SML1468

Dienogest

≥98% (HPLC)

• Synonym(s): (17a)-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
• Empirical Formula (Hill Notation): C₂₀H₂₅NO₂
• CAS Number: 65928-58-7
• Molecular Weight: 311.42
• MDL number: MFCD00868356
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825902
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -305 to -325°, c = 1 in dichloromethane
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: O[C@@]1(CC#N)CC[C@@]2([H])[C@]3([H])CCC4=CC(CCC4=C3CC[C@@]21C)=O
• InChI: 1S/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-/m1/s1
• InChI key: AZFLJNIPTRTECV-FUMNGEBKSA-N

Description

Biochem/physiol Actions

Dienogest is a fourth-generation progestin, an orally active synthetic progestogen with approximately 10% of the relative affinity of progesterone, but has a very potent progestagenic effect 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.

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.

Safety Information

• pictograms: GHS08
• signalword: Warning
• hcodes: H361
• pcodes: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Repr. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable