5α-Dihydroethisterone

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A synthetic progestogen


5α-Dihydroethisterone is a synthetic progestogen, a type of hormone that is involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It is a derivative of ethisterone, which is a progestin and a steroid hormone.

Chemical Structure

Chemical structure of 5α-Dihydroethisterone

5α-Dihydroethisterone is a steroid with a chemical structure that is closely related to that of testosterone and progesterone. The compound is characterized by its 5α-reduced form, which distinguishes it from its parent compound, ethisterone. This reduction involves the addition of hydrogen atoms, altering the double bond in the steroid nucleus.

Pharmacology

5α-Dihydroethisterone acts primarily as a progestogen, meaning it binds to and activates the progesterone receptor. This action mimics the effects of natural progesterone, leading to changes in the endometrium and regulation of the menstrual cycle. The compound's progestogenic activity makes it useful in various hormonal therapies.

Medical Uses

As a progestogen, 5α-Dihydroethisterone has been used in hormone replacement therapy and in the treatment of menstrual disorders. It helps in regulating the menstrual cycle and can be used to treat amenorrhea and dysmenorrhea.

Synthesis

The synthesis of 5α-Dihydroethisterone involves the chemical modification of ethisterone. This process includes the reduction of the double bond in the steroid nucleus, which is achieved through catalytic hydrogenation. The synthesis is a part of the broader field of steroid chemistry, which involves the manipulation of the steroid nucleus to produce compounds with desired biological activities.

Related Compounds

5α-Dihydroethisterone is related to other synthetic progestogens, such as norethisterone and medroxyprogesterone acetate. These compounds share similar mechanisms of action but differ in their chemical structures and pharmacokinetic properties.

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Contributors: Prab R. Tumpati, MD