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SCH 442416
- Soluble in DMSO
- MF: C20H19N7O2
- MW: 389.41
Description
SCH 442416 is a highly potent and selective adenosine A2A receptor antagonist. It binds to human and rats A2A receptors with high affinities (Ki values of 0.048 nM and 0.5 nM, respectively) and exhibits negligible affinities for A1, A2B and A3 receptors.
A2A receptors modulate striatal neurotransmission, motor control, neuroinflammation and cAMP signaling. SCH 442416 is used in adenosine receptor pharmacology and has relevance to neurodegenerative disease research and PET ligand development workflows.
Key Features
- Highly selective A2A receptor antagonist
- Blocks ADORA2A-mediated signaling
- Relevant to striatal and movement-disorder pathway studies
- Useful reference for A2A imaging ligand research
Applications
- A2A receptor binding assays
- Adenosine receptor functional studies
- Parkinson's and Huntington's disease model research
- PET tracer development and displacement studies
The desmethyl derivative of SCH 442416 (Axon 2283) is available as a precursor for [11C]SCH442416 PET studies.
More Information
| Parent CAS No. | 316173-57-6 |
|---|---|
| Chemical Name | 2-Furan-2-yl-7-[3-(4-methoxy-phenyl)-propyl]-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-ylamine |
| SMILES | C12N=C(N)N3N=C(C4OC=CC=4)N=C3C=1C=NN2CCCC1C=CC(OC)=CC=1 |
| MFCD | MFCD08703126 |
| InChi | InChI=1S/C20H19N7O2/c1-28-14-8-6-13(7-9-14)4-2-10-26-18-15(12-22-26)19-23-17(16-5-3-11-29-16)25-27(19)20(21)24-18/h3,5-9,11-12H,2,4,10H2,1H3,(H2,21,24) |
| InChiKey | AEULVFLPCJOBCE-UHFFFAOYSA-N |
| CID | 10668061 |
| Short Description | A2A antagonist |
References
- Toddle et al. Design, radiosynthesis, and biodistribution of a new potent and selective ligand for in vivo imaging of the adenosine A2A receptor system using positron emission tomography. J. Med. Chem. 2000, 43, 4359.
- B.A. Shinkre et al. Synthesis and evaluation of 1,2,4-triazolo[1,5-c]pyrimidine derivatives as A2A receptor-selective antagonists. Bioorg. Med. Chem. Lett. 2010, 20, 5690-5694.
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