Structure via PubChem · Public domain (PubChem)
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
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1976
- Admin. routes
- oral
- Indications
- breast fibrocystic disease, endometriosis, autoimmune thrombocytopenic purpura, mastodynia
via ChEMBL · EBI
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
Wikidata facts
- Subclass of
- unsaturated compound
- Mass
- 337.204179
- Has use
- medication
Show 10 more facts
- chemical formula
- C₂₂H₂₇NO₂
- medical condition treated
- endometriosis
- World Health Organisation international non-proprietary name
- danazol
- isomeric 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
- canonical SMILES
- CC12CCC3C(C1CCC2(C#C)O)CCC4=CC5=C(CC34C)C=NO5
- defined daily dose
- 0.6
- Commons category
- Danazol
- different from
- methandrostenolone
- legal status (medicine)
- boxed warning
- significant drug interaction
- carbamazepin
Sources (7)
via Wikidata · CC0
Article · Italiano
Il danazolo è un derivato isossazolico dell', strutturalmente simile al testosterone, conosciuto fin dal 1970 per le proprietà androgeniche e soppressive la funzione ovarica in virtù delle quali trovò un primo utilizzo nella terapia dell'endometriosi.
Abstract from DBpedia / Wikipedia · CC BY-SA