Pyrrophenone
Based on 4 publication(s) in Google Scholar
Pyrrophenone is a potent and specific cytosolic phospholipase A2α (cPLA2α) inhibitor with an IC50 value of 4.2 nM.
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- Pureza: 99.60%
- No. CAS: 341973-06-6
- Fòrmula: C49H37F2N3O5S2
- Peso molecular:849.96
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Almacenamiento:
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
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Publications Citing Use of MedChemExpress (MCE) Pyrrophenone
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Actividad biológica
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cPLA2α 4.2 nM (IC50) |
Pyrrophenone shows potent inhibition of arachidonic acid release, prostaglandin E2, thromboxane B2, and leukotriene B4 formation in human whole blood[1].
Pyrrophenone inhibits the production of arachidonic acid (AA) (IC50=24±1.7 nM), PGE2 (IC50=25±19 nM),, and LTC4 (IC50=14±6.7 nM),from THP-1 cells stimulated with A23187[1].
Pyrrophenone inhibits the production of AA (IC50=0.19±0.068 μM), PGE2 (IC50=0.20±0.047 μM), TXB2 (IC50=0.16±0.093 μM),and LTB4 (IC50=0.32±0.24 μM) from human whole blood stimulated with A23187[1].
Pyrrophenone (0.1-0.5 μM, 48 h) inhibits the growth of PC-PTC3 and PCCl3 cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:PC-PTC3 and PCCl3 cells
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Concentration:0.1, 0.3, and 0.5 μM
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Incubation Time:48 hours
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Result:Significantly inhibited basal PC-PTC3 cell proliferation at concentrations as low as 0.1 μM.
Basal cell proliferation of normal PCCl3 cells was also inhibited by 0.5 μM, although to a lesser extent.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Specific pathogen-free female BALB/c mice[3]
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Dosage:20 mg/kg
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Administration:Administered i.p. 30 min before LPS injection
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Result:Suppressed the recruitment of neutrophils and eosinophils, but not macrophages.
Chemical Information
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No. CAS 341973-06-6
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Appearance Solid
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Peso molecular 849.96
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Fòrmula C49H37F2N3O5S2
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Color White to off-white
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SMILES
O=C(NC[C@H]1N(C(C2=CC=CC=C2C(C3=CC=C(F)C=C3F)=O)=O)C[C@H](SC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6)C1)C7=CC=C(/C=C(SC(N8)=O)/C8=O)C=C7
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Publications (4)
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Journal Impact Factor
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Most Recent
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Biochem Pharmacol
2025 Oct 23:117451. PMID: 41138926 -
Eur J Pharmacol
Urocortin participates in LPS-induced apoptosis of THP-1 macrophages via S1P-cPLA2 signaling pathway. [Abstract]2020 Nov 15:887:173559. PMID: 32949605 -
Int J Mol Sci
2023 Jan 10;24(2):1375. PMID: 36674888
Pyrrophenone purchased from MedChemExpress. Usage Cited in: Int J Mol Sci. 2023 Jan 10;24(2):1375. [Abstract]
In HeLa cells transfected with AFP, pyrrophenone inhibits the delivery of AFP at the trans-side of the GC (Figure M-O).
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Biochim Biophys Acta Mol Basis Dis
Methylglyoxal induces endothelial cell apoptosis and coronary microvascular dysfunction through regulating AR-cPLA2 signaling. [Abstract]2024 Oct;1870(7):167437. PMID: 39067539
Solvente y solubilidad
DMSO : 100 mg/mL (117.65 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureza y Documentación
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Ficha de datos (286 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Instrucciones de manejo (2659 KB)
Referencias
[1]. K Seno, et al. Pyrrolidine inhibitors of human cytosolic phospholipase A2. Part 2: synthesis of potent and crystallized 4-triphenylmethylthio derivative 'pyrrophenone'. Bioorg Med Chem Lett. 2001 Feb 26;11(4):587-90. [Content Brief]
[2]. Stefania Mariggiò, et al. Cytosolic phospholipase A2 alpha regulates cell growth in RET/PTC-transformed thyroid cells. Cancer Res. 2007 Dec 15;67(24):11769-78. [Content Brief]
[3]. C-H Lee, et al. Mechanism of glutamine inhibition of cytosolic phospholipase a2 (cPLA2 ): Evidence of physical interaction between glutamine-Induced mitogen-activated protein kinase phosphatase-1 and cPLA2. Clin Exp Immunol. 2015 Jun;180(3):571-80. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 1.1765 mL | 5.8826 mL | 11.7653 mL | 29.4131 mL |
| 5 mM | 0.2353 mL | 1.1765 mL | 2.3531 mL | 5.8826 mL | |
| 10 mM | 0.1177 mL | 0.5883 mL | 1.1765 mL | 2.9413 mL | |
| 15 mM | 0.0784 mL | 0.3922 mL | 0.7844 mL | 1.9609 mL | |
| 20 mM | 0.0588 mL | 0.2941 mL | 0.5883 mL | 1.4707 mL | |
| 25 mM | 0.0471 mL | 0.2353 mL | 0.4706 mL | 1.1765 mL | |
| 30 mM | 0.0392 mL | 0.1961 mL | 0.3922 mL | 0.9804 mL | |
| 40 mM | 0.0294 mL | 0.1471 mL | 0.2941 mL | 0.7353 mL | |
| 50 mM | 0.0235 mL | 0.1177 mL | 0.2353 mL | 0.5883 mL | |
| 60 mM | 0.0196 mL | 0.0980 mL | 0.1961 mL | 0.4902 mL | |
| 80 mM | 0.0147 mL | 0.0735 mL | 0.1471 mL | 0.3677 mL | |
| 100 mM | 0.0118 mL | 0.0588 mL | 0.1177 mL | 0.2941 mL |
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