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      Pranoprofen (Pyranoprofen)
      Pranoprofen (Pyranoprofen)

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      This product is for research use only, not for human use. We do not sell to patients.
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      InvivoChem Cat #: V1056
      CAS #: 52549-17-4 Purity ≥98%

      Description: Pranoprofen (also known as Pyranoprofen), a potent and approved non-steroidal anti-inflammatory drugs (NSAIDs), is a COX inhibitor that has been used as an anti-inflammatory drug in ophthalmology. It inhibits ER stress-induced glucose regulated protein 78 (GRP78) expression, an ER-localized molecular chaperon. Pranoprofen also inhibits ER stress-induced CCAAT/enhancer-binding protein homologous protein (CHOP) expression, an apoptotic transcription factor. 

      References: Neurochem Int. 2009 Jan;54(1):1-6; J Pharmacobiodyn. 1990 Dec;13(12):739-44.

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      Molecular Weight (MW)255.27 
      FormulaC15H13NO3 
      CAS No.52549-17-4 
      Storage-20℃ for 3 years in powder form
      -80℃ for 2 years in solvent
      Solubility (In vitro)DMSO: 51 mg/mL (199.8 mM) 
      Water: <1 mg/mL
      Ethanol: 6 mg/mL (23.5 mM) 
      Other info

      InChi Key: TVQZAMVBTVNYLA-UHFFFAOYSA-N

      InChi Code: InChI=1S/C15H13NO3/c1-9(15(17)18)10-4-5-13-12(7-10)8-11-3-2-6-16-14(11)19-13/h2-7,9H,8H2,1H3,(H,17,18)

      SMILES Code: CC(C1=CC(CC2=CC=CN=C2O3)=C3C=C1)C(O)=O

      SynonymsPyranoprofen; 2-(5H-Chromeno[2,3-b]pyridin-7-yl)propanoic acid


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      In Vitro

      In vitro activity: Pranoprofen inhibits ER stress-induced glucose regulated protein 78 (GRP78) expression, an ER-localized molecular chaperon. Pranoprofen inhibits ER stress-induced CCAAT/enhancer-binding protein homologous protein (CHOP) expression, an apoptotic transcription factor. Pranoprofen alone induces eIF2alpha phosphorylation, which is further increased by ER stress. Pranoprofen inhibits ER stress-induced X-box-binding protein 1 (XBP-1) splicing in the primary cultured glial cells. Pranoprofen (0.0625 to 1.0 g/L) has poignant cytotoxicity to human corneal endothelial (HCE) cells, and the extent of its cytotoxicity is dose- and time-dependent. Pranoprofen induces plasma membrane permeability elevation, DNA fragmentation, and apoptotic body formation, proving its apoptosis inducing effect on HCE cells. Pranoprofen above 0.0625 g/L has poignant cytotoxicity on HCE cells in vitro by inducing cell apoptosis, and should be carefully employed in eye clinic.

      In VivoPranoprofen is orally administered, urinary and fecal excretions of the radioactivity within 3 days are 81.1% and 18.7% of the dose in mice, 51.5% and 39.4% in rats, 81.8% and 9.0% in guinea pigs, and 93.2% and 3.6% in rabbits, respectively. Pranoprofen is excreted in the urine exclusively in the form of pranoprofen glucuronide in rabbit. Pranoprofen, especially the R(-)-isomer, is significantly distributed in the kidney of rabbit. Pranoprofen has a preference for glucosidation rather than glucuronidation in mice at low doses in spite of having a higher capacity of glucuronidation. 
      Animal modelMice, rats, guinea pigs, rabbits
      Formulation & DosageN/A
      References

      Neurochem Int. 2009 Jan;54(1):1-6; J Pharmacobiodyn. 1990 Dec;13(12):739-44.

      These protocols are for reference only. InvivoChem does not independently validate these methods.

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