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S4568 Sigma-Aldrich

SCH 58261

≥98% (HPLC), solid

Synonym: 7-(2-phenylethyl)-5-amino-2-(2-furyl)-pyrazolo-[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine

  • CAS Number 160098-96-4

  • Empirical Formula (Hill Notation) C18H15N7O

  • Molecular Weight 345.36

  •  MDL number MFCD00933778

  •  PubChem Substance ID 329824547

  •  NACRES NA.77

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Properties

Related Categories Adenosines/P2 Nucleotide Receptor - Antagonists, Adenosines/P2 Nucleotide Receptors (Purinergics), Antagonists, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   off-white
solubility   DMSO: soluble >10 mg/mL
  H2O: insoluble
SMILES string   Nc1nc2n(CCc3ccccc3)ncc2c4nc(nn14)-c5ccco5
InChI   1S/C18H15N7O/c19-18-22-16-13(11-20-24(16)9-8-12-5-2-1-3-6-12)17-21-15(23-25(17)18)14-7-4-10-26-14/h1-7,10-11H,8-9H2,(H2,19,22)
InChI key   UTLPKQYUXOEJIL-UHFFFAOYSA-N

Description

Application

SCH 58261 was used to block A2α adenosine receptor to study the signaling by prostatic acid phosphatase in neurons.4

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

SCH 58261 reduces the levels of TNF-α, Fas-L, Bax expression and activation of JNK-MAPK pathway. It has neuroprotective effects as it reduces demyelination of the neurons. SCH 58261 increases the concentration of secretion of dopamine and elicits locomotor sensitization, an attractive option in the possible treatment of Parkinson′s disease.

A2A adenosine receptor antagonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Fluorescent G protein-coupled receptors (GPCRs)

G protein-coupled receptors (GPCRs) are the largest class of transmembrane proteins and the targets for almost half of the clinical drugs in the market today. Advances in X-ray crystallography and ot...
Mike Earley, Market Segment Manager
Biofiles Vol. 8, No. 4
Keywords: Clinical, Confocal microscopy, Ligands, Microscopy

Peer-Reviewed Papers
15

References

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