Etonogestrel Struktur

(17α)-13-Ethyl-17-hydroxy-11-methylen-18,19-dinorpregn-4-en-20-yn-3-on

Bezeichnung:(17α)-13-Ethyl-17-hydroxy-11-methylen-18,19-dinorpregn-4-en-20-yn-3-on

CAS-Nr54048-10-1

Englisch Name:Etonogestrel

CBNumberCB8146610

SummenformelC22H28O2

Molgewicht324.46

MOL-Datei54048-10-1.mol

Synonyma

(17α)-13-Ethyl-17-hydroxy-11-methylen-18,19-dinorpregn-4-en-20-yn-3-on

(17α)-13-Ethyl-17-hydroxy-11-methylen-18,19-dinorpregn-4-en-20-yn-3-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	182-184°C
Siedepunkt	473.1±45.0 °C(Predicted)
alpha	D +87.6°
Dichte	1.13±0.1 g/cm3(Predicted)
storage temp.	-20°C
Löslichkeit	DMSO: >5mg/mL
pka	13.04±0.40(Predicted)
Aggregatzustand	powder
Farbe	white to beige
Optische Aktivität	[α]/D +80 to +95°, c = 1 (CHCl3)
InChI	InChI=1/C22H28O2/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,24)5-2/h2,12,17-20,24H,3-4,6-11,13H2,1H3/t17-,18-,19-,20+,21-,22-/s3
InChIKey	GCKFUYQCUCGESZ-BPIQYHPVSA-N
SMILES	C([C@]12CC(=C)[C@]3([H])[C@@]4([H])CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@@]2(O)C#C)C \|&1:1,5,7,17,19,23,r\|
CAS Datenbank	54048-10-1(CAS DataBase Reference)

Sicherheit

R-Sätze:	60-40
WGK Germany	3
RTECS-Nr.	JF8290000
HS Code	2937230000

Gefahreninformationscode (GHS)

Etonogestrel Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Etonogestrel molecule is a 3-ketodesogestrel or 19-nortestosterone which is a synthetic biologically active metabolite of progestin desogestrel. The first product including etonogestrel was developed by the Merck subsidiary Organon and FDA approved in 2001.
Chemische Eigenschaften
White Solid
Verwenden
A biologically active metabolite of Desogestrel.
Definition
ChEBI: Etonogestrel is a 17beta-hydroxy steroid, a 3-oxo-Delta(4) steroid and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin and a female contraceptive drug.
Trademarks
Implanon (Organon).
Allgemeine Beschreibung
Etonogestrel, 17α-13-ethyl-17hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one,3-ketodesogestrel, is the active metabolite of desogestrel. It isthe progestin component in a newer implantable contraceptive(Implanon) and in the vaginal contraceptive ring (NuvaRing).
Biochem/physiol Actions
Etonogestrel is a lipophilic molecule. Pharmacokinetics studies reveal that etonogestrel is bound to protein albumin in the blood. This remains independent of both endogenous and exogenous concentration of estradiol.
Mode of action
Etonogestrel binds to the cytoplasmic progesterone receptors in the reproductive system and subsequently activates progesterone receptor mediated gene expression. As a result of the negative feedback mechanism, luteinizing hormone (LH) release is inhibited, which leads to an inhibition of ovulation and an alteration in the cervical mucus and endometrium.

Etonogestrel Upstream-Materialien And Downstream Produkte

(17α)-13-Ethyl-17-hydroxy-11-methylen-18,19-dinorpregn-4-en-20-yn-3-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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