with fluorine-18 it is useful as a PET radioligand for mGluR5 in human subjects. [(18)F]SP-203 (3-fluoro-5-(2-(2-([(18)F]fluoromethyl)-thiazol-4-yl)ethynyl)benzonitrile) is an effective high-affinity and selective radioligand for imaging metabotropic 5 receptors (mGluR5) in human brain with PET.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Syntheses of 2-amino and 2-halothiazole derivatives as high-affinity metabotropic glutamate receptor subtype 5 ligands and potential radioligands for in vivo imaging. | 2011-02-10 |
|
| Biodistribution and radiation dosimetry of a positron emission tomographic ligand, 18F-SP203, to image metabotropic glutamate subtype 5 receptors in humans. | 2010-10 |
|
| Metabotropic glutamate subtype 5 receptors are quantified in the human brain with a novel radioligand for PET. | 2008-12 |
|
| Radiodefluorination of 3-fluoro-5-(2-(2-[18F](fluoromethyl)-thiazol-4-yl)ethynyl)benzonitrile ([18F]SP203), a radioligand for imaging brain metabotropic glutamate subtype-5 receptors with positron emission tomography, occurs by glutathionylation in rat brain. | 2008-12 |
|
| Synthesis and preliminary biological evaluation of 3-[(18)F]fluoro-5-(2-pyridinylethynyl)benzonitrile as a PET radiotracer for imaging metabotropic glutamate receptor subtype 5. | 2007-12 |
|
| Synthesis and simple 18F-labeling of 3-fluoro-5-(2-(2-(fluoromethyl)thiazol-4-yl)ethynyl)benzonitrile as a high affinity radioligand for imaging monkey brain metabotropic glutamate subtype-5 receptors with positron emission tomography. | 2007-07-12 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:30:42 GMT 2025
by
admin
on
Mon Mar 31 21:30:42 GMT 2025
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| Record UNII |
T35FOR92W2
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| Record Status |
Validated (UNII)
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