CAS No.107724-20-9,Eplerenone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	107724-20-9
Name:	Eplerenone
Article Data:	12
Cas Database

Formula:	C₂₄H₃₀O₆
Molecular Weight:	414.499
Synonyms:	Pregn-4-ene-7,21-dicarboxylic acid,9,11-epoxy-17-hydroxy-3-oxo-,?- lactone,methyl ester,(7R,11R,17R)-;9,11alpha-Epoxy-17-hydroxy-3-oxo-17alpha-pregn-4-ene-7alpha,21-dicarboxylic acid, gamma-lactone, methyl ester;Cgp 30083;Epoxymexrenone;SC-66110;Inspra;Pregn-4-ene-7,21-dicarboxylic acid, 9,11-epoxy-17-hydroxy-3-oxo-, gamma-lactone, methyl ester, (7alpha,11alpha,17alpha)-;Eplerenone(& the intermediates);Inspra (TN);Pregn-4-ene-7,21-dicarboxylic acid,9,11-epoxy-17-hydroxy-3-oxo-γ,-lactone,methyl ester,(7a,11a,17a);Pregn-4-ene-7,21-dicarboxylic acid,9,11-epoxy-17-hydroxy-3-oxo-,?- lactone,methyl ester,(7R,11R,17R)-;
EINECS:	600-850-8
Density:	1.31 g/cm³
Melting Point:	241-243 °C
Boiling Point:	597.933 °C at 760 mmHg
Flash Point:	259.474 °C
Appearance:	White solid
PSA:	82.20000
LogP:	3.12450

Related products

Synthetic route

: 95716-70-4
17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; trichloroacetamide; dihydrogen peroxide In dichloromethane at 0 - 15℃; for 24h; pH=9;	98%
With trichloroacetamide; dihydrogen peroxide; potassium acetate In dichloromethane at 10 - 15℃; for 0.75h; Temperature;	91.3%
With potassium phosphate; trichloroacetamide; dihydrogen peroxide In dichloromethane at 20℃;	85.3%

: 192704-58-8
methyl hydrogen 17α-hydroxy-11α-(methylsulfonyl)oxy-3-oxopregn-4-ene-7α,21-dicarboxylate, γ-lactone

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; dihydrogen peroxide	82%
Multi-step reaction with 2 steps 1: potassium formate; formic acid / acetic anhydride / 100 °C 2: trichloroacetamide; dihydrogen peroxide; dipotassium hydrogenphosphate / dichloromethane / 10 - 20 °C View Scheme

: 67-56-1
methanol

: 192704-54-4
4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile

: 124-41-4
sodium methylate

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
Stage #1: methanol; 4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile; sodium methylate for 20.25h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; water Heating / reflux; Stage #3: With dipotassium hydrogenphosphate; formic acid; dihydrogen peroxide; potassium formate; acetic anhydride; methanesulfonyl chloride; triethylamine; trichloroacetonitrile more than 3 stages;	27.1%
Stage #1: methanol; 4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile; sodium methylate at 67℃; for 16 - 20h; Stage #2: With methanesulfonyl chloride; triethylamine In dichloromethane at 0℃; for 0.75h; Stage #3: With dipotassium hydrogenphosphate; formic acid; dihydrogen peroxide; potassium formate; acetic anhydride; trichloroacetonitrile more than 3 stages;	7.2 g

Yield

Stage #1: methanol; 4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile; sodium methylate for 20.25h; Heating / reflux;
Stage #2: With hydrogenchloride In methanol; water Heating / reflux;
Stage #3: With dipotassium hydrogenphosphate; formic acid; dihydrogen peroxide; potassium formate; acetic anhydride; methanesulfonyl chloride; triethylamine; trichloroacetonitrile more than 3 stages;

27.1%

Stage #1: methanol; 4'S(4'α),7'α-hexadecahydro-11'α-hydroxy-10'β,13'β-dimethyl-3',5,20'-trioxospiro[furan-2(3H),17'β-[4,7]metheno(17H)cyclopenta[a]phenanthrene]-5'β(2'H)-carbonitrile; sodium methylate at 67℃; for 16 - 20h;
Stage #2: With methanesulfonyl chloride; triethylamine In dichloromethane at 0℃; for 0.75h;
Stage #3: With dipotassium hydrogenphosphate; formic acid; dihydrogen peroxide; potassium formate; acetic anhydride; trichloroacetonitrile more than 3 stages;

7.2 g

...Expand

: 67-56-1
methanol

: C24H27NO5

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 24h; Heating / reflux;	20%

: 95716-71-5
Δ9(11)-canrenone

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 82 g / AlEt3 / hexane; tetrahydrofuran / 0.5 h / Heating 2: 6.9 g / DIBAH / 1,2-dimethoxy-ethane; hexane / 2 h / 5 °C 3: 6.6 g / aq. CrO3, H2SO4 / acetone / 0.5 h / 5 °C 4: 2.7 g / CH2Cl2; diethyl ether / 0.17 h 5: 71.6 percent / aq. H2O2, (CCl3CO)2O / CH2Cl2 / 1.5 h / below 4 deg C View Scheme
Multi-step reaction with 5 steps 1.1: boron trifluoride diethyl etherate / tetrahydrofuran / -10 °C 2.1: N-Bromosuccinimide; potassium carbonate / tetrahydrofuran; water / 35 °C 3.1: ozone / dichloromethane; isopropyl alcohol / -20 °C 3.2: 20 °C 4.1: potassium hydrogencarbonate / tetrahydrofuran / 10 °C 5.1: dipotassium hydrogenphosphate; 2-chloro-2,2-difluoroacetamide; dihydrogen peroxide / toluene / 55 °C View Scheme

Yield

Multi-step reaction with 5 steps
1: 82 g / AlEt3 / hexane; tetrahydrofuran / 0.5 h / Heating
2: 6.9 g / DIBAH / 1,2-dimethoxy-ethane; hexane / 2 h / 5 °C
3: 6.6 g / aq. CrO3, H2SO4 / acetone / 0.5 h / 5 °C
4: 2.7 g / CH2Cl2; diethyl ether / 0.17 h
5: 71.6 percent / aq. H2O2, (CCl3CO)2O / CH2Cl2 / 1.5 h / below 4 deg C
View Scheme

Multi-step reaction with 5 steps
1.1: boron trifluoride diethyl etherate / tetrahydrofuran / -10 °C
2.1: N-Bromosuccinimide; potassium carbonate / tetrahydrofuran; water / 35 °C
3.1: ozone / dichloromethane; isopropyl alcohol / -20 °C
3.2: 20 °C
4.1: potassium hydrogencarbonate / tetrahydrofuran / 10 °C
5.1: dipotassium hydrogenphosphate; 2-chloro-2,2-difluoroacetamide; dihydrogen peroxide / toluene / 55 °C
View Scheme

: 188988-15-0
C23H30O4

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 6.6 g / aq. CrO3, H2SO4 / acetone / 0.5 h / 5 °C 2: 2.7 g / CH2Cl2; diethyl ether / 0.17 h 3: 71.6 percent / aq. H2O2, (CCl3CO)2O / CH2Cl2 / 1.5 h / below 4 deg C View Scheme

: 95716-72-6
17β-hydroxy-7α-cyano-pregna-4,9(11)-dien-3-one-21-carboxylic acid γ-lactone

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 6.9 g / DIBAH / 1,2-dimethoxy-ethane; hexane / 2 h / 5 °C 2: 6.6 g / aq. CrO3, H2SO4 / acetone / 0.5 h / 5 °C 3: 2.7 g / CH2Cl2; diethyl ether / 0.17 h 4: 71.6 percent / aq. H2O2, (CCl3CO)2O / CH2Cl2 / 1.5 h / below 4 deg C View Scheme

: 95716-74-8
17β-hydroxypregna-4,9(11)-dien-3-one-7α,21-dicarboxylic acid γ-lactone

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2.7 g / CH2Cl2; diethyl ether / 0.17 h 2: 71.6 percent / aq. H2O2, (CCl3CO)2O / CH2Cl2 / 1.5 h / below 4 deg C View Scheme

: 67-56-1
methanol

: C24H27NO5

: 124-41-4
sodium methylate

: 107724-20-9
eplerenone

Conditions

Conditions	Yield
for 23.5h; Heating / reflux;

...Expand

: 95716-70-4
17α-pregna-4,9(11)-diene-7α,21-dicarboxylic acid-17β-hydroxy-3-oxo-γ-lactone-7-methyl ester

A: 7-methyl hydrogen 17-hydroxy-3,12-dioxo-17α-pregna-4,9(11)-diene-7α,21-dicarboxylate, γ-lactone

B: 7-methyl hydrogen 12α,17-dihydroxy-3-oxo-17α-pregna-4,9(11)-diene-7α,21-dicarboxylate, γ-lactone

C: 7-methyl hydrogen 4α,5α:9α,11α-diepoxy,17-hydroxy-3-oxo-17α-pregnane-7α,21-dicarboxylate, γ-lactone

D: 7-methyl hydrogen 9α,11β,17-trihydroxy-3-oxo-17α-pregn-4-ene-7α,21-dicarboxylate, γ-lactone

E: 107724-20-9
eplerenone

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; dihydrogen peroxide; trichloroacetonitrile In dichloromethane; water at 8 - 10℃; for 23h;	A n/a B 123 mg C n/a D 46.7 mg E 3.16 g

...Expand

Raw Materials

124-41-4

67-56-1

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Specification

1. Introduction of Eplerenone

Eplerenone, with its systematic name of 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, is one kind of white crystalline powder. Its Classification Code are including Aldosterone antagonist; Aldosterone antagonists; Antihypertensive; Hormone Antagonists; Hormones, Hormone Substitutes, and Hormone Antagonists.

2. Properties of Eplerenone

Eplerenone has the following datas: (1)Index of Refraction: 1.587; (2)Molar Refractivity: 106.122 cm³; (3)Molar Volume: 315.658 cm³; (4)Surface Tension: 53.062 dyne/cm; (5)Density: 1.313 g/cm³; (6)Flash Point: 259.474 °C; (7)Enthalpy of Vaporization: 89.051 kJ/mol; (8)Boiling Point: 597.933 °C at 760 mmHg; (9)Vapour Pressure: 0 mmHg at 25 °C; (10)Melting Point: 241-243 °C.

3. Use of Eplerenone

Eplerenone is an aldosterone antagonist used as an adjunct in the management of chronic heart failure. Eplerenone is used alone or in combination with other medications to treat high blood pressure.Common adverse drug reactions associated with the use of Eplerenone include: hyperkalaemia, hypotension, dizziness, altered renal function, and increased creatinine concentration.