Eplerenone

Names

[ Name ]:
Eplerenone

[Synonym ]:
Methyl (4aS,4bR,5aR,6aS,7R,9aS,9bR)-4a,6a-dimethyl-2,5'-dioxo-2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-3H,3'H-spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7,2'-furan]-10-carboxylate
(4aS,4bR,5aR,6aS,7R,9aS,9bR,10R)-4a,6a-diméthyl-2,5'-dioxo-2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tétradécahydro-3H,3'H-spiro[cyclopenta[7,8]phénanthro[4b,5-b]oxirène-7,2'-furane]-10-carboxylate de méthyle
Methyl-(4aS,4bR,5aR,6aS,7R,9aS,9bR,10R)-4a,6a-dimethyl-2,5'-dioxo-2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-3H,3'H-spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxiren-7,2'-furan]-10-carboxylat
Inspra
EplerenoneC24H3006
9,11a-Epoxy-17-hydroxy-3-oxo-17a-pregn-4-ene-7a,21-dicarboxylic Acid g-Lactone Methyl Ester
Methyl (4aS,4bR,5aR,6aS,7R,9aS,9bR,10R)-4a,6a-dimethyl-2,5'-dioxo-2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-3H,3'H-spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7,2'-furan]-10-carboxylate
Elperenone
Epleremone
epoxymexrenone
Eplerenone
spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7(3H),2'(3'H)-furan]-10-carboxylic acid, 2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-4a,6a-dimethyl-2,5'-dioxo-, methyl ester, (4aS,4bR,5aR,6aS,7
Spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7(3H),2'(3'H)-furan]-10-carboxylic acid, 2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-4a,6a-dimethyl-2,5'-dioxo-, methyl ester, (4aS,4bR,5aR,6aS,7R,9aS,9bR,10R)-
Methyl (4aS,4bR,5aR,7R,9aS,9bR,10R)-4a,6a-dimethyl-2,5'-dioxo-2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-3H,3'H-spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7,2'-furan]-10-carboxylate
Spiro[cyclopenta[7,8]phenanthro[4b,5-b]oxirene-7(3H),2'(3'H)-furan]-10-carboxylic acid, 2,4,4',4a,5',5a,6,6a,8,9,9a,9b,10,11-tetradecahydro-4a,6a-dimethyl-2,5'-dioxo-, methyl ester, (4aS,4bR,5aR,6aS,7R,9aS,9bR)-
9,11α-Epoxy-17-hydroxy-3-oxo-17α-pregn-4-ene-7α,21-dicarboxylic Acid γ-Lactone Methyl Ester
EPLERINONE

Biological Activity

[Description]:

Eplerenone is an aldosterone antagonist with an IC50 of 0.36 μM.Target: Mineralocorticoid ReceptorEplerenone is a selective mineralocorticoid receptor antagonist, which has been shown to produce sustained increases in plasma renin and serum aldosterone, consistent with inhibition of the negative regulatory feedback of aldosterone on renin secretion. The resulting increased plasma renin activity and aldosterone circulating levels do not overcome the effects of eplerenone. Eplerenone selectively binds to recombinant human mineralocorticoid receptors relative to its binding to recombinant human glucocorticoid, progesterone and androgen receptors [1]. Benefits of eplerenone therapy over placebo were also observed in several secondary outcomes, including: death from any cause or hospitalization for HF; death from any cause; hospitalization for any reason; or hospitalization for HF [2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Mineralocorticoid Receptor

Research Areas >> Cardiovascular Disease

[References]

[1]. Chatterjee, S., et al., Eplerenone is not superior to older and less expensive aldosterone antagonists. Am J Med, 2012. 125(8): p. 817-25.

[2]. Dhillon, S., Eplerenone: a review of its use in patients with chronic systolic heart failure and mild symptoms. Drugs, 2013. 73(13): p. 1451-62.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
597.9±50.0 °C at 760 mmHg

[ Melting Point ]:
241-243ºC

[ Molecular Formula ]:
C₂₄H₃₀O₆

[ Molecular Weight ]:
414.491

[ Flash Point ]:
259.5±30.2 °C

[ Exact Mass ]:
414.204254

[ PSA ]:
82.20000

[ LogP ]:
1.05

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.587

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
3077

[ HS Code ]:
29322090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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