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Canrenone

Product Name
Canrenone
CAS No.
976-71-6
Chemical Name
Canrenone
Synonyms
CANRENONE-D4;sc9376;11614r.p;RP-11614;CANRENONE;phanurane;kanlitong;ALDADIENE;NSC 261713;Canrenone CRS
CBNumber
CB0147626
Molecular Formula
C22H28O3
Formula Weight
340.46
MOL File
976-71-6.mol
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Canrenone Property

Melting point:
158-1600C
alpha 
D +24.5° (chloroform)
Boiling point:
416.25°C (rough estimate)
Density 
1.1236 (rough estimate)
refractive index 
1.5000 (estimate)
storage temp. 
room temp
solubility 
DMSO: soluble20mg/mL, clear
form 
powder
color 
white to beige
optical activity
[α]/D +17 to +24°, c = 1 in chloroform-d
Water Solubility 
272.4ug/L(25 ºC)
InChI
InChI=1/C22H28O3/c1-20-9-5-15(23)13-14(20)3-4-16-17(20)6-10-21(2)18(16)7-11-22(21)12-8-19(24)25-22/h3-4,13,16-18H,5-12H2,1-2H3/t16-,17+,18+,20+,21+,22-/s3
InChIKey
UJVLDDZCTMKXJK-MUWITHSMNA-N
SMILES
[C@@]12(CCC(=O)O1)CC[C@@]1([H])[C@]3([H])C=CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]21C |&1:0,8,10,20,22,26,r|
LogP
2.54 at 25℃
CAS DataBase Reference
976-71-6
NIST Chemistry Reference
Canrenone(976-71-6)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
40-51/53
Safety Statements 
36/37-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H351Suspected of causing cancer

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1497
Product name
Canrenone
Purity
≥97% (HPLC)
Packaging
50mg
Price
$80.7
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2887
Product name
Spironolactone Related Compound A
Purity
pharmaceutical secondary standard, certified reference material
Packaging
150MG
Price
$344
Updated
2024/03/01
Sigma-Aldrich
Product number
1619017
Product name
Spironolactone Related Compound A
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$1490
Updated
2024/03/01
Alfa Aesar
Product number
J60238
Product name
Canrenone, 98%
Packaging
1g
Price
$59.65
Updated
2024/03/01
Alfa Aesar
Product number
J60238
Product name
Canrenone, 98%
Packaging
5g
Price
$187.65
Updated
2024/03/01
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Canrenone Chemical Properties,Usage,Production

Chemical Properties

Pale yellow to pale Green Solid

Originator

Spiroctan,Boehringer Mannheim,Switz.,1968

Uses

Aldosterone antagonist. Diuretic

Uses

antiinflammatory, glucocorticoid

Uses

Inhibits aldosterone biosynthesis and blocks ouabain effects

Definition

ChEBI: Canrenone is a steroid lactone.

Manufacturing Process

The lactone is prepared as follows: A solution of 5 parts of 17α-carboxyethyl- 17β-hydroxyandrost-4-en-3-one lactone and 5 parts of chloranil in 400 parts of xylene containing a trace of p-toluenesulfonic acid is heated at the boiling point of the solvent under reflux overnight. The solution is then cooled and filtered through approximately 200 parts of silica gel. The gel is successively washed with 5%, 10%, and 15% ethyl acetate-benzene solutions, and the washings comprising 15% ethyl acetate are thereupon purified by chromatography on a further quantity of silica gel, using benzene and ethyl acetate as developing solvents. From the 15% ethyl acetate eluate there is obtained pure 17α-carboxyethyl-17β-hydroxyandrost-4,6-dien-3-one lactone, melting at 148° to 151°C. The product solidifies above this melting point and melts again at 165°C.

brand name

Luvion.

Therapeutic Function

Aldosterone antagonist, Diuretic

World Health Organization (WHO)

Canrenone, which has aldosterone antagonist activity, is a major metabolite of spironolactone and the major metabolite of potassium canrenoate. See WHO comments for potassium canrenoate and spironolactone.

Flammability and Explosibility

Non flammable

Biological Activity

Mineralocorticoid receptor antagonist. Active metabolite of spironolactone ((7a,17a)-7-(Acetylthio)-17-hydroxy-3-oxopregn-4-ene-21-carboxylic acid g-lactone ).

Biochem/physiol Actions

Canrenone is a mineralocorticoid (aldosterone) inhibitor.

Canrenone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Canrenone manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
Canrenone 976-71-6
Price
US $30.00/box
Min. Order
1box
Purity
98%
Supply Ability
2000box
Release date
2024-03-21
Hebei Kangcang new material Technology Co., LTD
Product
Canrenone 976-71-6
Price
US $20.00-10.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
20
Release date
2024-03-20
Hebei Kangcang new material Technology Co., LTD
Product
Canrenone 976-71-6
Price
US $9.00-60.00/g
Min. Order
10g
Purity
99%
Supply Ability
10 tons
Release date
2024-03-22

976-71-6, CanrenoneRelated Search:


  • phanurane
  • pregna-4,6-diene-21-carboxylicacid,17-hydroxy-3-oxo-,gamma-lactone,(17-alph
  • sc9376
  • spirolactonesc14266
  • CANRENOIC ACID GAMMA LACTONE
  • CANRENONE
  • CANRENONE-D4
  • 4,6-ANDROSTADIEN[(17(B-1')-SPIRO-5')]-PERHYDROFURAN-2,3-DIONE
  • 4,6-ANDROSTEN-17-ALPHA-YL-PROPIONIOACID-R-LACTONE
  • PREGNA-4,6-DIENE-17-BETA-0L-3-ONE-21-CARBOXYLIC ACID-GAMMA LACTONE
  • 7-Carboxy-9(11)&Delta
  • kanlitong
  • Spironolactone Impurity 6(Spironolactone EP Impurity F)
  • 11614r.p
  • 17-(2-Carboxyethyl)17-hydroxy-3-oxoandrosta-4,6-dienelactone
  • 17-(2-Carboxyethyl)17-hydroxyandrosta-4,6-dien-3-onelactone
  • 17-hydroxy-3-oxo-,gamma-lactone,(17-alpha)-pregna-6-diene-21-carboxylicacid
  • 17-Hydroxy-3-oxo-17-pregna-4,6-diene-21-carboxylicacid-lactone
  • ALDADIENE
  • 17-hydroxy-3-oxo-17a-pregna-4,6-diene-21-carboxylic acid gamma-lactone
  • CANRENONE[SPIRONOLACTONE INTERMEDIATE]
  • Canrenone98.5%Min
  • 17a-(2-Carboxyethyl-17b-hydroxyandrosta-4,6-dien-3-one Lactone
  • (7a)-17-Hydroxy-3-oxo-pregna-4,6-diene-21-carboxylic Acid g-Lactone
  • ((7 )-17-Hydroxy-3-oxo-pregna-4,6-diene-21-carboxylic Acid -Lactone)
  • (7a)-17-Hydroxy-3-oxo-pregna-4,6-diene-21-carboxylic Acid -Lactone
  • 17a-2-Carboxyethyl-17-hydroxyandrosta-4,6-dien-3-one Lactone
  • Spironolactone EP Impurity F
  • Journal of risperidone
  • Canrenone, >=97%
  • Eplerenone Impurity 28
  • (17R)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylic acid γ-lactone
  • (17R)-3-Oxo-17-hydroxypregna-4,6-diene-21-carboxylic acid γ-lactone
  • (17α)-17-Hydroxy-3-oxopregna-4,6-diene-21-carboxylicacidγ-lactone
  • Spironolactone Related Compound A (100 mg) (Canrenone (3-Oxo-17-alpha-pregna-4,6-diene-21, 17-carbolactone)) (AS)
  • Eplerenone IMpurity - Canrenone
  • (8R,9S,10R,13S,14S,17R)-10,13-dimethylspiro[2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',3-dione
  • Spironolactone Related CoMpound A
  • Pregna-4,6-diene-21-carboxylicacid, 17-hydroxy-3-oxo-, g-lactone, (17a)-
  • Canrenone 17-hydroxy-3-oxo-17a-pregna-4,6-diene-21-carboxylic acid gamma-lactone
  • NSC 261713
  • 10,13-Dimethylspiro[2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-17,5'-oxolane]-2',3-dione
  • Canrenone Solution, 100ppm
  • Eplerenone Canrenone Impurity
  • Canrenone CRS
  • 6,7-Dehydro-7α-desthioacetylspironolactone
  • RP-11614
  • Spironolactone EP Impurity F-d4 (Canrenone-d4)
  • Spironolactone EP Impurity F (Canrenone)
  • Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, γ-lactone, (17α)-
  • 7-Carboxy-9(11)Δ-canrenone
  • Spiranolactone Impurity F
  • Canrenone D7Q: What is Canrenone D7 Q: What is the CAS Number of Canrenone D7 Q: What is the storage condition of Canrenone D7 Q: What are the applications of Canrenone D7
  • CanrenoneQ: What is Canrenone Q: What is the CAS Number of Canrenone Q: What is the storage condition of Canrenone Q: What are the applications of Canrenone
  • Spironolactone Related Compound A (Canrenone (3-Oxo-17-alpha-pregna-4,6-diene-21, 17-carbolactone)) (1619017)
  • Candy, ketone
  • 6,7-Dehydro-7α-desthioacetylspironolactone
  • Spironolactone USP Related Compound A