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| 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: | Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;API;Inhibitors;Hormone Drugs | 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) |
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. |
| Etonogestrel Preparation Products And Raw materials |
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