Product Name

Drospirenone

CAS Number

67392-87-4

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Product Name:
Drospirenone
CAS Number:
67392-87-4
Indication:
For the prevention of pregnancy in women who elect an oral contraceptive.
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.

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.

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.

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
PubChem:
68873
DrugBank:
DB01395
Formula:
C23H31Cl2NO3
Molecular Mass:
366.4932
Synonyms:
6_,7_,15_,16_-dimethylene-3-oxo-17_-pregn-4-ene-21,17 carbolactone Drospirenona [inn-spanish] Drospirenonum [inn-latin] DRSP
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
AHFS Code:
68:12:00
InChi:
METQSPRSQINEEU-HXCATZOESA-N
General Reference:
General Reference:

 

  1. Krattenmacher R: Drospirenone: pharmacology and pharmacokinetics of a unique progestogen. Contraception. 2000 Jul;62(1):29-38. Pubmed

 

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