Etynodiol Explained

Etynodiol, or ethynodiol, is a steroidal progestin of the 19-nortestosterone group which was never marketed.^{[1] [2] [3]} A diacylated derivative, etynodiol diacetate, is used as a hormonal contraceptive. Etynodiol is sometimes used as a synonym for etynodiol diacetate.

It was patented in 1955.^[4]

Pharmacology

Etynodiol is a prodrug of norethisterone, and is converted immediately and completely into norethisterone.^{[5] [6] [7]} Etynodiol is an intermediate in the conversion of the prodrug lynestrenol into norethisterone.^[8]

Chemistry

See also: List of progestogens.

Etynodiol is a 19-nortestosterone derivative. Structurally, it is almost identical to norethisterone and lynestrenol, differing only in its C3 substituent. Whereas norethisterone has a ketone at C3 and lynestrenol has no substituent at C3, etynodiol has a hydroxyl group at the position.

Synthesis

Society and culture

Generic names

Etynodiol is the generic name of the drug and its, while ethynodiol is its .

Notes and References

1. Book: Macdonald F . Dictionary of Pharmacological Agents . 12 May 2012 . 1997 . CRC Press . 978-0-412-46630-4 . 1454.
2. Book: Index Nominum 2000: International Drug Directory . 30 May 2012 . 2000 . Taylor & Francis US . 978-3-88763-075-1 . 422.
3. Schindler AE, Campagnoli C, Druckmann R, Huber J, Pasqualini JR, Schweppe KW, Thijssen JH . Classification and pharmacology of progestins . Maturitas . 46 . S7–S16 . December 2003 . Suppl 1 . 14670641 . 10.1016/j.maturitas.2003.09.014 .
4. Book: Fischer J, Ganellin CR . Analogue-based Drug Discovery . 2006 . John Wiley & Sons . 9783527607495 . 478 . en.
5. Book: Shoupe D, Haseltine FP . Contraception. 6 December 2012. Springer Science & Business Media. 978-1-4612-2730-4. 21–.
6. Book: Bhattacharya. Pharmacology, 2/e. 1 January 2003. Elsevier India. 978-81-8147-009-6. 378–.
7. Book: IARC Working Group on the Evaluation of Carcinogenic Risks to Humans. World Health Organization. International Agency for Research on Cancer. Combined Estrogen-progestogen Contraceptives and Combined Estrogen-progestogen Menopausal Therapy. 2007. World Health Organization. 978-92-832-1291-1. 146–.
8. Hammerstein J . Prodrugs: advantage or disadvantage? . American Journal of Obstetrics and Gynecology . 163 . 6 Pt 2 . 2198–203 . December 1990 . 2256526 . 10.1016/0002-9378(90)90561-K .