ChemicalBook > CAS DataBase List > U-73122

U-73122

Product Name: 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;CAS:112648-68-7;U-73122 hydrate;U-73122 USP/EP/BP;U-73122, 10 mM in DMSO
CBNumber: CB6237598
Molecular Formula: C29H40N2O3
Formula Weight: 464.64
MOL File: 112648-68-7.mol

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U-73122 Property

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.
InChIKey: LUFAORPFSVMJIW-PFQOISFUNA-N
SMILES: [C@@]12([H])CCC3C=C(OC)C=CC=3[C@@]1([H])CC[C@]1(C)[C@H](CC[C@@]21[H])NCCCCCCN1C(=O)C=CC1=O |&1:0,12,16,18,21,r|

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: U6756
Product name: U-73122 hydrate
Purity: powder
Packaging: 5mg
Price: $170.05
Updated: 2025/07/31

Sigma-Aldrich

Product number: 662035
Product name: U-73122
Packaging: 5mg
Price: $177
Updated: 2025/07/31

Cayman Chemical

Product number: 70740
Product name: U-73122
Purity: ≥95%
Packaging: 1mg
Price: $21
Updated: 2024/03/01

Cayman Chemical

Product number: 70740
Product name: U-73122
Purity: ≥95%
Packaging: 5mg
Price: $79
Updated: 2024/03/01

Cayman Chemical

Product number: 70740
Product name: U-73122
Purity: ≥95%
Packaging: 10mg
Price: $118
Updated: 2024/03/01

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U-73122 Chemical Properties,Usage,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] J E BLEASDALE. Selective inhibition of receptor-coupled phospholipase C-dependent processes in human platelets and polymorphonuclear neutrophils.[J]. Journal of Pharmacology and Experimental Therapeutics, 1990, 255 2: 756-768.
[2] ALEXANDER V ZHOLOS. Phospholipase C, but not InsP3 or DAG, -dependent activation of the muscarinic receptor-operated cation current in guinea-pig ileal smooth muscle cells[J]. British Journal of Pharmacology, 2009, 141 1: 23-36. DOI:10.1038/sj.bjp.0705584
[3] YOUNGSOO JUN William W Rutilio A Fratti. Diacylglycerol and its formation by phospholipase C regulate Rab- and SNARE-dependent yeast vacuole fusion.[J]. The Journal of Biological Chemistry, 2004: 53186-53195. DOI:10.1074/jbc.m411363200
[4] INÉS FERNÁNDEZ-ULIBARRI. Diacylglycerol is required for the formation of COPI vesicles in the Golgi-to-ER transport pathway.[J]. Molecular Biology of the Cell, 2007, 18 9: 3250-3263. DOI:10.1091/mbc.e07-04-0334

U-73122 Preparation Products And Raw materials

Raw materials

Preparation Products

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U-73122 Suppliers

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112648-68-7, U-73122Related Search:

LY 294002 Hydrochloride L-ALPHA-PHOSPHATIDYLINOSITOL 3-METHYLADENINE 2,4-Thiazolidinedione,5-(1,3-benzodioxol-5-ylmethylene)- Y27632 (hydrochloride) Selumetinib U0126-EtOH Alpelisib (BYL719) Dasatinib Ibrutinib 1-HEXYL-PYRROLE-2,5-DIONE U-73122

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

1-(6-{[(1S,3aS,3bR,9bS,11aS)-7-methoxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]amino}hexyl)-2,5-dihydro-1H-pyrrole-2,5-dione

U 73122, Standard phospholipase C (PLC) inhibitor

U-73122, 10 mM in DMSO

CAS:112648-68-7

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