A potent EP2 receptor agonist
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CP 544,326

Item No. 22945

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[3-[[[[4-(1H-pyrazol-1-yl)phenyl]methyl](3-pyridinylsulfonyl)amino]methyl]phenoxy]-acetic acid
CAS Number
752187-80-7
Synonyms
  • ​Taprenepag
Molecular Formula
C24H22N4O5S
Formula Weight
478.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 30 mg/mlEthanol: slightly soluble
λmax
231, 262 nm
SMILES
O=S(N(CC1=CC=CC(OCC(O)=O)=C1)CC2=CC=C(N3C=CC=N3)C=C2)(C4=CN=CC=C4)=O
InChi Code
InChI=1S/C24H22N4O5S/c29-24(30)18-33-22-5-1-4-20(14-22)17-27(34(31,32)23-6-2-11-25-15-23)16-19-7-9-21(10-8-19)28-13-3-12-26-28/h1-15H,16-18H2,(H,29,30)
InChi Key
MFFBXYNKZHTCEY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    25 mg

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    Product Description

    CP 544,326 is a potent agonist of E prostanoid (EP) receptor 2 (IC50s = 10 and 15 nM for human and rat EP2, respectively).1 It is selective for EP2 over other EP receptors (IC50s = >3,200 nM for EP1, EP3, and EP4) and a panel of 37 G protein-coupled receptors (≤30% inhibition at a concentration of 10 μM). CP 544,326 increases cAMP levels in HEK293 cells expressing human EP2 (EC50 = 2.8 nM). CP 544,326 has poor corneal permeability in an ex vivo rabbit corneal model. However, PF-04217329, a cell-permeable prodrug form of CP 544,326, reduces intraocular pressure in rabbit, canine, and marmoset models of glaucoma.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prasanna, G., Carreiro, S., Anderson, S., et al. Effect of PF-04217329 a prodrug of a selective prostaglandin EP2 agonist on intraocular pressure in preclinical models of glaucoma. Exp. Eye Res. 93(3), 256-264 (2011).

    Product Citations

    Matsumoto, N., Singh, N., Lee, K.S., et al. The epoxy fatty acid pathway enhances cAMP in mammalian cells through multiple mechanisms. Prostaglandins Other Lipid Mediat. 162, 106662 (2022).