Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- White to beige powder
- Identity
- 1H-NMR
Properties
- Solvents
- DMSO (5mg/mL clear, warming), water (insoluble)
- Optical Activity
- [α]/D -305 to -325°, c = 1 in dichloromethane
Category: Steroids
Dienogest is an agonist of the progesterone receptor (PR). It is an orally active synthetic progestogen with approximately 10% of the relative affinity of progesterone. However it shows very potent progestagenic effects in the endometrium with some antiandrogenic activity and without any androgenic, glucocorticoid or mineralocorticoid effects. It has been used alone or in combination as a contraceptive and to treat uterine fibroids. Dienogest inhibits ovulation primarily through peripheral action rather than by central action on gonadotrophin secretion. Unlike other progestogens, except in the case of its strong effects in the uterus, dienogest is said to lack antiestrogenic effects, and does not antagonize the beneficial effects of estradiol, for instance in the metabolic and vascular systems. Dienogest also showed some possible antiprogestogenic activity in one animal bioassay when administered before but not at the same time as progesterone. It has shown to have anti-inflammatory activity.
Synonyms | STS 557, BAY 86-5258, (17&alpha, )-17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile, 17-Hydroxy-3-oxo-19-norpregna-4,9-diene-21-nitrile, 17-cyanomethyl-17-hydroxy-estra-4,9-dien-3-one, Dienogestril, Endometrion |
---|---|
Purity | ≥98% (HPLC) |
Appearance | White to beige powder |
CAS-Number | 65928-58-7 |
Molecular Formula | C20H25NO2 |
Molecular Weight | 311.42 |
Identity | 1H-NMR |
Solvents | DMSO (5mg/mL clear, warming), water (insoluble) |
Optical Activity | [α]/D -305 to -325°, c = 1 in dichloromethane |
Smiles | O=C1CCC2=C3[C@@]([C@@](CC[C@@]4(O)CC#N)([H])[C@]4(C)CC3)([H])CCC2=C1 |
InChi Key | AZFLJNIPTRTECV-FUMNGEBKSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | +4°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at +4°C. |
Hazard statements | H361 |
Precautionary statements | P280 |
GHS Symbol | GHS08 |
Signal word | Warning |
Transportation | Not dangerous goods |
References | (1) M. Ottel & A. Kurischko, Contraception 21, 61 (1980), (2) R.H. Foster & M.I. Wilde, Drugs 56, 825 (1998) (Review), (3) P.L. McCormack, Drugs 70, 2073 (2010) (Review), (4) X. Ruan, et al., Maturitas 71, 337 (2012) (Review), (5) G. Grandi, Inflamm. Res. 65, 183 (2016) (Review) |
Quantity | 10 mg, 50 mg, Bulk |