Metynodiol diacetate

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Metynodiol diacetate

Chemical structure of Metynodiol diacetate

Metynodiol diacetate is a synthetic progestin and an estrogen used in hormonal contraception. It is a derivative of metynodiol, which is a steroid with both progestogenic and estrogenic activity. Metynodiol diacetate is primarily used in combination with other hormones in oral contraceptive pills.

Chemical Properties

Metynodiol diacetate is a steroidal compound with the chemical formula C23H32O4. It is an acetate ester of metynodiol, which enhances its bioavailability and pharmacokinetics. The compound is characterized by its hydroxyl groups being acetylated, which increases its lipophilicity and allows for better absorption when administered orally.

Mechanism of Action

As a progestin, metynodiol diacetate works by binding to the progesterone receptors in the body. This action leads to changes in the endometrium that prevent implantation of a fertilized ovum. Additionally, it thickens the cervical mucus, making it more difficult for sperm to enter the uterus. The estrogenic activity of metynodiol diacetate also contributes to the suppression of ovulation by inhibiting the release of gonadotropins from the pituitary gland.

Clinical Use

Metynodiol diacetate is used in combination with other hormones in oral contraceptives. It is effective in preventing pregnancy when taken as directed. The combination of progestin and estrogen in contraceptive pills provides a dual mechanism of action, enhancing the contraceptive efficacy.

Side Effects

Common side effects of metynodiol diacetate, similar to other progestins, include nausea, headache, breast tenderness, and mood changes. Long-term use may be associated with an increased risk of thromboembolism, particularly in smokers and women over 35 years of age.

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Contributors: Prab R. Tumpati, MD