Structure via PubChem · Public domain (PubChem)
apalutamide
Sign in to saveAlso known as apalutamid
Apalutamide, sold under the brand name Erleada among others, is a nonsteroidal antiandrogen (NSAA) medication used for the treatment of prostate cancer. It is an androgen receptor inhibitor. It is taken by mouth.
Chemical data
- Formula
- C21H15F4N5O2S
- Molecular weight
- 477.4 g/mol
- IUPAC name
- 4-[7-[6-cyano-5-(trifluoromethyl)-3-pyridinyl]-8-oxo-6-sulfanylidene-5,7-diazaspiro[3.4]octan-5-yl]-2-fluoro-N-methylbenzamide
- SMILES
- CNC(=O)C1=C(C=C(C=C1)N2C(=S)N(C(=O)C23CCC3)C4=CC(=C(N=C4)C#N)C(F)(F)F)F
- InChIKey
- HJBWBFZLDZWPHF-UHFFFAOYSA-N
- XLogP
- 3
- Polar surface area
- 121 Ų
- H-bond donors
- 1
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2018
- Admin. routes
- oral
- Indications
- prostate adenocarcinoma, prostate carcinoma, liver disease, metastatic prostate cancer
via ChEMBL · EBI
Wikidata facts
- Mass
- 477.088259
- Has use
- medication
Show 3 more facts
- chemical formula
- C₂₁H₁₅F₄N₅O₂S
- canonical SMILES
- CNC(=O)C1=C(C=C(C=C1)N2C(=S)N(C(=O)C23CCC3)C4=CN=C(C(=C4)C(F)(F)F)C#N)F
- Commons category
- Apalutamide
via Wikidata · CC0
~11 min read
Encyclopedic overview
19 sectionsContents
- Medical uses
- Contraindications
- Side effects
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Antiandrogenic activity
- Other activities
- Pharmacokinetics
- Chemistry
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- Availability
- References
- Further reading
Apalutamide, sold under the brand name Erleada among others, is a nonsteroidal antiandrogen (NSAA) medication used for the treatment of prostate cancer. It is an androgen receptor inhibitor. It is taken by mouth.
Side effects of apalutamide when added to castration include fatigue, nausea, abdominal pain, diarrhea, high blood pressure, rash, falls, bone fractures, and an underactive thyroid. Rarely, it can cause seizures. The medication has a high potential for drug interactions. Apalutamide is an antiandrogen, and acts as an antagonist of the androgen receptor, the biological target of androgens like testosterone and dihydrotestosterone. In doing so, it prevents the effects of these hormones in the prostate gland and elsewhere in the body.
Excerpted from Wikipedia’s “apalutamide” article, available under the CC BY-SA 4.0 licence.