U-73122

Specifications / Handling

More Information
Product Details
Synonyms	1-[6-[[(17β)-3-Methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]-1H-pyrrole-2,5-dione
Product Type	Chemical
Properties
Formula	C₂₉H₄₀N₂O₃
MW	464.6
CAS	112648-68-7
RTECS	UX9626600
Purity Chemicals	≥95%
Appearance	White to off-white solid.
Solubility	Soluble in methylene chloride or chloroform (10mg/ml). Slightly soluble in DMSO (2mg/ml), DMF (2mg/ml) or 100% ethanol (1mg/ml). Sparingly soluble in aqueous solutions. See also Solubility Note below.
Other Product Data	Solubility/Stability and Application NOTE: U-73122 is only sparingly soluble in aqueous media. Therefore the compound is delivered to cells either after dissolving in organic solvents or complexing with serum proteins. Preparation of a Working solution: 1. Dissolve a weighed amount of U-73122 in methylene chloride or chloroform. 2. Dispense in aliquots sufficient for one experiment into suitable vessels. Evaporate solvent with nitrogen. 3. The resulting film can be dissolved in DMSO (5mM), ethanol (2mM in 100%) or an aqueous medium that contains serum or serum albumin (1-10 mg/ml), which forms a complex with U-73122, thus eliminating the need to use an organic solvent to deliver the compound to the cells. Stability: Stock solutions in DMSO or ethanol are stable for 2 months when stored at -20°C. Preferably dissolve just before use. Use caution in re-using stored DMSO solutions. Discard solutions that have turned to a pink color, which indicates a loss of inhibitor activity. Dried aliquots prepared from chloroform solutions are stable for up to 1 month when stored at -20°C. Application: Useful range of concentrations for U-73122 is 0.1 to 10μM. The appropriate concentration will depend upon the cell type, cell density, medium concentration (the maleimide moiety of U-73122 may react with thiol containing compounds) and the particular cell parameter that is being measured.
InChi Key	LUFAORPFSVMJIW-ZRJUGLEFSA-N
Smiles	C[C@@]12[C@](CC[C@@H]2NCCCCCCN3C(C=CC3=O)=O)([H])[C@]4([H])CCC5=CC(OC)=CC=C5[C@@]4([H])CC1
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry. Protect from light. Protect from moisture.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Gasdermin D N-terminal fragment (GSDMD-N)-induced pyroptosis inhibitor. Protects against GSDMD-N cytotoxicity in macrophages or against lethal infection in mice.
Useful agent for inflammasome research.
Potent cell permeable phospholipase C (PLC) , phospholipase A2 and 5-LO (5-lipoxygenase) inhibitor. Affects the phospholipases by inhibiting the hydrolysis of PPI (phosphatidylinositol) to IP3 (inositol triphosphate), which in turn leads to a drop in cytosolic Ca²⁺.
Potent inhibitor of the SERCA pump in smooth muscle. Potently inhibits Ca²⁺-release from isolated smooth muscle cells independent of its effect on PLC.
Inhibits agonist-induced platelet aggregation. Potently inhibits human polymorphonuclear neutrophil adhesion on biological surfaces and exhibits antinociceptive activity in vivo. Shown to inhibit agonist-induced down-regulation of muscarinic receptors in SK-N-SH neuroblastoma cells.
Activates TRPM4 and inhibits TRPM3 channels.
Potent human telomerase inhibitor.

Product References

Selective inhibition of receptor-coupled phospholipase C-dependent processes in human platelets and polymorphonuclear neutrophils: J.E. Bleasdale, et al.; J. Pharmacol. Exp. Ther. 255, 756 (1990)
Receptor-coupled signal transduction in human polymorphonuclear neutrophils: effects of a novel inhibitor of phospholipase C-dependent processes on cell responsiveness: R.J. Smith, et al.; J. Pharmacol. Exp. Ther. 253, 688 (1990)
The aminosteroid U-73122 inhibits muscarinic receptor sequestration and phosphoinositide hydrolysis in SK-N-SH neuroblastoma cells. A role for Gp in receptor compartmentation: A.K. Thompson, et al.; J. Biol. Chem. 266, 23856 (1991)
Use of U-73122 as an Inhibitor of Phospholipase C-Dependent Processes: J.E. Bleasdale & S.K. Fisher; Neuroprotocols 3, 125 (1993)
Calcium homeostasis in mouse fibroblast cells: affected by U-73122, a putative phospholipase C beta blocker, via multiple mechanisms: J.P. Grierson & J. Meldolesi; Br. J. Pharmacol. 115, 11 (1995)
U-73122: a potent inhibitor of human polymorphonuclear neutrophil adhesion on biological surfaces and adhesion-related effector functions: R.J. Smith, et al.; J. Pharmacol. Exp. Ther. 278, 320 (1996)
The aminosteroid phospholipase C antagonist U-73122 (1-[6-[[17-beta-3-methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]-1H-pyrro le-2,5-dione) potently inhibits human 5-lipoxygenase in vivo and in vitro: C. Feisst, et al.; Mol. Pharmacol. 67, 1751 (2005)
Potent inhibition of human telomerase by U-73122: Y.J. Chen, et al.; J. Biomed. Sci. 13, 667 (2006)
The PI-PLC inhibitor U-73122 is a potent inhibitor of the SERCA pump in smooth muscle: M.A. Hollywood, et al.; Br. J. Pharmacol. 160, 1293 (2010)
VLDL-activated cell signaling pathways that stimulate adrenal cell aldosterone production: Y.Y. Tsai, et al.; Mol. Cell. Endocrinol. 433, 138 (2016)
Direct modulation of TRPM4 and TRPM3 channels by the phospholipase C inhibitor U73122: M.G. Leitner, et al.; Br. J. Pharmacol. 173, 2555 (2016)
Lipid peroxidation drives Gasdermin D-mediated pyroptosis in lethal polymicrobial Sepsis: R. Kang, et al.; Cell Host Microbe 24, 97 (2018)

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