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)
Abdominal discomfort07.01.06.0010.000323%Not Available
Abdominal distension07.01.04.0010.000198%
Abdominal pain07.01.05.0020.000389%
Abdominal pain upper07.01.05.003--
Acute febrile neutrophilic dermatosis23.03.03.033; 01.02.01.0060.000099%Not Available
Adrenal insufficiency14.11.01.004; 05.01.02.0010.000330%
Alcohol intolerance14.02.01.001--
Alopecia23.02.02.0010.000626%
Anaphylactic reaction24.06.03.006; 10.01.07.0010.000099%
Anaphylactic shock24.06.02.004; 10.01.07.002--Not Available
Anaphylactoid reaction24.06.03.007; 10.01.07.0030.000132%Not Available
Angioedema23.04.01.001; 10.01.05.009; 22.04.02.0080.000066%Not Available
Application site erythema23.03.06.005; 12.07.01.001; 08.02.01.0010.000066%Not Available
Application site pain12.07.01.004; 08.02.01.0040.000257%Not Available
Application site reaction12.07.01.006; 08.02.01.006--Not Available
Arrhythmia02.03.02.001--Not Available
Arthralgia15.01.02.001--
Asthenia08.01.01.0010.000165%Not Available
Atrioventricular block02.03.01.0020.000066%Not Available
Atrioventricular block complete02.03.01.0030.000132%
Azoospermia21.03.03.001--
Blister23.03.01.001; 12.01.06.0020.000224%Not Available
Blood triglycerides increased13.12.03.001--Not Available
Body temperature increased13.15.01.001--Not Available
Bradycardia02.03.02.0020.000099%Not Available
Breast discharge21.05.05.0010.000066%Not Available
Burning sensation17.02.06.001; 08.01.09.0290.000402%Not Available
Cardiac arrest02.03.04.0010.000066%
Chest pain22.12.02.003; 08.01.08.002; 02.02.02.011--Not Available
Chills15.05.03.016; 08.01.09.0010.000099%
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ADReCS-Target
Drug Name ADR Term Target
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