Pyr6 Chemical Properties

Melting point:

162-163 °C

Boiling point:

368.4±42.0 °C(Predicted)

Density 

1.52±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

DMSO : ≥ 100 mg/mL (239.08 mM)

form 

Solid

pka

9.85±0.70(Predicted)

color 

Light yellow to yellow

InChI

1S/C17H9F7N4O/c18-12-8-25-6-5-11(12)15(29)26-9-1-3-10(4-2-9)28-14(17(22,23)24)7-13(27-28)16(19,20)21/h1-8H,(H,26,29)

InChIKey

XZIQSOZOLJJMFN-UHFFFAOYSA-N

SMILES

O=C(C1=CC=NC=C1F)NC2=CC=C(N3C(C(F)(F)F)=CC(C(F)(F)F)=N3)C=C2

Safety Information

WGK Germany 

WGK 3

Storage Class

11 - Combustible Solids

Pyr6 Usage And Synthesis

Uses

Pyr6 is a selective store operated calcium entry (SOCE) inhibitor with an IC50 of 0.49 μM. Pyr6 displays 37-fold higher potency for RBL SOCE than for TRPC3 ROCE[1].

Biological Activity

Pyr6 is a selective inhibitor of calcium release from the endoplasmic reticulum via STIM1/Orai1 mediated, store operated calcium entry (SOCE). Pyr6 blocks SOCE in thapsigargin treated, calcium depleted BRL-2H3 cells (IC50 = 0.49 μM), but has poor activity against carbachol-induced, TRPC3-mediated calcium entry in TRPC3-transfected HEK293 cells (IC50 = 18.46 μM).

References

[1] Schleifer H, et al. Novel pyrazole compounds for pharmacological discrimination between receptor-operated and store-operated Ca(2+) entry pathways. Br J Pharmacol. 2012 Dec;167(8):1712-22. DOI:10.1111/j.1476-5381.2012.02126.x