Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H12F2N6O |
Molecular Weight | 306.2708 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(CN1C=NC=N1)(CN2C=NC=N2)C3=C(F)C=C(F)C=C3
InChI
InChIKey=RFHAOTPXVQNOHP-UHFFFAOYSA-N
InChI=1S/C13H12F2N6O/c14-10-1-2-11(12(15)3-10)13(22,4-20-8-16-6-18-20)5-21-9-17-7-19-21/h1-3,6-9,22H,4-5H2
DescriptionSources: http://www.drugbank.ca/drugs/DB00196Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/019949s051lbl.pdf
Sources: http://www.drugbank.ca/drugs/DB00196
Curator's Comment: Description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/019949s051lbl.pdf
Fluconazole, a synthetic antifungal agent of the imidazole class, is used to treat vaginal candidiasis. It inhibits the fungal lanosterol 14 alpha-demethylase which thereby prevents the formation of ergosterol which is an essential component in the fungal cell membrane. Indicated for the treatment of fungal infections.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20930076
Curator's Comment: Fluconazole readily penetrated the blood-CSF/blood-brain barrier
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1780 Sources: http://www.drugbank.ca/drugs/DB00196 |
0.127 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Diflucan Approved UseDIFLUCAN (fluconazole) is indicated for the treatment of:
1. Vaginal candidiasis (vaginal yeast infections due to Candida).
2. Oropharyngeal and esophageal candidiasis. In open noncomparative studies of relatively small numbers of patients, DIFLUCAN was also effective for the treatment of Candida urinary tract infections, peritonitis, and systemic Candida infections including candidemia, disseminated candidiasis, and pneumonia.
3. Cryptococcal meningitis. Launch Date1990 |
|||
Curative | Diflucan Approved UseDIFLUCAN (fluconazole) is indicated for the treatment of:
1. Vaginal candidiasis (vaginal yeast infections due to Candida).
2. Oropharyngeal and esophageal candidiasis. In open noncomparative studies of relatively small numbers of patients, DIFLUCAN was also effective for the treatment of Candida urinary tract infections, peritonitis, and systemic Candida infections including candidemia, disseminated candidiasis, and pneumonia.
3. Cryptococcal meningitis. Launch Date1990 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
1.54 μg/mL |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
2.61 μg/mL |
150 mg single, oral dose: 150 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: ADULT sex: FEMALE food status: UNKNOWN |
|
6.72 μg/mL |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED |
|
11.4 μg/mL |
4 mg/kg 1 times / day multiple, intravenous dose: 4 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
14.1 μg/mL |
8 mg/kg 1 times / day multiple, intravenous dose: 8 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
2.9 μg/mL |
2 mg/kg single, oral dose: 2 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
5.5 μg/mL |
2 mg/kg 1 times / day multiple, intravenous dose: 2 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
9.8 μg/mL |
8 mg/kg single, oral dose: 8 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
76.4 μg × h/mL |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
156.1 ug*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT01806623 |
150 mg single, oral dose: 150 mg route of administration: oral experiment type: single co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: unhealthy age: sex: F food status: |
|
79.5 ug*h/g Clinical Trial https://clinicaltrials.gov/ct2/show/NCT01806623 |
150 mg single, oral dose: 150 mg route of administration: oral experiment type: single co-administered: |
FLUCONAZOLE vaginal fluid | Homo sapiens population: unhealthy age: sex: F food status: |
|
85.3 ug*h/mL Clinical Trial https://clinicaltrials.gov/ct2/show/NCT01806623 |
150 mg single, oral dose: 150 mg route of administration: oral experiment type: single co-administered: |
FLUCONAZOLE vaginal fluid | Homo sapiens population: unhealthy age: sex: F food status: |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
46.2 h |
50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN |
|
30 h |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: FASTED |
|
15.2 h |
4 mg/kg 1 times / day multiple, intravenous dose: 4 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
17.6 h |
8 mg/kg 1 times / day multiple, intravenous dose: 8 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
25 h |
2 mg/kg single, oral dose: 2 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
17.4 h |
2 mg/kg 1 times / day multiple, intravenous dose: 2 mg/kg route of administration: Intravenous experiment type: MULTIPLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
|
19.5 h |
8 mg/kg single, oral dose: 8 mg/kg route of administration: Oral experiment type: SINGLE co-administered: |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: CHILD sex: UNKNOWN food status: UNKNOWN |
Funbound
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
88.5% |
FLUCONAZOLE plasma | Homo sapiens population: UNKNOWN age: UNKNOWN sex: UNKNOWN food status: UNKNOWN |
Doses
Dose | Population | Adverse events |
---|---|---|
15 mg/kg 1 times / day steady, oral Dose: 15 mg/kg, 1 times / day Route: oral Route: steady Dose: 15 mg/kg, 1 times / day Sources: |
unhealthy, 0 - 17 years n = 577 Health Status: unhealthy Condition: candidosis Age Group: 0 - 17 years Sex: M+F Population Size: 577 Sources: |
Other AEs: Vomiting, Abdominal pain... Other AEs: Vomiting (5.4%) Sources: Abdominal pain (2.8%) Nausea (2.3%) Diarrhea (2.1%) |
5.3 mg/kg 1 times / day steady, oral (mean) Recommended Dose: 5.3 mg/kg, 1 times / day Route: oral Route: steady Dose: 5.3 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 40 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: unknown Population Size: 40 Sources: |
Other AEs: Anaemia, Transaminases increased... Other AEs: Anaemia (1 patient) Sources: Transaminases increased (1 patient) |
6 mg/kg 1 times / day steady, oral (typical) Dose: 6 mg/kg, 1 times / day Route: oral Route: steady Dose: 6 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 726 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: M+F Population Size: 726 Sources: |
Disc. AE: Nephrotoxicity, Hepatotoxicity... AEs leading to discontinuation/dose reduction: Nephrotoxicity Sources: Hepatotoxicity Myelosuppression |
400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 16 - 73 years n = 31 Health Status: unhealthy Condition: HIV-uninfected cryptococcal meningitis Age Group: 16 - 73 years Sex: M+F Population Size: 31 Sources: |
Disc. AE: Anemia, Transaminases increased... AEs leading to discontinuation/dose reduction: Anemia (3 patients) Sources: Transaminases increased (1 patient) |
400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Other AEs: Xerosis, Alopecia... Other AEs: Xerosis (8 patients) Sources: Alopecia (11 patient) Fatigue (13 patients) Nausea and vomiting (10 patients) Anorexia (7 patients) Headache (6 patients) Arthralgia (5 patients) Cheilitis (4 patients) Xerostomia (2 patients) Dizziness (3 patients) Neuropathy (2 patients) Abdominal discomfort (2 patients) ALP increased (2 patients) |
150 mg 1 times / day steady, oral (min) Studied dose Dose: 150 mg, 1 times / day Route: oral Route: steady Dose: 150 mg, 1 times / day Sources: |
unhealthy, adult n = 249 Health Status: unhealthy Condition: fungal infections, pregnancies Age Group: adult Sex: F Population Size: 249 Sources: |
Other AEs: Abortions spontaneous... |
150 mg 1 times / day steady, oral (max) Studied dose Dose: 150 mg, 1 times / day Route: oral Route: steady Dose: 150 mg, 1 times / day Sources: |
unhealthy, adult n = 345 Health Status: unhealthy Condition: fungal infections, pregnancies Age Group: adult Sex: F Population Size: 345 Sources: |
Other AEs: Abortions spontaneous... |
150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Other AEs: Headache, Nausea... Other AEs: Headache (13%) Sources: Nausea (7%) Abdominal pain (6%) Diarrhea (3%) Dyspepsia (1%) Dizziness (1%) Taste perversion (1%) |
100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Other AEs: Glucose high, Acute depression... Other AEs: Glucose high (serious, 1 patient) Sources: Acute depression (serious, 1 patient) Agitation (below serious, 1 patient) Aspartate aminotransferase increased (below serious, 1 patient) Blood alkaline phosphatase high (below serious, 1 patient) Taste altered (below serious, 1 patient) Bilirubin total high (below serious, 3 patients) Chlamydial infection (below serious, 1 patient) Constipation (below serious, 1 patient) Subcutaneous cyst (below serious, 1 patient) Depressed mood (below serious, 2 patients) Dry mouth (below serious, 2 patients) Flank pain (below serious, 1 patient) Blood glucose increased (below serious, 3 patients) Headache NOS (below serious, 1 patient) Insomnia (below serious, 1 patient) Generalized joint pain (below serious, 1 patient) Lightheadedness (below serious, 1 patient) Lymphadenopathy cervical (below serious, 1 patient) Nausea (below serious, 4 patients) Nose bleed (below serious, 1 patient) Prostatitis (below serious, 1 patient) Sexual dysfunction (below serious, 1 patient) Syphilis (below serious, 1 patient) Tooth infection (below serious, 1 patient) Upper respiratory infection (below serious, 1 patient) Visual disturbance (below serious, 1 patient) Vomiting (below serious, 1 patient) Weight loss (below serious, 1 patient) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Diarrhea | 2.1% | 15 mg/kg 1 times / day steady, oral Dose: 15 mg/kg, 1 times / day Route: oral Route: steady Dose: 15 mg/kg, 1 times / day Sources: |
unhealthy, 0 - 17 years n = 577 Health Status: unhealthy Condition: candidosis Age Group: 0 - 17 years Sex: M+F Population Size: 577 Sources: |
Nausea | 2.3% | 15 mg/kg 1 times / day steady, oral Dose: 15 mg/kg, 1 times / day Route: oral Route: steady Dose: 15 mg/kg, 1 times / day Sources: |
unhealthy, 0 - 17 years n = 577 Health Status: unhealthy Condition: candidosis Age Group: 0 - 17 years Sex: M+F Population Size: 577 Sources: |
Abdominal pain | 2.8% | 15 mg/kg 1 times / day steady, oral Dose: 15 mg/kg, 1 times / day Route: oral Route: steady Dose: 15 mg/kg, 1 times / day Sources: |
unhealthy, 0 - 17 years n = 577 Health Status: unhealthy Condition: candidosis Age Group: 0 - 17 years Sex: M+F Population Size: 577 Sources: |
Vomiting | 5.4% | 15 mg/kg 1 times / day steady, oral Dose: 15 mg/kg, 1 times / day Route: oral Route: steady Dose: 15 mg/kg, 1 times / day Sources: |
unhealthy, 0 - 17 years n = 577 Health Status: unhealthy Condition: candidosis Age Group: 0 - 17 years Sex: M+F Population Size: 577 Sources: |
Anaemia | 1 patient | 5.3 mg/kg 1 times / day steady, oral (mean) Recommended Dose: 5.3 mg/kg, 1 times / day Route: oral Route: steady Dose: 5.3 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 40 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: unknown Population Size: 40 Sources: |
Transaminases increased | 1 patient | 5.3 mg/kg 1 times / day steady, oral (mean) Recommended Dose: 5.3 mg/kg, 1 times / day Route: oral Route: steady Dose: 5.3 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 40 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: unknown Population Size: 40 Sources: |
Hepatotoxicity | Disc. AE | 6 mg/kg 1 times / day steady, oral (typical) Dose: 6 mg/kg, 1 times / day Route: oral Route: steady Dose: 6 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 726 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: M+F Population Size: 726 Sources: |
Myelosuppression | Disc. AE | 6 mg/kg 1 times / day steady, oral (typical) Dose: 6 mg/kg, 1 times / day Route: oral Route: steady Dose: 6 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 726 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: M+F Population Size: 726 Sources: |
Nephrotoxicity | Disc. AE | 6 mg/kg 1 times / day steady, oral (typical) Dose: 6 mg/kg, 1 times / day Route: oral Route: steady Dose: 6 mg/kg, 1 times / day Sources: |
unhealthy, 1 - 12 month n = 726 Health Status: unhealthy Condition: systemic candidosis and candidaemia Age Group: 1 - 12 month Sex: M+F Population Size: 726 Sources: |
Transaminases increased | 1 patient Disc. AE |
400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 16 - 73 years n = 31 Health Status: unhealthy Condition: HIV-uninfected cryptococcal meningitis Age Group: 16 - 73 years Sex: M+F Population Size: 31 Sources: |
Anemia | 3 patients Disc. AE |
400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 16 - 73 years n = 31 Health Status: unhealthy Condition: HIV-uninfected cryptococcal meningitis Age Group: 16 - 73 years Sex: M+F Population Size: 31 Sources: |
Nausea and vomiting | 10 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Alopecia | 11 patient | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Fatigue | 13 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
ALP increased | 2 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Abdominal discomfort | 2 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Neuropathy | 2 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Xerostomia | 2 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Dizziness | 3 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Cheilitis | 4 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Arthralgia | 5 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Headache | 6 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Anorexia | 7 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Xerosis | 8 patients | 400 mg 1 times / day steady, oral Studied dose Dose: 400 mg, 1 times / day Route: oral Route: steady Dose: 400 mg, 1 times / day Sources: |
unhealthy, 46.1 years n = 124 Health Status: unhealthy Condition: coccidioidomycosis Age Group: 46.1 years Sex: M+F Population Size: 124 Sources: |
Abortions spontaneous | 249 patients | 150 mg 1 times / day steady, oral (min) Studied dose Dose: 150 mg, 1 times / day Route: oral Route: steady Dose: 150 mg, 1 times / day Sources: |
unhealthy, adult n = 249 Health Status: unhealthy Condition: fungal infections, pregnancies Age Group: adult Sex: F Population Size: 249 Sources: |
Abortions spontaneous | 345 patients | 150 mg 1 times / day steady, oral (max) Studied dose Dose: 150 mg, 1 times / day Route: oral Route: steady Dose: 150 mg, 1 times / day Sources: |
unhealthy, adult n = 345 Health Status: unhealthy Condition: fungal infections, pregnancies Age Group: adult Sex: F Population Size: 345 Sources: |
Dizziness | 1% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Dyspepsia | 1% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Taste perversion | 1% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Headache | 13% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Diarrhea | 3% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Abdominal pain | 6% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Nausea | 7% | 150 mg single, oral Dose: 150 mg Route: oral Route: single Dose: 150 mg Sources: |
unhealthy, adult n = 448 Health Status: unhealthy Condition: Vaginal Candidiasis Age Group: adult Sex: F Population Size: 448 Sources: |
Agitation | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Aspartate aminotransferase increased | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Blood alkaline phosphatase high | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Chlamydial infection | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Constipation | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Flank pain | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Generalized joint pain | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Headache NOS | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Insomnia | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Lightheadedness | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Lymphadenopathy cervical | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Nose bleed | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Prostatitis | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Sexual dysfunction | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Subcutaneous cyst | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Syphilis | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Taste altered | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Tooth infection | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Upper respiratory infection | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Visual disturbance | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Vomiting | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Weight loss | below serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Depressed mood | below serious, 2 patients | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Dry mouth | below serious, 2 patients | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Bilirubin total high | below serious, 3 patients | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Blood glucose increased | below serious, 3 patients | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Nausea | below serious, 4 patients | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Acute depression | serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Glucose high | serious, 1 patient | 100 mg 2 times / day steady, oral Dose: 100 mg, 2 times / day Route: oral Route: steady Dose: 100 mg, 2 times / day Sources: |
unhealthy n = 11 Health Status: unhealthy Condition: HIV Associated Neurocognitive Disorder Population Size: 11 Sources: |
Overview
CYP3A4 | CYP2C9 | CYP2D6 | hERG |
---|---|---|---|
OverviewOther
Other Inhibitor | Other Substrate | Other Inducer |
---|---|---|
Drug as perpetrator
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
moderate [IC50 13.1 uM] | yes (co-administration study) Comment: see https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/019949s065,020090s047lbl.pdf#page=14 for DDIs |
|||
moderate [IC50 30.3 uM] | yes (co-administration study) Comment: see https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/019949s065,020090s047lbl.pdf#page=14 for DDIs |
|||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
strong [IC50 12.3 uM] | yes (co-administration study) Comment: see https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/019949s065,020090s047lbl.pdf#page=14 for DDIs |
|||
weak [Ki 529 uM] | ||||
weak |
Drug as victim
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
major | ||||
minor | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no | ||||
no |
Tox targets
Target | Modality | Activity | Metabolite | Clinical evidence |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
Synergistic effects of low doses of histatin 5 and its analogues on amphotericin B anti-mycotic activity. | 2000 Aug |
|
Optically active antifungal azoles. X. Synthesis and antifungal activity of N. | 2000 Dec |
|
Syncope associated with concurrent amitriptyline and fluconazole therapy. | 2000 Dec |
|
Systemic Candida infection in University hospital 1997-1999: the distribution of Candida biotypes and antifungal susceptibility patterns. | 2001 |
|
Penicillium marneffei: types and drug susceptibility. | 2001 |
|
[Current problems in etiotropic therapy of mycoses]. | 2001 |
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The cost of treating systemic fungal infections. | 2001 |
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Clinical experience with itraconazole in systemic fungal infections. | 2001 |
|
Current management of fungal infections. | 2001 |
|
Double-blind placebo-controlled trial of fluconazole to prevent candidal infections in critically ill surgical patients. | 2001 Apr |
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Acute adrenal failure associated with fluconazole after administration of high-dose cyclophosphamide. | 2001 Apr |
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Candida dubliniensis at a cancer center. | 2001 Apr 1 |
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Synergistic interaction of terbinafine with triazoles or amphotericin B against Aspergillus species. | 2001 Feb |
|
Effect of ketoconazole, itraconazole and fluconazole on the gastrointestinal colonization of mice by Candida albicans. | 2001 Feb |
|
Determination of minumum inhibitory concentrations of Candida species isolated from vaginal swab specimens by using broth macrodilution and E-test. | 2001 Feb |
|
Cutaneous alternariosis in a cardiac transplant recipient. | 2001 Feb |
|
Effective fluconazole therapy for liver transplant recipients during continuous hemodiafiltration. | 2001 Feb |
|
Analytical validation for a series of marker compounds used to assess renal drug elimination processes. | 2001 Feb |
|
Increased resource use associated with catheter-related bloodstream infection in the surgical intensive care unit. | 2001 Feb |
|
Penetration of topical fluconazole into human aqueous humor. | 2001 Feb |
|
Candida endophthalmitis: an unusual complication of prolonged intravenous access. | 2001 Feb |
|
Cromolyn cream for recalcitrant idiopathic vulvar vestibulitis: results of a placebo controlled study. | 2001 Feb |
|
Fluconazole prophylaxis in the very low birth weight infant: not ready for prime time. | 2001 Feb |
|
Fluconazole for prophylaxis against candidal rectal colonization in the very low birth weight infant. | 2001 Feb |
|
Reply to Dr. Chandrasekar (Clin Infect Dis 2001; 32:320-1) and Drs. Marr and Boeckh (Clin Infect Dis 2001; 32:321). | 2001 Feb 1 |
|
Candida osteomyelitis and diskitis after spinal surgery: an outbreak that implicates artificial nail use. | 2001 Feb 1 |
|
In vitro activity of a new echinocandin, LY303366, and comparison with fluconazole, flucytosine and amphotericin B against Candida species. | 2001 Jan |
|
Aerobic bacterial and fungal infections in peripheral blood stem cell transplants. | 2001 Jan |
|
Pharmacokinetics of sequential intravenous and enteral fluconazole in critically ill surgical patients with invasive mycoses and compromised gastro-intestinal function. | 2001 Jan |
|
Clinico-myocological profile of tinea capitis in North India and response to griseofulvin. | 2001 Jan |
|
Coccidioidomycosis in adolescents with lupus nephritis. | 2001 Jan |
|
Impact of an intravenous fluconazole restriction policy on patient outcomes. | 2001 Jan |
|
Effect of fluconazole on agar invasion by Candida albicans. | 2001 Jan |
|
Successful treatment of Paecilomyces lilacinus endophthalmitis after foreign body trauma to the cornea. | 2001 Jan |
|
Clinical applicability of antifungal susceptibility testing on non-Candida albicans species in hospitalized patients. | 2001 Jan |
|
The combination of oral amphotericin B with azoles prevents the emergence of resistant Candida species in neutropenic patients. | 2001 Jan |
|
Microsphaeropsis olivacea keratitis and consecutive endophthalmitis. | 2001 Jan |
|
Systemic antifungal therapy. | 2001 Jan |
|
Endogenous amoebic endophthalmitis. | 2001 Jan |
|
The evolution of Candida species and fluconazole susceptibility among oral and vaginal isolates recovered from human immunodeficiency virus (HIV)-seropositive and at-risk HIV-seronegative women. | 2001 Jan 15 |
|
Empirical antifungal therapy for persistent fever in patients with neutropenia. | 2001 Jan 15 |
|
Candida lusitaniae: a cause of breakthrough fungemia in cancer patients. | 2001 Jan 15 |
|
Candidiasis in a cured MB patient. | 2001 Jan-Mar |
|
Candida ciferrii, a new fluconazole-resistant yeast causing systemic mycosis in immunocompromised patients. | 2001 Mar |
|
Impending rupture in an aortic arch aneurysm by Candida infection. | 2001 Mar |
|
Capecitabine (Xeloda) improves medical resource use compared with 5-fluorouracil plus leucovorin in a phase III trial conducted in patients with advanced colorectal carcinoma. | 2001 Mar |
|
Fluconazole-impregnated beads in the management of fungal infection of prosthetic joints. | 2001 Mar |
|
Laryngeal candidiasis. | 2001 Mar |
|
Candidal endophthalmitis in a renal transplant patient. | 2001 Mar |
|
Susceptibility of fungal or yeast bloodstream isolates to antifungals: results from a national study. | 2001 Mar-Apr |
Sample Use Guides
Dosage and Administration in Adults:
Single Dose
Vaginal candidiasis: The recommended dosage of DIFLUCAN for vaginal candidiasis is 150 mg as a single oral dose.
Multiple Dose
SINCE ORAL ABSORPTION IS RAPID AND ALMOST COMPLETE, THE DAILY DOSE OF DIFLUCAN (FLUCONAZOLE) IS THE SAME FOR ORAL (TABLETS AND SUSPENSION) AND INTRAVENOUS ADMINISTRATION. In general, a loading dose of twice the daily dose is recommended on the first day of therapy to result in plasma concentrations close to steady-state by the second day of therapy.
Oropharyngeal candidiasis: The recommended dosage of DIFLUCAN for oropharyngeal candidiasis is 200 mg on the first day, followed by 100 mg once daily.
Esophageal candidiasis: The recommended dosage of DIFLUCAN for esophageal candidiasis is 200 mg on the first day, followed by 100 mg once daily. Doses up to 400 mg/day may be used.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27222702
Fluconazole inhibited Candida albicans with MIC 0.125-16 ug/ml
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Classification Tree | Code System | Code | ||
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WHO-ATC |
J01RA07
Created by
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WHO-VATC |
QD01AC15
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WHO-ATC |
J02AC01
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NDF-RT |
N0000008217
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WHO-ATC |
D01AC15
Created by
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NCI_THESAURUS |
C514
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WHO-VATC |
QJ02AC01
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LIVERTOX |
NBK548300
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NDF-RT |
N0000175487
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WHO-ESSENTIAL MEDICINES LIST |
6.3
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Code System | Code | Type | Description | ||
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C500
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PRIMARY | |||
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CHEMBL106
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PRIMARY | |||
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m5423
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PRIMARY | Merck Index | ||
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5851
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PRIMARY | |||
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1187
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PRIMARY | |||
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SUB07674MIG
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PRIMARY | |||
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N0000185504
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PRIMARY | Cytochrome P450 2C9 Inhibitors [MoA] | ||
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7420
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PRIMARY | |||
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DB00196
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PRIMARY | |||
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Fluconazole
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PRIMARY | |||
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N0000182141
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PRIMARY | Cytochrome P450 3A4 Inhibitors [MoA] | ||
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1271700
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PRIMARY | |||
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8VZV102JFY
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PRIMARY | |||
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758661
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PRIMARY | |||
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FLUCONAZOLE
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PRIMARY | |||
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86386-73-4
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PRIMARY | |||
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46081
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PRIMARY | |||
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N0000182140
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PRIMARY | Cytochrome P450 2C19 Inhibitors [MoA] | ||
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4450
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PRIMARY | RxNorm | ||
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3365
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PRIMARY | |||
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100000092657
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PRIMARY | |||
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FLUCONAZOLE
Created by
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PRIMARY | Description: A white or almost white, crystalline powder.Solubility: Slightly soluble in water, freely soluble in methanol, soluble in acetone.Category: Antifungal.Storage: Fluconazole should be kept in a tightly closed container.Additional information: Fluconazole is hygroscopic and exhibits polymorphism.Definition: Fluconazole contains not less than 99.0% and not more than 101.0% of C13H12F2N6O, calculated with reference to the dried substance. | ||
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DTXSID3020627
Created by
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PRIMARY | |||
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8VZV102JFY
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PRIMARY | |||
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D015725
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PRIMARY |
ACTIVE MOIETY
METABOLITE (PARENT)
PRODRUG (METABOLITE ACTIVE)