| Identification | More | [Name]
Potassium canrenoate | [CAS]
2181-04-6 | [Synonyms]
17-HYDROXY-3-OXOPREGNA-4,6-DIENE-21-CARBOXYLIC ACID
17-HYDROXY-3-OXOPREGNA-4,6-DIENE-21-CARBOXYLIC ACID POTASSIUM SALT
4,6-ANDROSTADIEN-17ALPHA-YL-PROPIONIC ACID-17BETA-OL-3-ONE POTASSIUM SALT
CANRENOIC ACID POTASSIUM SALT
POTASSIUM CANRENOATE
canrenoic acid potassium
Canrenone, potassium salt
Canrenoate
17a-Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, monopotassium salt (8CI)
17a-Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, potassium salt (7CI)
17-Hydroxy-3-oxo-17a-pregna-4,6-diene-21-carboxylic acid potassium salt
CB 8109
Kanrenol
MF 465 a
Pregna-4,6-diene-21-carboxylic acid, 17-hydroxy-3-oxo-, monopotassium salt, (17a)-(9CI)
SC 14266
SC 14266/371
Soldactona
Soldactone
Soludactone | [EINECS(EC#)]
218-554-9 | [Molecular Formula]
C11H15KO2 | [MDL Number]
MFCD05662375 | [Molecular Weight]
218.33 | [MOL File]
2181-04-6.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
TU3500000
| [Toxicity]
LD50 oral in rat: 650mg/kg |
| Hazard Information | Back Directory | [Originator]
Spiroctan,Boehringer
Mannheim,Switz.,1968 | [Uses]
anticholithogenic, antilipemic agent | [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]
Aldactone-diurapid;Aldadiene potassium;Kadiur;Lasiren;Luvion;Osirenol;Osyrol-lasix;Phanurane;Sincomen pro injectione;Speroctan-m;Spiroctan. | [Therapeutic Function]
Aldosterone antagonist, Diuretic | [World Health Organization (WHO)]
Potassium canrenoate, which has no intrinsic aldosterone
antagonist activity, owes its therapeutic effect to the enzymatic interconversion in
the body to canrenone. Evidence that long-term administration of high doses are
tumorigenic in the rat has recently led to restriction of its use by some national
regulatory authorities. See also WHO comments for canrenone and spironolactone. |
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