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S6451 Sigma-Aldrich

SCH-442416

≥98% (HPLC)

Synonym: 2-(2-Furanyl)-7-[3-(4-methoxyphenyl)propyl]-7H-pyrazolo [4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine; 5-amino-7-(3-(4-methoxyphenyl)propyl)-2-(2 furyl)pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine; 5-Amino-7-[3-(4-methoxy)phenylpropyl]-2-(2-furyl)-pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine

  • CAS Number 316173-57-6

  • Empirical Formula (Hill Notation) C20H19N7O2

  • Molecular Weight 389.41

  •  MDL number MFCD08703126

  •  PubChem Substance ID 329824564

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, S
Quality Level   100
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
color   light tan to tan
solubility   DMSO: ≥20 mg/mL
storage temp.   2-8°C
SMILES string   COc1ccc(CCCn2ncc3c2nc(N)n4nc(nc34)-c5ccco5)cc1
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)
InChI key   AEULVFLPCJOBCE-UHFFFAOYSA-N

Description

Application

SCH-442416 has been used:
• as a selective adenosine A2A antagonist to study its effects on cyclic adenosine monophosphate (cAMP) production in T/C-28a2 chondrocytes or hFOB 1.19 osteoblasts 
• as a presynaptic A2A receptor antagonists to study its effects on receptor blockade on δ9-Tetrahydrocannabinol (THC) self-administration in squirrel monkeys
• as a presynaptic A2A receptor antagonists to study its effects on cocaine-induced locomotion and cocaine-seeking in mice

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

SCH-442416 potent and selective Adenosine A2a antagonist. SCH-442416 is >10,000-fold selective for A2a compared to other adensosine receptors.

Features and Benefits

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.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Adenosine Receptors

Adenosine receptors are members of the superfamily of G protein-coupled receptors and each bears the characteristic motif of seven transmembrane spanning domains. They fall into four known subtypes, ...
Keywords: Atomic absorption spectroscopy, Cancer, Cardiovascular, Diabetes, Diseases, Gene expression, Inflammation, Magnetic resonance spectroscopy, Neurotransmitters, Substitutions, Transduction

Peer-Reviewed Papers
15

References

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