Molecular structure of Pyrrophenone, CAS Number: 341973-06-6
Pyrrophenone (CAS 341973-06-6)
See product citations (3)
Alternate Names:
N-{[(2S,4R)-1-[2-(2,4-Difluorobenzoyl)benzoyl]-4-(tritylsulfanyl)-2-pyrrolidinyl]methyl}-4-[(E)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]benzamide
Application:
Pyrrophenone is an inhibitor of cytosolic PLA2
CAS Number:
341973-06-6
Molecular Weight:
849.96
Molecular Formula:
C49H37F2N3O5S2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Pyrrophenone functions by selectively binding to the active site of cytochrome P450 3A4 (CYP3A4), an enzyme predominantly found in the liver. This binding inhibits the enzyme′s normal activity, which is to metabolize a wide range of substances including steroids, fatty acids, and xenobiotics. The inhibition of CYP3A4 by Pyrrophenone effectively slows down the metabolic processes mediated by this enzyme. This specific interaction is critical for studying enzyme kinetics, understanding how various compounds influence the activity of CYP3A4, potentially affecting their bioavailability and efficacy.
Pyrrophenone (CAS 341973-06-6) References
- Pyrrolidine inhibitors of human cytosolic phospholipase A2. Part 2: synthesis of potent and crystallized 4-triphenylmethylthio derivative 'pyrrophenone'. | Seno, K., et al. 2001. Bioorg Med Chem Lett. 11: 587-90. PMID: 11229777
- Characterization of a novel inhibitor of cytosolic phospholipase A2alpha, pyrrophenone. | Ono, T., et al. 2002. Biochem J. 363: 727-35. PMID: 11964173
- Arachidonic acid regulates the translocation of 5-lipoxygenase to the nuclear membranes in human neutrophils. | Flamand, N., et al. 2006. J Biol Chem. 281: 129-36. PMID: 16275640
- Group IV cytosolic phospholipase A2 mediates arachidonic acid release in H9c2 rat cardiomyocyte cells in response to hydrogen peroxide. | Winstead, MV., et al. 2005. Prostaglandins Other Lipid Mediat. 78: 55-66. PMID: 16303605
- Effects of pyrrophenone, an inhibitor of group IVA phospholipase A2, on eicosanoid and PAF biosynthesis in human neutrophils. | Flamand, N., et al. 2006. Br J Pharmacol. 149: 385-92. PMID: 16967052
- TLR3-dependent induction of nitric oxide synthase in RAW 264.7 macrophage-like cells via a cytosolic phospholipase A2/cyclooxygenase-2 pathway. | Pindado, J., et al. 2007. J Immunol. 179: 4821-8. PMID: 17878381
- Location of inhibitors bound to group IVA phospholipase A2 determined by molecular dynamics and deuterium exchange mass spectrometry. | Burke, JE., et al. 2009. J Am Chem Soc. 131: 8083-91. PMID: 19459633
- Group IVA phospholipase A(2) activity may mediate prostaglandin F(2alpha)-induced luteal regression in pseudopregnant rats. | Kurusu, S., et al. 2009. Prostaglandins Other Lipid Mediat. 90: 55-62. PMID: 19703580
- Activation of calcium-insensitive phospholipase A(2) (iPLA(2)) by P2X(7) receptors in murine peritoneal macrophages. | El Ouaaliti, M., et al. 2012. Prostaglandins Other Lipid Mediat. 99: 116-23. PMID: 23041292
- Serine hydrolase inhibitors block necrotic cell death by preventing calcium overload of the mitochondria and permeability transition pore formation. | Yun, B., et al. 2014. J Biol Chem. 289: 1491-504. PMID: 24297180
- Off-target effect of the cPLA2α inhibitor pyrrophenone: Inhibition of calcium release from the endoplasmic reticulum. | Yun, B., et al. 2016. Biochem Biophys Res Commun. 479: 61-6. PMID: 27620490
- UCN enhances TGF-beta-mediated mitoinhibition of VSMCs via counteracting TGF-beta-induced cPLA2 expression and activation. | Zhu, C., et al. 2016. Int J Biochem Cell Biol. 80: 98-108. PMID: 27702653
- Regulation of calcium release from the endoplasmic reticulum by the serine hydrolase ABHD2. | Yun, B., et al. 2017. Biochem Biophys Res Commun. 490: 1226-1231. PMID: 28684316
Inhibitor of:
cPLA2, group VI iPLA2, and Phospholipase Activating peptides and.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Pyrrophenone, 500 µg | sc-296161 | 500 µg | $194.00 | |||
Pyrrophenone, 1 mg | sc-296161A | 1 mg | $369.00 |