Etonogestrel
Etonogestrel Basic information
- Product Name:
- Etonogestrel
- Synonyms:
-
- Desogestrel Related CoMpound C
- 13-ethyl-17-ethynyl-17-hydroxy-11-methylidene-2,6,7,8,9,10,12,13,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-one
- 3-KETO DESOGESTREL
- ETONOGESTREL
- (17alpha)-13-ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
- 3-Ketodesogestrel,3-Oxodesogestrel,Org-3236,Implanon
- (17R)-13-Ethyl-17-hydroxy-11-methylene-18,19-dinorpregn-4-en-20-yn-3-one
- Desogestrel Related Compound C (25 mg) (3-Keto-desogestrel)
- CAS:
- 54048-10-1
- MF:
- C22H28O2
- MW:
- 324.46
- EINECS:
- 258-936-2
- Product Categories:
-
- API
- Inhibitors
- Various Metabolites and Impurities
- Intermediates & Fine Chemicals
- Metabolites & Impurities
- Hormone Drugs
- Pharmaceuticals
- Steroids
- Mol File:
- 54048-10-1.mol
Etonogestrel Chemical Properties
- Melting point:
- 182-184°C
- Boiling point:
- 473.1±45.0 °C(Predicted)
- alpha
- D +87.6°
- Density
- 1.13±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: >5mg/mL
- pka
- 13.04±0.40(Predicted)
- form
- powder
- color
- white to beige
- optical activity
- [α]/D +80 to +95°, c = 1 (CHCl3)
- InChIKey
- GCKFUYQCUCGESZ-BPIQYHPVSA-N
- CAS DataBase Reference
- 54048-10-1(CAS DataBase Reference)
Safety Information
- Risk Statements
- 60-40
- WGK Germany
- 3
- RTECS
- JF8290000
- HS Code
- 2937230000
Etonogestrel Usage And Synthesis
Description
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.
Chemical Properties
White Solid
Uses
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.
brand name
Implanon (Organon).
General Description
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.
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