Drospirenone

CAS No:
67392-87-4 Categories: ,
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Product Details:

  • CAS No: 67392-87-4
  • AHFC code: 68:12:00
  • Synonyms: 6_,7_,15_,16_-dimethylene-3-oxo-17_-pregn-4-ene-21,17 carbolactone Drospirenona [inn-spanish] Drospirenonum [inn-latin] DRSP
  • ATC Code:
  • Chemical Formula: C23H31Cl2NO3
  • Molecular Weight: 366.4932
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB01395
  • SMILES: C[C,]12CC[C,H]3[C,,H]([C,H]4C[C,H]4C4=CC(=O)CC[C,]34C)[C,,H]1[C,,H]1C[C,,H]1[C,,]21CCC(=O)O1
  • InChl: METQSPRSQINEEU-HXCATZOESA-N
  • PubChem: 68873
  • IUPAC: (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-dimethylspiro[hexacyclo[9.8.0.0^{2,4}.0^{5,10}.0^{14,19}.0^{16,18}]nonadecane-15,2'-oxolan]-5-ene-5',7-dione

Additional Details

Indication:
For the prevention of pregnancy in women who elect an oral contraceptive.
Pharmacodynamics:
Drospirenone differs from other synthetic progestins in that its pharmacological profile in preclinical studies shows it to be closer to the natural progesterone. As such it has anti-mineralocorticoid properties, counteracts the estrogen-stimulated activity of the renin-angiotensin-aldosterone system, and is not androgenic.
Mode of Action:
Progestins such as drospirenone diffuse freely into target cells in the female reproductive tract, mammary gland, hypothalamus, and the pituitary and bind to the progesterone receptor. Once bound to the receptor, progestins slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH surge.
Metabolism:
Extensively metabolized following oral or intravenous administration. The two major metabolites are inactive and are formed independent of the CYP450 enzyme system. The metabolites are the acid form of drospirenone formed by opening of the lactone ring and the 4,5-dihydro-drospirenone-3-sulfate.
Toxicity:
General Reference:
Krattenmacher R: Drospirenone: pharmacology and pharmacokinetics of a unique progestogen. Contraception. 2000 Jul;62(1):29-38. Pubmed
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