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 · Deutsch
Danazol ist ein Derivat des Testosterons, das als Androgen die Hypophysentätigkeit unterdrückt und früher verbreitet zur Behandlung der Endometriose eingesetzt wurde. Es wurde 1959 von Sterling Drug patentiert.
Abstract from DBpedia / Wikipedia · CC BY-SA