Pyrrophenone

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Pyrrophenone

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Cat No: 13294

Biochemicals - Small Molecule Inhibitors

The group IVA phospholipase A2 (PLA2), known as calcium-dependent cytosolic PLA2 (cPLA2), selectively releases arachidonic acid (AA) from membrane phospholipids, playing a central role in initiating the synthesis of prostaglandins (PGs) and leukotriene...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

N-[[(2S,4R)-1-[2-(2,4-difluorobenzoyl)benzoyl]-4-[(triphenylmethyl)thio]-2-pyrrolidinyl]methyl]-4-[(Z)-(2,4-dioxo-5-thiazolidinylidene)methyl]-benzamide

Correlated keywords:

phospholipase A2 group IVA phospholipase A2 PLA2 cytosolic PLA2 cPLA2 arachidonic acid AA prostaglandins PG leukotrienes LT inhibitors PGE2 LTB4 blood secretory type PLA2 sPLA2 inflammation inhibition inhibits inflammatory Pyrrolidines

Product Overview:
The group IVA phospholipase A2 (PLA2), known as calcium-dependent cytosolic PLA2 (cPLA2), selectively releases arachidonic acid (AA) from membrane phospholipids, playing a central role in initiating the synthesis of prostaglandins (PGs) and leukotrienes (LTs).{11920,18018} Pyrrophenone inhibits cPLA2α with an IC50 of 4.2 nM in enzyme assays and potently blocks the release of AA and the production of PGE2 and LTC4 in cells (IC50 = 24, 25, and 14 nM, respectively).{17151} Its action is reversible and selective, as pyrrophenone inhibits the secretory type IB and IIA PLA2s with more than a hundred-fold less potency.{18019} Pyrrophenone has also been shown to inhibit calcium ionophore (A23187)-stimulated AA release from monocytic cells,{18019} interleukin-1-induced PGE2 synthesis in mesangial cells,{18019} and the production of PGE2, LTs, and platelet-activating factor by human neutrophils,{17152} always with maximal inhibition at concentrations below 1 μM.

Size	500 µg
Shipping	dry ice
CAS Number	341973-06-6
Molecular Formula	C₄₉H₃₇F₂N₃O₅S₂
SMILES	FC(C=C1F)=CC=C1C(C2=CC=CC=C2C(N3[C@H](CNC(C4=CC=C(/C=C5C(NC(S\5)=O)=O)C=C4)=O)C[C@@H](SC(C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)C3)=O)=O
Molecular Weight	850
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2916.31
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.