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
Storage Class
11 - Combustible Solids
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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

Zhengzhou convergence chemical co., LTD
Tel
0371-0371-55153829 18003835034
Email
2853979819@qq.com
Country
China
ProdList
10000
Advantage
58
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
Advantage
69
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4763
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7552
Advantage
61
SHANGHAI FORTUNE CHEMICAL TECHNOLOGY CO., LTD
Tel
13816107857
Fax
qq: 276312098
Email
sales@fortunechem-sh.com
Country
China
ProdList
984
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MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Nanjing Dulai Biotechnology Co., Ltd.
Tel
025-846993838003-8003 18013301590
Fax
025-84699383-8003
Email
njduly@126.com
Country
China
ProdList
3255
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Bide Pharmatech Ltd.
Tel
400-400-164-7117 18317119277
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
40000
Advantage
60
Shanghai Macklin Biochemical Co.,Ltd.
Tel
15221275939
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15872
Advantage
55
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2990
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60

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


  • 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