1. APIs
  2. Chlormadinone Acetate
  3. Metabolites
  4. 3β-Hydroxychlormadinone Acetate

3β-Hydroxychlormadinone Acetate

Structure

Notes

Major metabolite.

Androgen Receptor Activity

Antagonist

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References

  1. Besse, J. P.; Garric, J., Progestagens for human use, exposure and hazard assessment for the aquatic environment. Environ. Pollut. 2009, 157 (12), 3485-3494.
    2. (View all citations for this reference)
  2. Schindler, A. E.; Campagnoli, C.; Druckmann, R.; Huber, J.; Pasqualini, J. R.; Schweppe, K. W.; Thijssen, J. H. H., Classification and pharmacology of progestins. Maturitas 2003, 46, 7-16.
    3. (View all citations for this reference)

Appearance

Colorless needles

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References

  1. Honma, S.; Iwamura, S.; Iizuka, K.; Kambegawa, A.; Shida, K. Identification and Anti-Androgenic Activity of the Metabolites of 17α-Acetoxy-6-Chloropregna-4,6-Diene-3,20-Dione (Chlormadinone Acetate) in the Rat, Rabbit, Dog and Man. Chem. Pharm. Bull. (Tokyo). 1977, 25 (8), 2019–2031. (View all citations for this reference)

Melting Point

233-235 °C

library_books

References

  1. Honma, S.; Iwamura, S.; Iizuka, K.; Kambegawa, A.; Shida, K. Identification and Anti-Androgenic Activity of the Metabolites of 17α-Acetoxy-6-Chloropregna-4,6-Diene-3,20-Dione (Chlormadinone Acetate) in the Rat, Rabbit, Dog and Man. Chem. Pharm. Bull. (Tokyo). 1977, 25 (8), 2019–2031. (View all citations for this reference)

Spectra

1H NMR peaks available. MS: 406 m/e (M+)

library_books

References

  1. Honma, S.; Iwamura, S.; Iizuka, K.; Kambegawa, A.; Shida, K. Identification and Anti-Androgenic Activity of the Metabolites of 17α-Acetoxy-6-Chloropregna-4,6-Diene-3,20-Dione (Chlormadinone Acetate) in the Rat, Rabbit, Dog and Man. Chem. Pharm. Bull. (Tokyo). 1977, 25 (8), 2019–2031. (View all citations for this reference)

References

  1. WHO International Agency for Research on Cancer: IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. Volume 72: Hormonal Contraception and Post-Menopausal Hormonal Therapy. 1999, Lyon, France. (View all citations for this reference)
  2. Schneider, J.; Kneip, C.; Jahnel, U. Comparative Effects of Chlormadinone Acetate and Its 3a- and 3b-Hydroxy Metabolites on Progesterone, Androgen and Glucocorticoid Receptors. Pharmacology 2009, 84 (2), 74–81.
    3. (View all citations for this reference)
  3. Besse, J. P.; Garric, J., Progestagens for human use, exposure and hazard assessment for the aquatic environment. Environ. Pollut. 2009, 157 (12), 3485-3494.
    4. (View all citations for this reference)
  4. Schindler, A. E.; Campagnoli, C.; Druckmann, R.; Huber, J.; Pasqualini, J. R.; Schweppe, K. W.; Thijssen, J. H. H., Classification and pharmacology of progestins. Maturitas 2003, 46, 7-16.
    5. (View all citations for this reference)
  5. Fiet, J.; Giton, F.; Auzerie, J.; Galons, H. Development of a New Sensitive and Specific Time-Resolved Fluoroimmunoassay (TR-FIA) of Chlormadinone Acetate in the Serum of Treated Menopausal Women. Steroids 2002, 67 (13–14), 1045–1055. (View all citations for this reference)
  6. Honma, S.; Iwamura, S.; Iizuka, K.; Kambegawa, A.; Shida, K. Identification and Anti-Androgenic Activity of the Metabolites of 17α-Acetoxy-6-Chloropregna-4,6-Diene-3,20-Dione (Chlormadinone Acetate) in the Rat, Rabbit, Dog and Man. Chem. Pharm. Bull. (Tokyo). 1977, 25 (8), 2019–2031. (View all citations for this reference)
  7. Bouchard, P. Chlormadinone Acetate (CMA) in Oral Contraception - a New Opportunity. Eur. J. Contracept. Reprod. Heal. CARE 2005, 10 (1), 7–11. (View all citations for this reference)