Adverse Drug Reaction Classification System

Pharmaceutical Information
Drug Name Ketoconazole
Drug ID BADD_D01230
Description Ketoconazole is an imidazole antifungal agent used in the prevention and treatment of a variety of fungal infections.[FDA Label] It functions by preventing the synthesis of ergosterol, the fungal equivalent of cholesterol, thereby increasing membrane fluidity and preventing growth of the fungus.[A181802,T116] Ketoconazole was first approved in an oral formulation for systemic use by the FDA in 1981.[A188054] At this time it was considered a significant improvement over previous antifungals, [miconazole] and [clotrimazole], due to its broad spectrum and good absorption. However, it was discovered that ketoconazole produces frequent gastrointestinal side effects and dose-related hepatitis.[A188054,A188057] These effects combined with waning efficacy led to its eventual replacement by triazole agents, [fluconazole], [itraconazole], [voriconazole], and [posaconazole]. Ketoconazole and its predecessor [clotrimazole] continue to be used in topical formulations.
Indications and Usage Ketoconazole is used in the treatment or prevention of fungal infections including blastomycosis, candidiasis, coccidioidomycosis, histoplasmosis, chromomycosis, and paracoccidioidomycosis.[FDA Label] In Europe, it is also used in the treatment of endogenous Cushing's syndrome.[L7736]
Marketing Status approved; investigational
ATC Code D01AC08; G01AF11; H02CA03; J02AB02
DrugBank ID DB01026
KEGG ID D00351
MeSH ID D007654
PubChem ID 3823
TTD Drug ID D0B4IF
NDC Product Code 60524-000; 62991-1461; 63629-8677; 68788-8257; 51927-0065; 52286-0009; 35573-433; 43538-531; 50090-6142; 63629-8675; 63629-8819; 70518-0915; 72789-052; 53002-8151; 63629-8820; 71205-105; 68071-2902; 70518-3367; 71085-008; 72189-428; 58159-091; 50090-0720; 51672-1298; 53002-8150; 68071-2309; 59349-0001; 0093-3219; 45802-465; 50090-6069; 63629-8676; 63646-010; 70518-2831; 72189-180; 51407-279; 55505-192; 63187-774; 68788-7755; 49452-3913; 66478-0145; 16714-955; 43538-530; 45802-532; 66267-400; 71713-097; 38779-0279; 53069-0390; 0168-0099; 51672-4026; 64380-827; 68788-9903; 71335-1849; 65085-0028; 50090-5265; 51552-0627; 51927-3194; 68981-023; 55505-196; 60429-020
UNII R9400W927I
Synonyms Ketoconazole | R-41400 | R 41400 | R41400 | R41,400 | Nizoral
Chemical Information
Molecular Formula C26H28Cl2N4O4
CAS Registry Number 65277-42-1
SMILES CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OCC3COC(O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl
Chemical Structure
ADRs Induced by Drug
*The priority for ADR severity classification is based on FAERS assessment, followed by the most severe level in CTCAE rating. If neither is available, it will be displayed as 'Not available'.
**The 'Not Available' level is hidden by default and can be restored by clicking on the legend twice..
ADR Term ADReCS ID ADR Frequency (FAERS) ADR Severity Grade (FAERS) ADR Severity Grade (CTCAE)
Eye swelling06.08.03.0030.000066%Not Available
Fatigue08.01.01.0020.000653%
Feeling abnormal08.01.09.014--Not Available
Feeling hot08.01.09.009--Not Available
Flatulence07.01.04.0020.000560%
Fontanelle bulging18.04.04.001; 17.02.05.006--Not Available
Gastrointestinal disorder07.11.01.0010.000178%Not Available
Gastrointestinal pain07.01.05.005--
Gynaecomastia05.05.02.003; 21.05.04.003--
Haematochezia24.07.02.012; 07.12.02.003--Not Available
Haematuria21.10.01.018; 24.07.01.047; 20.02.01.006--
Haemolytic anaemia01.06.03.002--Not Available
Hair colour changes23.02.06.0010.000448%
Hair texture abnormal23.02.06.0040.000257%
Headache17.14.01.0010.001800%
Hepatic failure09.01.03.0020.000066%
Hepatic function abnormal09.01.02.0010.000132%Not Available
Hepatic necrosis09.01.07.002--
Hepatic pain09.01.05.0050.000066%
Hepatitis09.01.07.0040.000132%Not Available
Hepatitis cholestatic09.01.01.002--Not Available
Hepatocellular injury09.01.07.0080.000132%Not Available
Hepatotoxicity12.03.01.008; 09.01.07.0090.000264%Not Available
Hypersensitivity10.01.03.0030.000448%
Hypertension24.08.02.0010.000277%
Hypertriglyceridaemia14.08.02.0010.000066%
Hypoaesthesia23.03.03.081; 17.02.06.0230.000145%Not Available
Hypokalaemia14.05.03.0020.000264%
Hypotension24.06.03.0020.000165%
Hypothyroidism14.11.01.012; 05.02.03.0010.000066%
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ADReCS-Target
Drug Name ADR Term Target
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