Canrenon

Bezeichnung:Canrenon

CAS-Nr976-71-6

Englisch Name:Canrenone

CBNumberCB0147626

SummenformelC22H28O3

Molgewicht340.46

MOL-Datei976-71-6.mol

Synonyma

Canrenon

Canrenon physikalisch-chemischer Eigenschaften

Schmelzpunkt	158-1600C
alpha	D +24.5° (chloroform)
Siedepunkt	416.25°C (rough estimate)
Dichte	1.1236 (rough estimate)
Brechungsindex	1.5000 (estimate)
storage temp.	room temp
Löslichkeit	DMSO: soluble20mg/mL, clear
Aggregatzustand	powder
Farbe	white to beige
Optische Aktivität	[α]/D +17 to +24°, c = 1 in chloroform-d
Wasserlöslichkeit	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 Datenbank	976-71-6
NIST chemische Informationen	Canrenone(976-71-6)

Sicherheit

Kennzeichnung gefährlicher	Xn,N
R-Sätze:	40-51/53
S-Sätze:	36/37-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	3
HS Code	29329990

Gefahreninformationscode (GHS)

Canrenone Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
Pale yellow to pale Green Solid
Originator
Spiroctan,Boehringer Mannheim,Switz.,1968
Verwenden
Inhibits aldosterone biosynthesis and blocks ouabain effects
Verwenden
antiinflammatory, glucocorticoid
Verwenden
Aldosterone antagonist. Diuretic
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.
Trademarks
Luvion.
Therapeutic Function
Aldosterone antagonist, Diuretic
Weltgesundheitsorganisation (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
Biologische Aktivität
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 Upstream-Materialien And Downstream Produkte

Canrenon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

976-71-6, Canrenone Verwandte Suche:

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