Etynodiol

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Overview of Ethynodiol


Etynodiol
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Ethynodiol is a synthetic progestogen, a type of medication that is used in hormonal contraceptives. It is a derivative of norethisterone and is used in combination with estrogens in oral contraceptive pills.

Chemical Structure[edit | edit source]

Chemical synthesis of Ethynodiol diacetate

Ethynodiol is chemically known as 19-norpregn-4-en-20-yne-3,17-diol. It is a derivative of norethisterone, which is a synthetic form of the hormone progesterone. The structure of ethynodiol includes an ethynyl group at the 17-alpha position, which is characteristic of many synthetic progestogens.

Pharmacology[edit | edit source]

Ethynodiol acts primarily as a progestogen, meaning it mimics the effects of the natural hormone progesterone. It works by altering the endometrium and cervical mucus, making it less suitable for implantation and more difficult for sperm to penetrate. This action helps prevent pregnancy.

Uses[edit | edit source]

Ethynodiol is primarily used in combination with estrogens in oral contraceptive pills. These pills are used to prevent pregnancy and may also be prescribed to regulate menstrual cycles, reduce menstrual cramps, and manage symptoms of premenstrual syndrome (PMS).

Side Effects[edit | edit source]

Common side effects of ethynodiol include nausea, headache, breast tenderness, and changes in menstrual bleeding. Some users may experience mood changes or weight gain. Serious side effects can include thrombosis, hypertension, and liver dysfunction.

Synthesis[edit | edit source]

The synthesis of ethynodiol involves the chemical modification of norethisterone. The process includes the introduction of an ethynyl group, which is crucial for its progestogenic activity. The synthesis pathway is depicted in the accompanying diagram.

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Contributors: Prab R. Tumpati, MD