Ethynodiol Diacetate

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Cat Number

API297767

CAS Number

297-76-7

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Product Detail Description Customer Q&A

CAS Number

297-76-7

EINECS

206-044-9

Storage

2-8℃

Synonyms

(3-beta,17-alpha)-19-norpregn-4-en-20-yne-3,17-dioldiacetate;17-(Acetyloxy)-17-ethynylestr-4-en-3-yl acetate;17-alpha-Ethynyl-19-norandrost-4-ene-3-beta,17-beta-diol diacetate

Molecular Formula

C24H32O4

Molecular Weight

384.5

Smiles

CC(=O)O[C@H]1CC[C@@H]2[C@H]3CC[C@]4([C@H]([C@@H]3CCC2=C1)CC[C@]4(C#C)OC(=O)C)C

Appearance

White solid

Melting Point

126-127℃

Boiling Point

431℃

Relative Density

1.05

General Description

Ethynodiol Diacetate is the 3,17-diacetate ester of ethynodiol, a synthetic progestogen of the 19-nor steroid class. It is a prodrug that undergoes hydrolysis to ethynodiol, which is subsequently metabolized to norethisterone (norethindrone), the principal active progestogen.

Mechanism of Action

After ester hydrolysis and metabolic conversion to norethisterone, ethynodiol diacetate activates progesterone receptors to suppress LH surges, reduce endometrial proliferation, increase cervical mucus viscosity, and modulate tubal motility. It also exhibits weak androgenic activity through its norethisterone metabolite.

Application

Indicated as a progestogenic component in combined oral contraceptives. Ethynodiol Diacetate is a 19-nor steroid prodrug that undergoes sequential deacetylation and metabolic conversion to norethisterone, the principal active progestogen responsible for ovulation suppression and contraceptive efficacy.

How does Ethynodiol Diacetate function as a prodrug?

Ethynodiol Diacetate undergoes sequential deacetylation and oxidation to norethisterone, providing a multi-step prodrug conversion for sustained progestogenic activity.