Details
Stereochemistry | RACEMIC |
Molecular Formula | C18H14F4N2O4S |
Molecular Weight | 430.373 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(O)(CS(=O)(=O)C1=CC=C(F)C=C1)C(=O)NC2=CC(=C(C=C2)C#N)C(F)(F)F
InChI
InChIKey=LKJPYSCBVHEWIU-UHFFFAOYSA-N
InChI=1S/C18H14F4N2O4S/c1-17(26,10-29(27,28)14-6-3-12(19)4-7-14)16(25)24-13-5-2-11(9-23)15(8-13)18(20,21)22/h2-8,26H,10H2,1H3,(H,24,25)
Bicalutamide (brand name Casodex) is an oral non-steroidal anti-androgen for prostate cancer. It is indicated for use in combination therapy with a luteinizing hormone-releasing hormone (LHRH) analog for the treatment of Stage D2 metastatic carcinoma of the prostate. Bicalutamide competitively inhibits the action of androgens by binding to cytosol androgen receptors in the target tissue. Prostatic carcinoma is known to be androgen sensitive and responds to treatment that counteracts the effect of androgen and/or removes the source of androgen. When CASODEX is combined with luteinizing hormone releasing hormone (LHRH) analog therapy, the suppression of serum testosterone induced by the LHRH analog is not affected. Bicalutamide is well-absorbed following oral administration, although the absolute bioavailability is unknown. Bicalutamide undergoes stereospecific metabolism. The S (inactive) isomer is metabolized primarily by glucuronidation. The R (active) isomer also undergoes glucuronidation but is predominantly oxidized to an inactive metabolite followed by glucuronidation. Both the parent and metabolite glucuronides are eliminated in the urine and feces. The S-enantiomer is rapidly cleared relative to the R-enantiomer, with the R-enantiomer accounting for about 99% of total steady-state plasma levels.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8560673
Curator's Comment: The peripheral selectivity of bicalutamide has been shown to be due to poor penetration across the blood-brain barrier: tissue distribution studies with [3H]bicalutamide show that although it is concentrated in the organs of metabolism and secretion as well as in the prostate, the pituitary glands, and the seminal vesicles, levels in the hypothalamus and the central nervous system (CNS) are much lower than in blood.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1871 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11931851 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | CASODEX Approved UseBicalutamide 50 mg daily is indicated for use in combination therapy with a luteinizing hormone-releasing hormone (LHRH) analog for the treatment of Stage D2 metastatic carcinoma of the prostate. Bicalutamide 150 mg daily is not approved for use alone or with other treatments [see Clinical Studies (14.2) Launch Date1995 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
810.7 μg/L EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/22331758 |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
BICALUTAMIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
202.5 μg × h/mL EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/22331758 |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
BICALUTAMIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
5.8 day |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: GONADORELIN |
BICALUTAMIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
|
146.4 h EXPERIMENT https://www.ncbi.nlm.nih.gov/pubmed/22331758 |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
BICALUTAMIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
4% |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: GONADORELIN |
BICALUTAMIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Other AEs: Gynaecomastia, Breast pain... Other AEs: Gynaecomastia (45.2%) Sources: Breast pain (57.1%) Hot flushes (16.7%) Constipation (31%) Dry skin (2.4%) Insomnia (9.5%) Rash (11.9%) Back pain (14.3%) Asthenia (19%) Diarrhoea (19%) Urinary tract infection (16.7%) Arthralgia (11.9%) Pharyngitis (14.3%) Pain (23.8%) |
200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Other AEs: Back pain, Constipation... Other AEs: Back pain (6.9%) Sources: Constipation (10.3%) Libido decreased (50%) Impotence (57%) Dyspepsia (6.9%) Dysuria (6.9%) Haematuria (6.9%) Pain (17.2%) Pelvic pain (6.9%) Somnolence (6.9%) Urinary incontinence (6.9%) Urinary urgency (6.9%) Weight gain (10.3%) Gynaecomastia (79%) Breast tenderness (79%) Hot flushes (41%) |
50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Other AEs: General body pain, Back pain... Other AEs: General body pain (35%) Sources: Back pain (25%) Asthenia (22%) Pelvic pain (21%) Infection (18%) Abdominal pain (11%) Chest pain (8%) Headache (7%) Flu syndrome (7%) Hot flashes (53%) Hypertension (8%) Constipation (22%) Nausea (15%) Diarrhea (12%) Liver function test increased (7%) Dyspepsia (7%) Flatulence (6%) Anorexia (6%) Vomiting (6%) Anemia (11%) Peripheral edema (13%) Weight loss (7%) Hyperglycemia (6%) Alkaline phosphatase increased (5%) Weight gain (5%) Bone pain (9%) Myasthenia (7%) Arthritis (5%) Fracture pathological (4%) Dizziness (10%) Paresthesia (8%) Insomnia (7%) Anxiety (5%) Depression (4%) Dyspnea (13%) Cough increased (8%) Pharyngitis (8%) Bronchitis (6%) Pneumonia (4%) Rhinitis (4%) Rash (9%) Sweating (6%) Nocturia (12%) Hematuria (12%) Urinary tract infection (9%) Gynecomastia (9%) Impotence (7%) Breast pain (6%) Urinary frequency (6%) Urinary retention (5%) Urination impaired (5%) Urinary incontinence (4%) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Arthralgia | 11.9% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Rash | 11.9% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Back pain | 14.3% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Pharyngitis | 14.3% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Hot flushes | 16.7% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Urinary tract infection | 16.7% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Asthenia | 19% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Diarrhoea | 19% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Dry skin | 2.4% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Pain | 23.8% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Constipation | 31% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Gynaecomastia | 45.2% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Breast pain | 57.1% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Insomnia | 9.5% | 600 mg 1 times / day multiple, oral Highest studied dose Dose: 600 mg, 1 times / day Route: oral Route: multiple Dose: 600 mg, 1 times / day Sources: |
unhealthy, 72.1 years (range: 56-84 years) Health Status: unhealthy Age Group: 72.1 years (range: 56-84 years) Sex: M Sources: |
Constipation | 10.3% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Weight gain | 10.3% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Pain | 17.2% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Hot flushes | 41% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Libido decreased | 50% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Impotence | 57% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Back pain | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Dyspepsia | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Dysuria | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Haematuria | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Pelvic pain | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Somnolence | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Urinary incontinence | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Urinary urgency | 6.9% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Breast tenderness | 79% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Gynaecomastia | 79% | 200 mg 1 times / day multiple, oral Highest studied dose Dose: 200 mg, 1 times / day Route: oral Route: multiple Dose: 200 mg, 1 times / day Sources: |
unhealthy, adult |
Dizziness | 10% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Abdominal pain | 11% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Anemia | 11% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Diarrhea | 12% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Hematuria | 12% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Nocturia | 12% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Dyspnea | 13% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Peripheral edema | 13% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Nausea | 15% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Infection | 18% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Pelvic pain | 21% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Asthenia | 22% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Constipation | 22% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Back pain | 25% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
General body pain | 35% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Depression | 4% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Fracture pathological | 4% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Pneumonia | 4% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Rhinitis | 4% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Urinary incontinence | 4% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Alkaline phosphatase increased | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Anxiety | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Arthritis | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Urinary retention | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Urination impaired | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Weight gain | 5% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Hot flashes | 53% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Anorexia | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Breast pain | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Bronchitis | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Flatulence | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Hyperglycemia | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Sweating | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Urinary frequency | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Vomiting | 6% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Dyspepsia | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Flu syndrome | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Headache | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Impotence | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Insomnia | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Liver function test increased | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Myasthenia | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Weight loss | 7% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Chest pain | 8% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Cough increased | 8% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Hypertension | 8% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Paresthesia | 8% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Pharyngitis | 8% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Bone pain | 9% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Gynecomastia | 9% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Rash | 9% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Urinary tract infection | 9% | 50 mg 1 times / day multiple, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: multiple Dose: 50 mg, 1 times / day Sources: |
unhealthy, adult Health Status: unhealthy Age Group: adult Sex: M Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
major [IC50 7 uM] | ||||
minor [IC50 123 uM] | ||||
minor [IC50 44 uM] | ||||
minor [IC50 49 uM] | ||||
minor [IC50 58 uM] | ||||
yes [Inhibition 40 uM] | ||||
yes [Ki 11.9 uM] | ||||
Sources: https://pubmed.ncbi.nlm.nih.gov/15509184/ Page: 2.0 |
yes |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
Sources: https://pubmed.ncbi.nlm.nih.gov/15509184/ Page: 2.0 |
likely | unlikely (co-administration study) Comment: this isoenzyme is also responsible for the metabolism of (R)-bicalutamide; (S)-Bicalutamide is metabolised in vitro by CYP3A4 Sources: https://pubmed.ncbi.nlm.nih.gov/15509184/ Page: 2.0 |
||
low | ||||
low | ||||
major | ||||
minor | ||||
minor | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no |
PubMed
Title | Date | PubMed |
---|---|---|
Regulation of GCDFP-15 expression in human mammary cancer cells. | 1999 Aug |
|
Bicalutamide functions as an androgen receptor antagonist by assembly of a transcriptionally inactive receptor. | 2002 Jul 19 |
|
Partial agonist/antagonist properties of androstenedione and 4-androsten-3beta,17beta-diol. | 2004 Aug |
|
Coregulator recruitment and histone modifications in transcriptional regulation by the androgen receptor. | 2004 Nov |
|
The androgen receptor co-activator CBP is up-regulated following androgen withdrawal and is highly expressed in advanced prostate cancer. | 2004 Oct |
|
Evaluation of tamoxifen and anastrozole in the prevention of gynecomastia and breast pain induced by bicalutamide monotherapy of prostate cancer. | 2005 Feb 1 |
|
Androgen receptor signaling and vitamin D receptor action in prostate cancer cells. | 2005 Sep 1 |
|
GREB1 is a novel androgen-regulated gene required for prostate cancer growth. | 2006 Jun 1 |
|
Marked sexual dimorphism of lacrimal gland peroxidase in hamster: repression by androgens and estrogens. | 2006 Mar 24 |
|
Therapeutic potential of CDK inhibitor NU2058 in androgen-independent prostate cancer. | 2007 Dec 6 |
|
Androgen regulation of aldehyde dehydrogenase 1A3 (ALDH1A3) in the androgen-responsive human prostate cancer cell line LNCaP. | 2007 Jun |
|
Labeling and identification of LNCaP cell surface proteins: a pilot study. | 2007 Jun 15 |
|
Hormonal regulation of beta2-adrenergic receptor level in prostate cancer. | 2008 Jul 1 |
|
Prohibitin and the SWI/SNF ATPase subunit BRG1 are required for effective androgen antagonist-mediated transcriptional repression of androgen receptor-regulated genes. | 2008 Sep |
|
Differential mechanisms of bicalutamide-induced apoptosis in prostate cell lines. | 2009 |
|
Genome-wide impact of androgen receptor trapped clone-27 loss on androgen-regulated transcription in prostate cancer cells. | 2009 Apr 1 |
|
Interactions of methoxyacetic acid with androgen receptor. | 2009 Jul 15 |
|
Development of a second-generation antiandrogen for treatment of advanced prostate cancer. | 2009 May 8 |
|
REDD1 is a major target of testosterone action in preventing dexamethasone-induced muscle loss. | 2010 Mar |
|
Therapeutic targeting of BET bromodomain proteins in castration-resistant prostate cancer. | 2014 Jun 12 |
Sample Use Guides
one 50 mg tablet once daily (morning or evening), with or without food
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19285710
Primary tumor cultures and PCa cell lines were treated with bicalutamide (0.1-10 uM) in the presence of dehydrotestosterone (10(-12) M) for 4 days. After bicalutamide treatment, no significant differences in the concentration that inhibits 50% were found among the different tumor cell lines (P = .081).
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-VATC |
QL02BB03
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
NDF-RT |
N0000000243
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
WHO-ATC |
L02AE51
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
NCI_THESAURUS |
C146993
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
WHO-ATC |
L02BB03
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
NDF-RT |
N0000175560
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
||
|
LIVERTOX |
NBK547970
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
A0Z3NAU9DP
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
BICALUTAMIDE
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
367
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
SUB05817MIG
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
2375
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
DTXSID2022678
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
2863
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
C053541
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
7021
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
C1599
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
GG-51
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
83008
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | RxNorm | ||
|
1071202
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
90357-06-5
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
CHEMBL409
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
759816
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
7655
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
m2474
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | Merck Index | ||
|
100000085878
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
A0Z3NAU9DP
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
DB01128
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY | |||
|
3090
Created by
admin on Mon Mar 31 19:15:55 GMT 2025 , Edited by admin on Mon Mar 31 19:15:55 GMT 2025
|
PRIMARY |
ACTIVE MOIETY