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U-73122

CAS No.
112648-68-7
Chemical Name:
U-73122
Synonyms
U-73312;U-73122;CS-1793;CS-2400;U-73122 98%;U 73122;U-73122;U-73122 hydrate;U-73122 USP/EP/BP;U-73122 hydrate(U73122);U-73122 - CAS 112648-68-7 - Calbiochem
CBNumber:
CB6237598
Molecular Formula:
C29H40N2O3
Molecular Weight:
464.64
MDL Number:
MFCD00893825
MOL File:
112648-68-7.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

U-73122 Properties

Boiling point 617.1±55.0 °C(Predicted)
Density 1.16±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility ethanol: 0.7 mg/mL
form solid
pka 10.69±0.40(Predicted)
color off-white
Water Solubility Soluble in DMSO, ethanol, or DMF at approx. 0.5mg/ml. May require heating or overnight mixing. Insoluble in water
Stability Stable for 1 year from date of purchase as supplied. Use caution when storing DMSO solutions. Typically solutions in DMSO can be stored at -20°C for approximately 2 months. However, any solutions that turn pink should be discarded.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
NFPA 704
0
2 0

U-73122 price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich U6756 U-73122 hydrate powder 112648-68-7 5mg $174 2024-03-01 Buy
Sigma-Aldrich 662035 U-73122 112648-68-7 5mg $172 2024-03-01 Buy
Alfa Aesar J62898 U-73122, 95% 112648-68-7 1mg $42.7 2023-06-20 Buy
Alfa Aesar J62898 U-73122, 95% 112648-68-7 5mg $154 2023-06-20 Buy
Cayman Chemical 70740 U-73122 ≥95% 112648-68-7 1mg $21 2024-03-01 Buy
Product number Packaging Price Buy
U6756 5mg $174 Buy
662035 5mg $172 Buy
J62898 1mg $42.7 Buy
J62898 5mg $154 Buy
70740 1mg $21 Buy

U-73122 Chemical Properties,Uses,Production

Description

U-73122 is an inhibitor of PLC-dependent processes, however, the mechanism of action remains unclear. The IC50 values for inhibition of platelet aggregation induced by collagen or thrombin are 0.6 and 5 μM, respectively. It also exhibits inhibitory activity against HIV-1 integrase with an IC50 value of 7 μM.

Uses

It is used as a phospholipase C, phospholipase A2, and 5-LO inhibitor. It is also determined that in SK-N-SH neuroblastoma cells, U-73122 inhibits agonist-induced down-regulation of muscarinic receptors. In addition, it is a useful tool to investigate receptor-mediated PI turnover in signal transduction. U-73122 is a potent inhibitor of human neutrophil adhesion to biological surfaces (IC50 = 50 nM) as well as adhesion-dependent granule exocytosis and oxidative burst. U-73343 (sc-201422) is useful as a negative control for investigations of U-73122 phospholipase C antagonism and its cellular consequences.

Definition

ChEBI: An aza-steroid that is 3-O-methyl-17beta-estradiol in which the 17beta-hydroxy group is replaced by a 6-(maleimid-1-yl)hexylamino group. An inibitor of phospholipase C.

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.

storage

Store at RT

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

U-73122 Preparation Products And Raw materials

Raw materials

Preparation Products

U-73122 Suppliers

Global( 104)Suppliers
Supplier Tel Email Country ProdList Advantage
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29322 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6393 58
TargetMol Chemicals Inc.
+1-781-999-5354 support@targetmol.com United States 19973 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Shanghai Acmec Biochemical Technology Co., Ltd.
+undefined18621343501 product@acmec-e.com China 33349 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 57511 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131981 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69

U-73122 Spectrum

U-73122 1-[6-[[(17B)-3-METHOXYESTRA-1,3,5(10)-TRIEN-17-YL]AMINO]HEXYL]-1H-PYRROLE-2,5-DIONE 1-[6-((17BETA-3-METHOXYESTRA-1,3,5(10)-TRIEN-17-YL)AMINO)HEXYL]-1H-PYRROLE-2,5-DIONE U-73122 98% 1-[6-[((17β)-3-methoxyestra-1,3,5[10]-trien-17-yl)amino]hexyl]-1h-pyrrole-2,5-dione U-73122 hydrate (17β)-3-Methoxy-17-[6-[(2,5-dihydro-2,5-dioxo-1H-pyrrol)-1-yl]hexylamino]estra-1,3,5(10)-triene 1-[6-[[3-Methoxyestra-1,3,5(10)-triene-17β-yl]amino]hexyl]-1H-pyrrole-2,5-dione U-73312 1-(6-((3-Methoxyestra-1,3,5(10)-trien-17-yl)amino)hexyl)-1H-pyrrole-2,5-dione 1H-Pyrrole-2,5-dione, 1-(6-(((17beta)-3-methoxyestra-1,3,5(10)-trien-17-yl)amino)hexyl)- 1-(6-((8R,9S,13S,14S,17S)-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ylamino)hexyl)-1H-pyrrole-2,5-dione 1-[6-[[(17beta)-3-Methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]-1H-pyrrole-2,5-dione U73122 U-73122 hydrate(U73122) U-73122 - CAS 112648-68-7 - Calbiochem CS-1793 U 73122;U-73122 CS-2400 1H-Pyrrole-2,5-dione, 1-[6-[[(17β)-3-methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]- U-73122 USP/EP/BP 112648-68-7 12648-68-7 C29H40N2O3xH2O Biochemicals and Reagents BioChemical Enzymes, Inhibitors, and Substrates Enzyme Inhibitors Enzyme Inhibitors by Enzyme Phospholipase A 2 P to Q Lipid signaling Inhibitors