Danazol

Androgen — GENITO URINARY SYSTEM AND SEX HORMONES

Key facts

Danazol is an ofp drug in the Androgen class catalogued in DrugCentral. It was first approved by the FDA in 1976. Its mechanism of action is classified as Androgen Receptor Agonists. DrugCentral lists 24 molecular targets, including SHBG, Ar and PGR. Recorded indications include Endometriosis, Fibrocystic breast changes and Hereditary Angioedema Prevention.

• Approval status: ofp (first approved 1976 by the FDA).
• Drug class: Androgen.
• Mechanism of action: Androgen Receptor Agonists.
• Molecular targets: SHBG, Ar, PGR and CYP2C9 (24 listed in DrugCentral).
• Indications: Endometriosis, Fibrocystic breast changes and Hereditary Angioedema Prevention.
• ATC code: G03XA01 (Antigonadotropins and similar agents).
• Molecular formula: C22H27NO2; molecular weight 337.46 g/mol.

Indications & contraindications

Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).

Indications (3)

• Endometriosis
• Fibrocystic breast changes
• Hereditary Angioedema Prevention

Off-label uses (3)

• Gynecomastia
• Menorrhagia
• Precocious puberty

Contraindications (13)

• Angina pectoris
• Breastfeeding (mother)
• Carcinoma of female breast
• Chronic heart failure
• Disease of liver
• Epilepsy
• Intermenstrual bleeding - irregular
• Kidney disease
• Migraine
• Mixed hyperlipidemia
• Porphyria
• Pregnancy, function
• Thromboembolic disorder

Mechanism & targets

• Mechanism of action (MoA): Androgen Receptor Agonists
• Established pharmacologic class: Androgen

Molecular targets (24)

Target	Gene	Action	Activity
Sex hormone-binding globulin	SHBG	unknown	Kd 8.20
Androgen receptor	Ar	unknown	Ki 8.10
Progesterone receptor	PGR	unknown	Ki 7.47
Cytochrome P450 2C9	CYP2C9	unknown	IC50 6.52
Glucocorticoid receptor	NR3C1	unknown	Ki 5.71
5-hydroxytryptamine receptor 2A	HTR2A	unknown	Ki 5.60
Alpha-2C adrenergic receptor	ADRA2C	unknown	Ki 5.46
Muscarinic acetylcholine receptor M3	CHRM3	unknown	Ki 5.42
Estrogen receptor	ESR1	unknown	Ki 5.29
Sodium-dependent dopamine transporter	SLC6A3	unknown	Ki 5.26
Sodium-dependent noradrenaline transporter	SLC6A2	unknown	Ki 5.25
Mu-type opioid receptor	OPRM1	unknown	Ki 5.24
Kappa-type opioid receptor	OPRK1	unknown	Ki 5.21
Adenosine receptor A3	ADORA3	unknown	Ki 5.20
Alpha-2A adrenergic receptor	ADRA2A	unknown	Ki 5.16
Sodium-dependent serotonin transporter	SLC6A4	unknown	Ki 5.09
Substance-K receptor	TACR2	unknown	Ki 5.05
D(3) dopamine receptor	DRD3	unknown	Ki 5.01
D(1A) dopamine receptor	DRD1	unknown	Ki 4.99
Alpha-2B adrenergic receptor	ADRA2B	unknown	Ki 4.98

Regulatory approvals (1)

Date	Agency	Marketed as	Applicant	Orphan
1976-06-21	FDA	—	—

ATC classification

ATC code	Therapeutic hierarchy
G03XA01	GENITO URINARY SYSTEM AND SEX HORMONES › SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM › OTHER SEX HORMONES AND MODULATORS OF THE GENITAL SYSTEM › Antigonadotropins and similar agents

Reported adverse-event signals

Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.

MedDRA term	LLR
Coombs positive haemolytic anaemia	487.6
Swollen tongue	483.9
Angioedema	442.2
Drug ineffective for unapproved indication	429.6
Dysphonia	428.4
Swelling face	415.0
Lymphadenitis	378.8
Haemolysis	321.9
Hereditary angioedema	292.5
Hypersensitivity	162.0
Drug intolerance	155.1
Drug ineffective	137.5

Chemical structure

Full physicochemical, ADMET and 3D-structure analysis of Danazol is on its molecule page.

• Molecular formula: C₂₂H₂₇NO₂
• Molecular weight: 337.46 g/mol
• CAS number: —
• InChIKey: POZRVZJJTULAOH-LHZXLZLDSA-N
• PubChem CID: 28417

C[C@]12CC[C@H]3[C@@H](CCC4=CC5=C(C[C@]34C)C=NO5)[C@@H]1CC[C@@]2(O)C#C

Frequently asked questions

Answers are generated from the structured data on this page, not written by hand.

What is Danazol used for?

DrugCentral lists the following indications for Danazol: Endometriosis, Fibrocystic breast changes and Hereditary Angioedema Prevention.

How does Danazol work?

Danazol is classified as Androgen Receptor Agonists; its molecular targets in DrugCentral include SHBG, Ar, PGR and CYP2C9.

When was Danazol first approved?

Danazol was first approved by the FDA in 1976.

What drug class does Danazol belong to?

Danazol is in the Androgen class.

What is the chemical formula of Danazol?

Danazol has the molecular formula C22H27NO2 and a molecular weight of 337.46 g/mol.

Sources

• DrugCentral drug card 779 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
• ChEMBL CHEMBL1479 — compound record and bioactivity
• PubChem CID 28417 — chemical identifiers
• DrugBank DB01406 — drug record
• FDA UNII N29QWW3BUO — substance identity
• DailyMed: FDA labels for Danazol — current prescribing information (label search)
• UniProt P04278 (SHBG) — target protein
• UniProt P11712 (CYP2C9) — target protein
• UniProt P04150 (NR3C1) — target protein
• UniProt P28223 (HTR2A) — target protein
• UniProt P18825 (ADRA2C) — target protein
• UniProt P20309 (CHRM3) — target protein
• FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral

How this page is built: methodology · editorial policy & corrections.