341973-06-6
341973-06-6 structure
- Name: Pyrrophenone
- Chemical Name: Pyrrophenone
- CAS Number: 341973-06-6
- Molecular Formula: C49H37F2N3O5S2
- Molecular Weight: 849.962
- Catalog: Signaling Pathways Metabolic Enzyme/Protease Phospholipase
- Create Date: 2016-12-15 16:05:06
- Modify Date: 2025-08-27 14:16:20
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Pyrrophenone is a potent and specific cytosolic phospholipase A2α (cPLA2α) inhibitor with an IC50 value of 4.2 nM[1].
| Name | Pyrrophenone |
|---|---|
| Synonyms |
N-{[(2S,4R)-1-[2-(2,4-Difluorobenzoyl)benzoyl]-4-(tritylsulfanyl)-2-pyrrolidinyl]methyl}-4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]benzamide
N-{[(2S,4R)-1-[2-(2,4-difluorobenzoyl)benzoyl]-4-(tritylsulfanyl)pyrrolidin-2-yl]methyl}-4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]benzamide Benzamide, N-[[(2S,4R)-1-[2-(2,4-difluorobenzoyl)benzoyl]-4-[(triphenylmethyl)thio]-2-pyrrolidinyl]methyl]-4-[(Z)-(2,4-dioxo-5-thiazolidinylidene)methyl]- |
| Description | Pyrrophenone is a potent and specific cytosolic phospholipase A2α (cPLA2α) inhibitor with an IC50 value of 4.2 nM[1]. |
|---|---|
| Related Catalog | |
| Target |
cPLA2α:4.2 nM (IC50) |
| In Vitro | 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]. Cell Proliferation Assay[2] Cell Line: PC-PTC3 and PCCl3 cells Concentration: 0.1, 0.3, and 0.5 μM Incubation Time: 48 hours 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. |
| In Vivo | Pyrrophenone (administered i.p. at 20 mg/kg 30 min before LPS injection.) suppresses bronchoalveolar lavage (BAL) levels of leukotriene B4 (LTB4) and platelet activating factor (PAF)[3]. Animal Model: Specific pathogen-free female BALB/c mice[3] Dosage: 20 mg/kg Administration: Administered i.p. 30 min before LPS injection Result: Suppressed the recruitment of neutrophils and eosinophils, but not macrophages. |
| References |
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Molecular Formula | C49H37F2N3O5S2 |
| Molecular Weight | 849.962 |
| Exact Mass | 849.214294 |
| PSA | 163.25000 |
| LogP | 6.28 |
| Index of Refraction | 1.721 |