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Merck
CN

E6657

Sigma-Aldrich

Eplerenone

≥98% (HPLC), aldosterone blocker, powder

Synonym(s):

9,11alpha-Epoxy-17-hydroxy-3-oxo-17alpha-pregn-4-ene-7alpha,21-dicarboxylic acid, gamma-lactone, methyl ester, Cgp 30083, Eplerenone [USAN], Epoxymexrenone, HSDB 7522, Inspra, Pregn-4-ene-7,21-dicarboxylic acid, 9,11-epoxy-17-hydroxy-3-oxo-, gamma-lactone, methyl ester, (7alpha,11alpha,17alpha)-, SC-66110

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About This Item

Empirical Formula (Hill Notation):
C24H30O6
CAS Number:
107724-20-9
Molecular Weight:
414.49
MDL number:
MFCD05662207
UNSPSC Code:
51111800
PubChem Substance ID:
329798999
NACRES:
NA.77

Key Documents

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Product Name

Eplerenone, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (warmed)
H2O: insoluble

storage temp.

2-8°C

SMILES string

O1[C@]32[C@H]1C[C@@]4([C@@]6(OC(=O)CC6)CC[C@H]4[C@@H]3[C@@H](CC5=CC(=O)CC[C@@]52C)C(=O)OC)C

InChI

1S/C24H30O6/c1-21-7-4-14(25)10-13(21)11-15(20(27)28-3)19-16-5-8-23(9-6-18(26)30-23)22(16,2)12-17-24(19,21)29-17/h10,15-17,19H,4-9,11-12H2,1-3H3/t15-,16+,17-,19+,21+,22+,23-,24-/m1/s1

InChI key

JUKPWJGBANNWMW-VWBFHTRKSA-N

Gene Information

human ... NR3C2(4306)

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General description

Eplerenone is an aldosterone blocker, which particularly blocks mineralocorticoid receptor. It reduces cardiovascular risk in patients following acute myocardial infarction. Eplerenone is used for treating hypertension and central serous retinopathy. It exhibits potassium sparing diuretic effect.

Application

Eplerenone has been used in quantitative real time (RT-qPCR) or western blotting assays.

Biochem/physiol Actions

Eplerenone is an aldosterone antagonist more specific for the mineralocorticoid receptor than spironolactone (S3378), having lower affinity for progesterone, androgen, and glucocorticoid receptors.
Eplerenone is an aldosterone antagonist.

Features and Benefits

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000371039
0000321811
0000371039
0000321811
0000229235

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Eplerenone, a selective aldosterone blocker, in mild-to-moderate hypertension
Weinberger MH, et al.
American Journal of Hypertension, 15(8), 709-716 (2002)
M de Gasparo et al.
Journal of steroid biochemistry, 32(1B), 223-227 (1989-01-01)
The use of spironolactone in the treatment of hypertension has been limited by the occurrence of sexual side effects, mainly menstrual disturbances in women and gynaecomastia in men. In order to minimize this limitation on the use of an effective
Eplerenone survival benefits in heart failure patients post-myocardial infarction are independent from its diuretic and potassium-sparing effects: insights from an EPHESUS (Eplerenone Post-Acute Myocardial Infarction Heart Failure Efficacy and Survival Study) substudy
Rossignol P, et al.
Journal of the American College of Cardiology, 58(19), 1958-1966 (2011)
Oral eplerenone for treatment of chronic central serous chorioretinopathy: a case series
Sal DA, et al.
Ophthalmic Surgery, Lasers & Imaging Retina, 46(4), 439-444 (2015)
Eplerenone, a selective aldosterone blocker, in patients with left ventricular dysfunction after myocardial infarction
Pitt B, et al.
The New England Journal of Medicine, 348(14), 1309-1321 (2003)
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