Desogestrel

Bezeichnung:Desogestrel

CAS-Nr54024-22-5

Englisch Name:Desogestrel

CBNumberCB2359630

SummenformelC22H30O

Molgewicht310.47

MOL-Datei54024-22-5.mol

Synonyma

Desogestrel

Desogestrel physikalisch-chemischer Eigenschaften

Schmelzpunkt	109-110°C
alpha	D20 +55° (chloroform)
Siedepunkt	390.62°C (rough estimate)
Dichte	1.0169 (rough estimate)
Brechungsindex	1.5100 (estimate)
storage temp.	-20°C Freezer
Löslichkeit	Practically insoluble in water, very soluble in methanol, freely soluble in anhydrous ethanol and in methylene chloride.
Aggregatzustand	Solid
pka	13.07±0.40(Predicted)
Farbe	White to Almost white
Merck	14,2926

Sicherheit

S-Sätze:	24/25
RIDADR	UN 3077 9 / PGIII
WGK Germany	3
RTECS-Nr.	JF7975000
HS Code	29372390
Giftige Stoffe Daten	54024-22-5(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Desogestrel Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Desogestrel is a synthetic progestogen. It inhibits ovulation and prevents fertilization in rabbits and mice. Desogestrel inhibits rhodamine 123 efflux, a measure of P-glycoprotein activity, ex vivo in human lymphocytes and CD8⁺ T cells in a dose-dependent manner. Formulations containing desogestrel have been used as oral contraceptives and for the treatment of polycystic ovary syndrome.
Chemische Eigenschaften
White Solid
Originator
Dicromil,Organol ,W. Germany,1981
Verwenden
A progestogen with low androgenic potency
Definition
ChEBI: Desogestrel is a 17beta-hydroxy steroid and a terminal acetylenic compound. It has a role as a contraceptive drug, a progestin and a synthetic oral contraceptive.
Manufacturing Process
A solution of 1.0 g of 11,11-methylene-18-methyl-delta4-estren-17-one in 33 ml tetrahydrofuran was added to a potassium-acetylide solution in tetrahydrofuran.
After 2 hours of stirring at 0°C to 5°C the reaction mixture was acidified with 2N H2SO4and processed further.
By a chromatographic treatment on silica gel and crystallization from pentane 0.7 g of 11,11-methylene-17α-ethynyl-18-methyl-δ4-estren-17β-ol with a melting point of 109°C to 110°C and an [α]D of +55°C (CHCl3) was obtained.
Therapeutic Function
Progestin
Allgemeine Beschreibung
Desogestrel, (17α)-13-ethyl-11-methylene-18,19-dinorpregn-4-en-20-yn-17-ol, is a 19-nortestosterone analog with good progestin activity. Likethe other progestins, it is orally active and used in combinationwith an estrogen in oral contraceptives. Desogestrel is aprodrug that must be oxidized to the 3-one in vivo to haveprogestational action. CYPs 2C9 and 2C19 have been implicatedin the initial hydroxylation of desogestrel at C3.
Clinical Use
Desogestrel also is a prodrug and is rapidly metabolized in the intestinal mucosa and on first pass through the liver to its active metabolite, etonogestrel (3-ketodesogestrel). Following oral administration, the relative bioavailability for desogestrel is approximately 84%. Desogestrel also exhibits high selectivity for the progesterone receptor and low and rogenic activity, and it does not diminish the beneficial effects of estrogen on the lipid profile.

Desogestrel Upstream-Materialien And Downstream Produkte

Desogestrel Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

54024-22-5, Desogestrel Verwandte Suche:

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