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 For the treatment of the following systemic fungal infections: candidiasis, chronic mucocutaneous candidiasis, oral thrush, candiduria, blastomycosis, coccidioidomycosis, histoplasmosis, chromomycosis, and paracoccidioidomycosis.
Marketing Status Prescription; OTC; Discontinued
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 68788-7755; 51927-3194; 50090-1220; 52286-0009; 61919-841; 60524-000; 71335-1652; 43538-530; 38779-0279; 0395-8039; 63629-8675; 51407-279; 68981-023; 51672-1298; 68788-9915; 63629-8677; 70518-3367; 71335-1849; 66267-400; 68071-1614; 70518-2831; 71713-097; 53002-8150; 51927-0065; 72189-180; 68071-1709; 72789-052; 43063-882; 65085-0028; 50090-1675; 71335-0439; 0378-8136; 68071-1735; 43538-531; 0093-3219; 16110-080; 51552-0627; 51672-4026; 68788-9903; 45802-532; 63629-8676; 0168-0099; 59349-0001; 45802-465; 55505-192; 10695-071; 60429-020; 64380-827; 71085-008; 63187-774; 63646-010; 66478-0145; 35573-433; 50090-1992; 62991-1461; 53069-0390; 50090-1524; 63629-8819; 50090-3288; 16714-955; 50090-5265; 49452-3913; 71205-105; 70518-2315; 70518-0762; 63629-8820; 50090-0720; 68071-2309; 71052-490
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
ADR Related Proteins Induced by Drug
ADR Term Protein Name UniProt AC TTD Target ID PMID
Adverse drug reactionCytochrome P450 3A4P08684T378488805725; 8805726; 7489857; 8614120
ADRs Induced by Drug
ADR Term ADReCS ID ADR Frequency (FAERS) ADR Severity Grade (FAERS) ADR Severity Grade (CTCAE)
Photophobia17.17.02.006; 06.01.01.004--
Photosensitivity reaction23.03.09.003--
Platelet count decreased13.01.04.001--
Pruritus23.03.12.0010.002136%
Pyogenic granuloma23.10.01.001; 24.03.06.002; 16.26.01.001; 07.20.02.004--Not Available
Pyrexia08.05.02.003--
Rash23.03.13.0010.002300%Not Available
Rash pustular23.03.10.003; 11.01.12.002--
Renal failure20.01.03.0050.000129%Not Available
Respiratory distress22.02.01.0120.000329%Not Available
Rhabdomyolysis15.05.05.0020.000821%
Seborrhoea23.02.07.001--Not Available
Seborrhoeic dermatitis23.03.04.018--Not Available
Sinus congestion22.04.06.0010.000493%Not Available
Skin disorder23.03.03.007--Not Available
Skin exfoliation23.03.07.0030.000657%Not Available
Skin irritation23.03.04.009--Not Available
Somnolence19.02.05.003; 17.02.04.0060.000986%
Suicidal ideation19.12.01.0030.000493%
Swelling08.01.03.015--Not Available
Swelling face10.01.05.018; 23.04.01.018--Not Available
Syncope17.02.04.008; 02.01.02.008; 24.06.02.0120.000329%
Tension19.06.02.005--Not Available
Thrombocytopenia01.08.01.0020.000329%Not Available
Tongue discolouration07.14.02.006--Not Available
Urticaria23.04.02.001; 10.01.06.0010.000657%
Ventricular arrhythmia02.03.04.006--
Vomiting07.01.07.0030.001807%
Xeroderma23.01.02.003--Not Available
Mental status changes19.07.01.0010.000657%Not Available
The 5th Page    First    Pre   5 6 7    Next   Last    Total 7 Pages