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danazol
Sign in to saveAlso known as Danocrine®, Cyclomen, Danazolum
Danazol, sold as Danocrine and other brand names, is an oral medication used in the treatment of endometriosis, fibrocystic breast disease, hereditary angioedema and other conditions.
Chemical data
- Formula
- C22H27NO2
- Molecular weight
- 337.5 g/mol
- IUPAC name
- (1S,2R,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-7-oxa-6-azapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9-trien-17-ol
- SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC5=C(C[C@]34C)C=NO5
- InChIKey
- POZRVZJJTULAOH-LHZXLZLDSA-N
- XLogP
- 3.8
- Polar surface area
- 46.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
3,337 papers- Danazol.Annals of internal medicine · 1982
- Danazol.The American journal of medicine · 1989
- Danazol and plasma lipoprotein metabolism.International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics · 1995
- Danazol: endocrine pharmacology and therapeutic applications.American journal of obstetrics and gynecology · 1981
- Danazol for unexplained infertilty.The Cochrane database of systematic reviews · 2000
via PubMed
~17 min read
Encyclopedic overview
22 sectionsContents
- Medical uses
- Available forms
- Contraindications
- Side effects
- Pharmacology
- Pharmacodynamics
- Modulation of steroid hormone receptors
- Inhibition of steroidogenesis enzymes
- Occupation and downregulation of carrier proteins
- Antigonadotropic activity
- Mechanism of action in endometriosis
- Effects in men
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Generic names
- Brand names
- Availability
- Research
- References
- Further reading
Danazol, sold as Danocrine and other brand names, is an oral medication used in the treatment of endometriosis, fibrocystic breast disease, hereditary angioedema and other conditions.
The use of danazol is limited by masculinizing side effects such as acne, excessive hair growth, and voice deepening. Danazol has a complex mechanism of action, and is characterized as a weak androgen and anabolic steroid, a weak progestogen, a weak antigonadotropin, a weak steroidogenesis inhibitor, and a functional antiestrogen.
Excerpted from Wikipedia’s “danazol” article, available under the CC BY-SA 4.0 licence.