| Identification | More | [Name]
Dienogestrel | [CAS]
65928-58-7 | [Synonyms]
Dienogestrel
Dienogest
(17a)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile
17a-Cyanomethyl-17-hydroxyestra-4, 9-dien-3-one
Dienogestril
Endometrion
STS 557
(17R)-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile
17α-Cyanomethyl-17β-hydroxyestra-4,9-dien-3-one | [EINECS(EC#)]
639-448-2 | [Molecular Formula]
C20H25NO2 | [MDL Number]
MFCD00868356 | [MOL File]
65928-58-7.mol | [Molecular Weight]
311.42 |
| Questions And Answer | Back Directory | [Description]
Dienoest is a selective progesterone drug that has been launched in recent years. It can stabilize endometrial tissue by specifically binding to ethylene nortestosterone and progesterone derivatives. Studies have found that tumor necrosis factor (TNF) and interleukin (IL-8) tend to increase in patients with endometriosis. | [Pharmacodynamics]
Dienogest has progestogenic activity, possibly some antiprogestogenic activity, and has antiandrogenic activity.The medication does not interact with the estrogen receptor, the glucocorticoid receptor, or the mineralocorticoid receptor, and hence has no estrogenic, glucocorticoid, or antimineralocorticoid activity.Because of its relatively high selectivity as a progestogen, dienogest may have favorable safety and tolerability compared to various other progestins. | [Features]
Dienogest is a mixed progestogen with dual properties of 19-nortestosterone derivatives and progesterone derivatives; therefore, it combines the pharmacological advantages of natural and synthetic progestins with high progestogenic activity . | [Side effects]
Side effects associated with dienogestrel are the same as those expected of a progestogen.They include menstrual irregularities, headaches, nausea, breast tenderness, depression, acne, weight gain, flatulence, and others.Dienogest produces no androgenic side effects and has little effect on metabolic and lipid hemostatic parameters. |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
210-2140C | [alpha ]
D25 -290° (c = 0.5 in pyridine) | [Boiling point ]
451.46°C (rough estimate) | [density ]
1.0899 (rough estimate) | [refractive index ]
1.5614 (estimate) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Slightly), Pyridine (Slightly) | [form ]
powder | [pka]
13?+-.0.40(Predicted) | [color ]
white to beige | [optical activity]
[α]/D -305 to -325°, c = 1 in dichloromethane | [Usage]
Derivative of 19-Nortestosterone. In combination with estrogen as oral contraceptive. Progestogen | [Merck ]
14,3106 | [InChI]
InChI=1/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/s3 | [InChIKey]
AZFLJNIPTRTECV-XAYGXGNENA-N | [SMILES]
C[C@]12CCC3=C4CCC(=O)C=C4CC[C@@]3([H])[C@]1([H])CC[C@@]2(O)CC#N |&1:1,14,16,20,r| | [CAS DataBase Reference]
65928-58-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Physical properties]
Dienogestrel is a pale yellow solid. | [Uses]
Derivative of 19-Nortestosterone. In combination with estrogen as oral contraceptive. Progestogen. | [Uses]
Dienogest is an orally active synthetic progesterone (or progestin). It is available for use as an oral contraceptive in combination with ethinylestradiol. It has antiandrogenic activity and as a result can improve androgenic symptoms.
| [Definition]
ChEBI: A steroid hormone that is 17beta-hydroxy-3-oxoestra-4,9-diene substituted at position 17 by a cyanomethyl group. Used as an oral contraceptive. | [Brand name]
Endometrion
(Schering A.G., Germany). | [Biochem/physiol Actions]
Dienogest is used to treat endometriosis. It might also help to decrease the levels of plasma estradiol by stimulating cell death of granulosa cells in the ovary. |
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