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Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]-

Drospirenone Struktur
67392-87-4
CAS-Nr.
67392-87-4
Bezeichnung:
Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]-
Englisch Name:
Drospirenone
Synonyma:
Drospirenon;Drospirenona;DROSPIRENONE INTERMEDIATE;17-Hydroxy-7β-(hydroxyMethyl)-15β,16β-Methylene-17α-pregn-3,5(6)-diene-21-carboxylic Acid, -Lactone;6b,7b;ZK 3059;ZK 30595;Spironone;Drospirone;arbolactone
CBNumber:
CB8695608
Summenformel:
C24H30O3
Molgewicht:
366.5
MOL-Datei:
67392-87-4.mol

Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]- Eigenschaften

Schmelzpunkt:
196-200°C
alpha 
-180 º (c=0.5, chloroform)
Siedepunkt:
552.2±50.0 °C(Predicted)
Dichte
1.26±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
DMSO: ≥15
Aggregatzustand
powder
Farbe
white to tan
Optische Aktivit?t
[α]/D -180 to -195°, c = 1 in methanol
InChIKey
METQSPRSQINEEU-URUUTGNFNA-N
SMILES
C[C@]12CC[C@]3([H])[C@]4(CCC(=O)C=C4[C@@H]4C[C@@H]4[C@@]3([H])[C@]1([H])[C@@H]1C[C@@H]1[C@]12CCC(=O)O1)C |&1:1,4,6,13,15,16,18,20,22,23,r|
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 60
S-S?tze: 36/37
WGK Germany  3
RTECS-Nr. WH1299000
HS Code  2937230000
Giftige Stoffe Daten 67392-87-4(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H360 Kann die Fruchtbarkeit beeintr?chtigen oder das Kind im Mutterleib sch?digen. Fertility (Fruchtbarkeit) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]- Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

The steroid drospirenone in combination with the estrogen agonist ethinylestradiol was introduced in Germany as a new oral contraceptive for women. This analog of the aldosterone antagonist spironoiactone can be synthesized in five steps from 3β-hydroxy- 15β,16β-methylene-5-androsten-l7-one. Since its binding profile for steroid receptors is very similar to progesterone, drospirenone mimics the progestogen agonistic activity as well as the anti-androgenic and anti-mineralocorticoid properties of the endogenous hormone. In rats, drospirenone inhibited ovulation at 6.3 mglkglday p.o. Compared with currently available progestins which lack anti-mineralocorticoid activity, drospirenone did not cause weight gain that could result from fluid retention in clinical studies. Its combination with ethinylestradiol was well tolerated and did not engender adverse effects on blood pressure or plasma lipid levels. Drospirenone is rapidly absorbed in man with an oral bioavailability of 76%. It is extensively metabolized since over 20 different metabolites were observed in the urine and in the feces, resulting for instance from hydrolysis of the lactone in the plasma or reductive conjugation of the enone to the 3-sulfate ester of 45 dihydrodrospirenone. Its elimination is bi-exponential with an initial and a terminal half-life of 2 and 25-33h respectively.

Chemische Eigenschaften

Off-White Crystalline Powder

Verwenden

Drospirenone has been used as a progestogen agent in pond snail and fish.

Allgemeine Beschreibung

Drospirenone, 3-oxo-6β,7β:15β,16β-dimethylene-17α-pregn-4-en-21,17-carbolactone,differs structurally from all the other commercially availableprogestins. Its structure is similar to that of spironolactone,an MR antagonist, and it does have antimineralocorticoidactivity as well as progestational activity. It isalso reported to have some antiandrogenic effects. Thespirolactone at C17 and the two cyclopropyl groups at C6-C7 and C15-C16 contribute to these unique actions.Drospirenone is the progestin component in the newer oralcontraceptives, Yasmin and Yaz, and in the HRT product,Angeliq.

Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]- Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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67392-87-4(Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthren-17,2'(5'H)-furan]-3,5'(2H)-dion, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-10,13-dimethyl-, [6R-(6α,7α,8β,9α,10β,13β,14α,15α,16α,17β)]-)Verwandte Suche:


  • 7β-(HydroxyMethyl)-15β,16β-Methylene-17α-pregn-3,5(6)-diene-21,17-carbolactone
  • Drospirenone(Dihydrospirorenone)
  • Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione
  • Drospirenone (USP32)
  • Drospirenone, >=98%
  • Drosporenone
  • 6b,7b:15b,16b-Dimethylen-3-oxo-17a-pregn-4-ene-21
  • 6β,7β:15β,16β -Dimethylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone
  • Drospirenone for peak identification
  • 17-beta))-16-alpha
  • 6-beta,7-beta
  • arbolactone
  • ,5’(2h)-dione,1,3’,4’,6,7,8,9,10,11,12,13,14,15,16,20,21-hexadecahydro-10,13-
  • 1,2-dihydrospirorenone
  • 15-beta,16-beta-dimethylene-3-oxo-17-alpha-pregn-4-ene-21,17-c
  • ZK 3059
  • DEHYDROSPIRORENONE
  • 6b,7b:15b,16b-Dimethylen-3-oxo-17a-pregn-4-ene-21,17-carbolactone
  • 6,7,15,16-Dimethylene-3-oxo-4-androstene-[17(-1’)-spiro-5’]perhydrofuran-2’-one
  • ZK 30595
  • dimethyl-,(6r-(6-alpha,7-alpha,8-beta,9-alpha,10-beta,13-beta,14-alpha,15-alph
  • spiro(17h-dicyclopropa(6,7:15,16)cyclopenta(a)phenanthrene-17,2’(5’h)-furan)-3
  • Drospirenone, USP
  • 3-Oxo-6β,7β:15β,16β-diMethylene-17α-pregn-4-en-21,17-carbolactone
  • 6b,7b
  • 6b,7b,15b,16b-Dimethylene-3-oxo-4-androstene-[17(b-1-spiro-5perhydrofuran- 2one
  • (6R,17S)-1,3',4',6α,7α,8β,9α,10,11,12,13,14α,15α,16α,20,21-Hexadecahydro-10β,13β-dimethylspiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione
  • Dorospirenone
  • Drospirenone (200 mg)
  • dihydrospirorenone
  • DROSPIRENONE
  • Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-hexadecahydro-10,13-dimethyl-, [6R-(6alpha,7alpha,8beta,9alpha,10beta,13beta,14alpha,15alpha,16alpha,17b
  • 15b,16b-dimethylen-3-oxo-17a-pregn-4-ene-21,17-carbolactone
  • Drospirenone-20,20,21,21-d4
  • Drospirenone CRS
  • Drospirenone>
  • Spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(5'H)-furan]-3,5'(2H)-dione, 1,3',4',6,7,8,9,10,11,12,13,14,15,16,20,21-hexadecahydro-10,13-dimethyl-, (2'S,6R,7R,8R,9S,10R,13S,14S,15S,16S)-
  • (2'S,4aR,4bS,6aS,7aS,8aS,8bS,8cR,8dR,9aR)-4a,6a-dimethyl-4,4a,4b,5,6,6a,7a,8,8a,8b,8c,8d,9,9a-tetradecahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-7,2'-furan]-2,5'(3H,4'H)-dione
  • Drospirenone USP/EP/BP
  • (4aR,4bS,6aS,7S,7aS,8aS,8bS,8cR,8dR,9aR)-4a,6a-dimethyl-3',4,4a,4b,4',5,6,6a,7a,8,8a,8b,8c,8d,9,9a-hexadecahydro-5'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-7,2'-furan]-2,5'(3H)-dione
  • Drospirenone D4Q: What is Drospirenone D4 Q: What is the CAS Number of Drospirenone D4 Q: What is the storage condition of Drospirenone D4 Q: What are the applications of Drospirenone D4
  • DrospirenoneQ: What is Drospirenone Q: What is the CAS Number of Drospirenone Q: What is the storage condition of Drospirenone Q: What are the applications of Drospirenone
  • Drospirenone (1229409)
  • 17-Hydroxy-7β-(hydroxyMethyl)-15β,16β-Methylene-17α-pregn-3,5(6)-diene-21-carboxylic Acid, -Lactone
  • DROSPIRENONE INTERMEDIATE
  • Drospirenon
  • Drospirenona
  • Flexor screw ketone
  • Drospirenone Estrogen Hormone Raw Powder
  • rospirenone
  • Spironone
  • 1-[1-[4-[4-[4-(2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)-3,6-dihydropyridin-1(2H)-yl]-1-oxobutyl]phenyl]-1,2,3,6-tetrahydropyridin-4-yl]-1,3-dihydro-2H-benzimidazol-2-one.
  • Drospirone
  • Drospirenone-d4 (3',3',4',4'-d4)
  • 5a,7a-dimethyl-1,1a,5,5a,5b,6,7,7a,8a,9,9a,9b,9c,9d-tetradecahydro-3'H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2'-furan]-3,5'(4H,4'H)-dione
  • drospirodone
  • 67392-87-4
  • 7392-87-4
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