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U5882

Sigma-Aldrich

U-74389G

Synonyme(s) :

21-[4-(2,6-Di-1-pyrrolidinyl-4-pyrimidinyl)-1-piperazinyl]pregna-1,4,9[11]-triene-3,20-dione maleate salt

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About This Item

Formule empirique (notation de Hill):
C37H50N6O2 · C4H4O4
Numéro CAS:
153190-29-5
Poids moléculaire :
726.90
Numéro MDL:
MFCD01074991
Code UNSPSC :
12352200
ID de substance PubChem :
24278768
Nomenclature NACRES :
NA.77

Solubilité

ethanol: soluble 20 mg/mL, clear, light yellow

Température de stockage

−20°C

Chaîne SMILES 

OC(=O)\C=C/C(O)=O.[H][C@@]12CCC3=CC(=O)C=C[C@]3(C)C1=CC[C@]4(C)[C@H](CC[C@@]24[H])C(=O)CN5CCN(CC5)c6cc(nc(n6)N7CCCC7)N8CCCC8

InChI

1S/C37H50N6O2.C4H4O4/c1-36-13-11-27(44)23-26(36)7-8-28-29-9-10-31(37(29,2)14-12-30(28)36)32(45)25-40-19-21-42(22-20-40)34-24-33(41-15-3-4-16-41)38-35(39-34)43-17-5-6-18-43;5-3(6)1-2-4(7)8/h11-13,23-24,28-29,31H,3-10,14-22,25H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t28-,29-,31+,36-,37-;/m0./s1

Clé InChI

ABCSSKWSUJMJCP-WQDFMEOSSA-N

Application

U-74389G has been shown to significantly decrease the level of ethanol-induced gastric mucosal necrosis in portal hypertensive (PHT) rats. Furthermore, U-74389G has been widely used in animal models of ischemic injury and hypertension.

Actions biochimiques/physiologiques

Free radical lipid peroxidation inhibitor in cultured brain cells, monocytic THP1 cells, and LLC-PK1 cell layers.

Notes préparatoires

U-74389G is soluble in ethanol at 20 mg/ml and yields a clear, light yellow solution.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Dimosthenis T Chrysikos et al.
The Journal of surgical research, 187(2), 450-457 (2013-12-18)
Oxidative stress is a crucial factor in the pathophysiology of acute pancreatitis and its systemic complications. Lazaroids are a novel class of antioxidants that potently protect pancreatic acinar cells against oxidant attack. The aim of our study was to evaluate
Alexios Bimpis et al.
Metabolic brain disease, 28(3), 439-446 (2013-01-25)
Spontaneous intracerebral hemorrhage (ICH) represents a partially-understood cerebrovascular disease of high incidence, morbidity and mortality. We, herein, report the findings of our study concerning the role of two important adenosinetriphosphatases (ATPases) in a porcine model of spontaneous ICH that we
F Shi et al.
Free radical biology & medicine, 19(3), 349-357 (1995-09-01)
Selected 21-aminosteroids (U74500A, U74006F, and U74389G) and a 2-(aminomethyl)chromans (U78517F) were tested for their efficacy in preventing arachidonate-induced lipid peroxidation and permeability alterations in brain microvessel endothelial cells (BMECs). The 21-aminosteroids and 2-(aminomethyl)chromans were effective in varying degrees in inhibiting
H Kawanaka et al.
Hepatology (Baltimore, Md.), 34(5), 990-999 (2001-10-27)
Portal hypertensive (PHT) gastropathy is a frequent, serious complication of liver cirrhosis. PHT gastric mucosa has numerous abnormalities such as reduced mucosal potential differences, reduced surface oxygenation, and increased susceptibility to injury caused by alcohol, aspirin, and other noxious factors.
D J Crutchley et al.
Circulation, 92(2), 238-243 (1995-07-15)
Transition metals such as copper are known to initiate free radical formation and lipid peroxidation. Recent reports suggest that intracellular reactive oxygen intermediates can induce the transcription of a number of important genes. The present study examines the effects of
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