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Merck
CN

U5882

U-74389G

Synonym(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

Empirical Formula (Hill Notation):
C37H50N6O2 · C4H4O4
CAS Number:
153190-29-5
Molecular Weight:
726.90
NACRES:
NA.77
PubChem Substance ID:
24278768
UNSPSC Code:
12352200
MDL number:
MFCD01074991

Key Documents

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InChI key

ABCSSKWSUJMJCP-WQDFMEOSSA-N

SMILES string

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

solubility

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

storage temp.

−20°C

Related Categories

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.

Biochem/physiol Actions

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

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN0812
MKCM0175
MKBV1127V
MKBR4273V
SLBH6138V

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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
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
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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