Clinical data | |
---|---|
Trade names | Danatrol, Danocrine, Danol, Danoval, others |
Other names | WIN-17757; 2,3-Isoxazolethisterone; 2,3-Isoxazol-17α-ethynyltestosterone; 17α-Ethynyl-17β-hydroxyandrost-4-en-[2,3-d]isoxazole |
AHFS/Drugs.com | Monograph |
MedlinePlus | a682599 |
Pregnancy category |
|
Routes of administration | By mouth |
Drug class | Androgen and anabolic steroid |
Legal status | |
Legal status | |
Pharmacokinetic data | |
Bioavailability | Saturable with dosage, higher with food intake[1] |
Protein binding | To albumin, SHBG , CBG[2][3][4] |
Metabolism | Liver (CYP3A4)[8][5] |
Metabolites | • 2-OHM-Ethisterone[5] • Ethisterone[6][7] |
Elimination half-life | Acute: 3–10 hours[8][1] Chronic: 24–26 hours[8] |
Excretion | Urine, feces[8][1] |
Identifiers | |
| |
Chemical and physical data | |
Formula | C22H27NO2 |
Molar mass | 337.463 g·mol−1 |
3D model (JSmol) | |
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(verify) |
Danazol, sold under the brand name Danocrine among others, is a medication used to treat endometriosis, fibrocystic breast disease, and hereditary angioedema.[9] Due to less side effects, gonadotropin-releasing hormone analogues (GnRH analogues) are generally recommended over danazol in endometriosis.[3] It is not effective for precocious puberty.[11] It is taken by mouth.[9]
Side effects may include weight gain, acne, unwanted hair growth, and voice deepening.[3][10] Other side effects may include blood clots, liver problems, aggression, and idiopathic intracranial hypertension.[11] Use in pregnancy may harm the baby.[11] It decreases the production of sex steroids.[11] It has weak androgen and anabolic steroid effects; but no progestogen or estrogen effects.[11]
Danazol was first made in 1963 and was introduced for medical use in 1971.[12][13] It is available as a generic medication.[14] In the United States 60 pills of 200 mg cost about 115 USD as of 2021.[14] In the United Kingdom it is only available by special order.[9]
References
edit- ^ a b c "Archive copy" (PDF). Archived (PDF) from the original on 2021-04-02. Retrieved 2020-12-26.
{{cite web}}
: CS1 maint: archived copy as title (link) - ^ J.P. Griffin; P.F. D'Arcy (17 November 1997). A Manual of Adverse Drug Interactions. Elsevier. pp. 194–. ISBN 978-0-08-052583-9. Archived from the original on 28 August 2021. Retrieved 26 December 2020.
- ^ a b c d Eberhard Nieschlag; Hermann M. Behre; Susan Nieschlag (13 January 2010). Andrology: Male Reproductive Health and Dysfunction. Springer Science & Business Media. pp. 426–428. ISBN 978-3-540-78355-8.
- ^ Eric J. Thomas; John Rock (6 December 2012). Modern Approaches to Endometriosis. Springer Science & Business Media. pp. 239–256. ISBN 978-94-011-3864-2. Archived from the original on 10 January 2020. Retrieved 26 December 2020.
- ^ a b Thomas L. Lemke; David A. Williams (24 January 2012). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 1361–. ISBN 978-1-60913-345-0. Archived from the original on 10 January 2020. Retrieved 26 December 2020.
- ^ Florencio Zaragoza Dörwald (4 February 2013). Lead Optimization for Medicinal Chemists: Pharmacokinetic Properties of Functional Groups and Organic Compounds. John Wiley & Sons. pp. 485–. ISBN 978-3-527-64565-7. Archived from the original on 9 January 2020. Retrieved 26 December 2020.
- ^ Robert J. Kurman (17 April 2013). Blaustein's Pathology of the Female Genital Tract. Springer Science & Business Media. pp. 390–. ISBN 978-1-4757-3889-6. Archived from the original on 10 January 2020. Retrieved 26 December 2020.
- ^ a b c d Brayfield, A, ed. (30 October 2013). "Danazol". Martindale: The Complete Drug Reference. Pharmaceutical Press. Archived from the original on 28 August 2021. Retrieved 1 April 2014.
- ^ a b c d BNF 81: March-September 2021. BMJ Group and the Pharmaceutical Press. 2021. p. 784. ISBN 978-0857114105.
- ^ a b Selak V, Farquhar C, Prentice A, Singla A (2007). Farquhar C (ed.). "Danazol for pelvic pain associated with endometriosis". Cochrane Database of Systematic Reviews (4): CD000068. doi:10.1002/14651858.CD000068.pub2. PMID 17943735.
- ^ a b c d e "Danazol Monograph for Professionals". Drugs.com. Archived from the original on 12 May 2021. Retrieved 28 December 2021.
- ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 345–. ISBN 978-1-4757-2085-3.
- ^ Howard W. Jones; John A. Rock (10 July 2015). Te Linde's Operative Gynecology. Wolters Kluwer Health. pp. 1327–1330. ISBN 978-1-4963-1521-2. Archived from the original on 10 January 2020. Retrieved 26 December 2020.
- ^ a b "Danazol Prices, Coupons & Savings Tips - GoodRx". GoodRx. Archived from the original on 6 May 2016. Retrieved 28 December 2021.