Английская Википедия:7α-Thiospironolactone

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7α-Thiospironolactone (7α-TS; developmental code name SC-24813; also known as deacetylspironolactone) is a steroidal antimineralocorticoid and antiandrogen of the spirolactone group and a minor active metabolite of spironolactone. Other important metabolites of spironolactone include 7α-thiomethylspironolactone (7α-TMS; SC-26519), 6β-hydroxy-7α-thiomethylspironolactone (6β-OH-7α-TMS), and canrenone (SC-9376).

Spironolactone is a prodrug with a short terminal half-life of 1.4 hours. The active metabolites of spironolactone have extended terminal half-lives of 13.8 hours for 7α-TMS, 15.0 hours for 6β-OH-7α-TMS, and 16.5 hours for canrenone, and accordingly, these metabolites are responsible for the therapeutic effects of the drug.

7α-TS and 7α-TMS have been found to possess approximately equivalent affinity for the rat ventral prostate androgen receptor (AR) relative to that of spironolactone. The affinity of 7α-TS, 7α-TMS, and spironolactone for the rat prostate AR is about 3.0 to 8.5% of that of dihydrotestosterone (DHT).

7α-TS, via a reactive metabolite formed by 17α-hydroxylase, is a suicide inhibitor of 17α-hydroxylase, and is thought to be involved in the inhibition of 17α-hydroxylase by spironolactone.

Pharmacokinetics of spironolactone and metabolites

Compound	Cmax (ng/mL) (day 1)	Cmax (ng/mL) (day 15)	AUC (ng•hr/ml) (day 15)	t1/2 (hr)
Spironolactone	72	80	231	1.4
Canrenone	155	181	2173	16.5
Шаблон:Abbrlink	359	391	2804	13.8
Шаблон:Abbrlink	101	125	1727	15.0

A study assessed the interaction of spironolactone and 7α-TS with sex hormone-binding globulin and found that they had very low affinity for this carrier protein.

See also

• 7α-Thioprogesterone

Further reading

• Шаблон:Cite journal

Шаблон:Steroid-stub Шаблон:Genito-urinary-drug-stub