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Merck

U6881

U-73343

Synonym(s):

1-[6-[((17β)-3-Methoxyestra-1,3,5[10]-trien-17-yl)amino]hexyl]-2,5-pyrrolidinedione

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About This Item

Empirical Formula (Hill Notation):
C29H42N2O3
CAS Number:
142878-12-4
Molecular Weight:
466.66
NACRES:
NA.77
PubChem Substance ID:
24900662
UNSPSC Code:
41106300
MDL number:
MFCD00211221

InChI key

CJHWFIUASFBCKN-ZRJUGLEFSA-N

SMILES string

[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CCc4cc(OC)ccc24)NCCCCCCN5C(=O)CCC5=O

InChI

1S/C29H42N2O3/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/h8,10,19,23-26,30H,3-7,9,11-18H2,1-2H3/t23-,24-,25+,26+,29+/m1/s1

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: soluble

Quality Level

200

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Application

U-73343 has been used for studying the role of phospholipase C (PLC) signaling in modulating epithelial Na+ channel (ENaC) function in gerbil Reissner′s membranes (RMs). U-73343 has also been used as a negative control for PLC inhibition in mechanically stimulated (MS) and its neighboring (NB) cells.
U-73343 has been used in measuring the fluorescence of intracellular Ca2+.

Biochem/physiol Actions

Inactive analog of U73122; used as a negative control.

General description

U-73343 is used to assess the involvement of G protein-coupled 1-phosphatidylinositol-phosphodiesterase or phospholipase C in receptor-mediated cell activation. It functions downstream of phospholipase C to block receptor-mediated phospholipase D activation.

Preparation Note

U-73343 is soluble in chloroform at 10 mg/ml and yields a clear, colorless to faint yellow solution. It is also soluble in ethanol (0.93 mg/ml) and DMSO (2.3 mg/ml), but is insoluble in water.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLCQ2939
SLCQ2938
SLCJ1246
SLCC6896
SLBV1866

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Andrius Baskys et al.
Neuropharmacology, 49 Suppl 1, 146-156 (2005-07-19)
Group I metabotropic glutamate receptor (mGluR) agonist DHPG reduced nerve cell death caused by their exposure to NMDA ("neuroprotective effect") and attenuated NMDA receptor-mediated currents [Blaabjerg, M., Baskys, A., Zimmer, J., Vawter, M. P., 2003b. Changes in hippocampal gene expression
Amer M Hussain et al.
American journal of transplantation : official journal of the American Society of Transplantation and the American Society of Transplant Surgeons, 5(11), 2640-2648 (2005-10-11)
Lymphocyte infiltration of tissue is a cardinal feature of solid-organ allograft rejection. Vascular endothelial cells (EC) participate in lymphocyte recruitment through the display of adhesion molecules and chemokines to promote leukocyte extravasation. Moreover, EC reorganize the cytoskeleton and cytoskeleton-associated structures
Ayako Kataoka et al.
Journal of neurochemistry, 108(1), 115-125 (2008-11-19)
Microglia are implicated as a source of diverse proinflammatory factors in the CNS. Extracellular nucleotides are well known to be potent activators of glial cells and trigger the release of cytokines from microglia through purinergic receptors. However, little is known
R J Smith et al.
The Journal of pharmacology and experimental therapeutics, 253(2), 688-697 (1990-05-01)
1-[6-[[17 beta-3-Methoxyestra-1,3,5(10)-trien-17-yl]amino]hexyl]- 1H-pyrrole-2,5-dione (U-73122), an inhibitor of phospholipase C (PLC)-dependent processes in human platelets, was found to be a potent inhibitor of human polymorphonuclear neutrophil (PMN) activation by structurally unrelated receptor-specific agonists. U-73122 caused a time- and concentration-dependent (0.1-1 microM)
Shou-Yuan Zhuang et al.
Neuropharmacology, 48(8), 1086-1096 (2005-05-25)
Exogenously administered cannabinoids are neuroprotective in several different cellular and animal models. In the current study, two cannabinoid CB1 receptor ligands (WIN 55,212-2, CP 55,940) markedly reduced hippocampal cell death, in a time-dependent manner, in cultured neurons subjected to high
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