112648-68-7 Usage
Description
U-73122 is an aza-steroid derivative, specifically 3-O-methyl-17beta-estradiol with a 6-(maleimid-1-yl)hexylamino group replacing the 17beta-hydroxy group. It functions as an inhibitor of phospholipase C (PLC) and is utilized in various applications due to its inhibitory properties.
Uses
Used in Pharmaceutical Applications:
U-73122 is used as a phospholipase C inhibitor for its ability to inhibit agonist-induced down-regulation of muscarinic receptors in SK-N-SH neuroblastoma cells. This makes it a valuable tool in investigating receptor-mediated phosphatidylinositol (PI) turnover in signal transduction processes.
Used in HIV-1 Integrase Inhibition:
U-73122 is used as an inhibitor of HIV-1 integrase, with an IC50 value of 7 μM, which contributes to its potential application in the development of antiretroviral therapies.
Used in Platelet Aggregation Inhibition:
U-73122 is used as an inhibitor of platelet aggregation, with IC50 values of 0.6 and 5 μM for collagen and thrombin-induced aggregation, respectively. This property makes it a potential candidate for the development of treatments targeting platelet-related disorders.
Used in Neutrophil Adhesion and Function Inhibition:
U-73122 is used as a potent inhibitor of human neutrophil adhesion to biological surfaces (IC50 = 50 nM), as well as adhesion-dependent granule exocytosis and oxidative burst. This suggests its potential application in modulating immune responses and treating conditions involving excessive neutrophil activity.
Used in Research and Development:
U-73122 is used as a research tool to investigate the cellular consequences of phospholipase C antagonism. U-73343 (sc-201422) is often used as a negative control in these investigations, providing a basis for understanding the specific effects of U-73122.
Biological Activity
Phospholipase C inhibitor. Inhibits agonist-induced platelet aggregation with IC 50 values of 1-5 μ M. Potently inhibits human polymorphonuclear neutrophil adhesion on biological surfaces (IC 50 < 50 nM) and exhibits antinociceptive activity in vivo .
Biochem/physiol Actions
Inhibits the hydrolysis of PPI to IP3, which leads to a decrease in cytosolic free calcium. Inhibits the coupling of G protein-phospholipase C activation, while remaining unaffected by production of cAMP.
References
1) Bleasdale?et al. (1990),?Selective inhibition of receptor-coupled phospholipase C-dependent processes in human platelets and polymorphonuclear neutrophils; J. Pharmacol. Exp. Ther.,?255?756
2) Zholos?et al.?(2004),?Phospholipase C, but not InsP3 or DAG,-dependent activation of the muscarinic receptor-operated cation current in guinea-pig ileal smooth muscle cells; Br. J. Pharmacol.,?141?23
3) Jun?et al. (2004),?Diacylglycerol and its formation by phospholipase C regulate Rab- and SNARE dependent yeast vacuole fusion; J. Biol. Chem. ,279?53186
4) Fernandez-Ulibarri?et al.?(2007),?Diacylglycerol is required for the formation of COPI vesicles in the Golgi-to-ER transport pathway; Mol. Biol. Cell,?18?3250
Check Digit Verification of cas no
The CAS Registry Mumber 112648-68-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,2,6,4 and 8 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 112648-68:
(8*1)+(7*1)+(6*2)+(5*6)+(4*4)+(3*8)+(2*6)+(1*8)=117
117 % 10 = 7
So 112648-68-7 is a valid CAS Registry Number.
InChI:InChI=1/C29H40N2O3/c1-29-16-15-23-22-10-8-21(34-2)19-20(22)7-9-24(23)25(29)11-12-26(29)30-17-5-3-4-6-18-31-27(32)13-14-28(31)33/h8,10,13-14,19,23-26,30H,3-7,9,11-12,15-18H2,1-2H3/t23-,24-,25+,26+,29+/m1/s1