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    Dienogest

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      Dienogest

      SKU
      D0793

      Category: Steroids

      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
      65928-58-7
      CAS-Number
      C20H25NO2
      Molecular Formula
      311.42
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      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
      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
      Description
      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.
      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
      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)

      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.

      SKU: D0793 Category: Steroids
      • Additional information

      Additional information

      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

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