Originator
Spiroctan,Boehringer
Mannheim,Switz.,1968
Uses
Canrenoic acid is an aldosterone antagonist. Canrenoic acid is used as an diuretic.
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.
