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SML1468 Sigma-Aldrich

Dienogest

≥98% (HPLC)

Synonym: (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

  • CAS Number 65928-58-7

  • Empirical Formula (Hill Notation) C20H25NO2

  • Molecular Weight 311.42

  •  MDL number MFCD00868356

  •  PubChem Substance ID 329825902

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Cytokines, Growth Factors and Hormones,
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

Packaging

10, 50 mg in glass bottle

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 & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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