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Canrenone

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Canrenone Basic information
Canrenone Chemical Properties
  • 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. Store at RT
  • 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)
  • CAS DataBase Reference976-71-6
  • NIST Chemistry ReferenceCanrenone(976-71-6)
Safety Information
  • 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
Canrenone Usage And Synthesis
  • Chemical PropertiesPale yellow to pale Green Solid
  • OriginatorSpiroctan,Boehringer Mannheim,Switz.,1968
  • UsesAldosterone antagonist. Diuretic
  • Usesantiinflammatory, glucocorticoid
  • Manufacturing ProcessThe 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 nameLuvion.
  • Therapeutic FunctionAldosterone 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.
  • Biological ActivityMineralocorticoid receptor antagonist. Active metabolite of spironolactone ((7a,17a)-7-(Acetylthio)-17-hydroxy-3-oxopregn-4-ene-21-carboxylic acid g-lactone ).
Canrenone Preparation Products And Raw materials
Canrenone(976-71-6)Related Product Information
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