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:Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;API;Inhibitors;Hormone Drugs
Mol File:54048-10-1.mol
Etonogestrel Structure
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
pka13.04±0.40(Predicted)
form powder
color white to beige
optical activity[α]/D +80 to +95°, c = 1 (CHCl3)
InChIKeyGCKFUYQCUCGESZ-BPIQYHPVSA-N
CAS DataBase Reference54048-10-1(CAS DataBase Reference)
Safety Information
Risk Statements 60-40
WGK Germany 3
RTECS JF8290000
HS Code 2937230000
MSDS Information
Etonogestrel Usage And Synthesis
DescriptionEtonogestrel 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 PropertiesWhite Solid
UsesA biologically active metabolite of Desogestrel.
DefinitionChEBI: 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 nameImplanon (Organon).
General DescriptionEtonogestrel, 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 ActionsEtonogestrel 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 actionEtonogestrel 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
Raw materialsDesogestrel
Eprinomectin Ectoine Norethindrone Normethisterone 3-METHYL-6-HEPTEN-1-YN-3-OL Etonogestrel-d6 Desogestrel Lynestrenol Norgestrel Gestrinone 1-HEPTEN-6-YNE Etonogestrel-13C2,d2 Nandrolone ISOXADIFEN-ETHYL Ethyl propiolate Etonogestrel CHLOROPHOSPHONAZO III 4-(2-PROPENYL)-2-CYCLOHEXEN-1-ONE

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