ketoconazole
Sign in to savethumb|150px|Stada Ketoconazole, sold under the brand name Nizoral, among others, is an antiandrogen, antifungal, and antiglucocorticoid medication used to treat a number of fungal infections. Applied to the skin it is used for fungal skin infections such as tinea, cutaneous candidiasis, pityriasis versicolor, dandruff, and seborrheic dermatitis. Taken by mouth it is a less preferred option and recommended for only severe infections when other agents cannot be used. Other uses include treatment of excessive male-patterned hair growth in women and Cushing's syndrome.
Key facts
- Drug.IUPAC_name
- 1-[4-[4-[[2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone | C=26 | H=28 | Cl=2 | N=4 | O=4 | SMILES = O=C(N5CCN(c4ccc(OC[C@@H]1O[C@](OC1)(c2ccc(Cl)cc2Cl)Cn3ccnc3)cc4)CC5)C | StdInChI_Ref = | StdInChI = 1S/C26H28Cl2N4O4/c1-19(33)31-10-12-32(13-11-31)21-3-5-22(6-4-21)34-15-23-16-35-26(36-23,17-30-9-8-29-18-30)24-7-2-20(27)14-25(24)28/h2-9,14,18,23H,10-13,15-17H2,1H3/t23-,26-/m0/s1 | StdInChI_comment = | StdInChIKey_Ref = | StdInChIKey = XMAYWYJOQHXEEK-OZXSUGGESA-N | density = | density_notes = | melting_point = | melting_high = | melting_notes = | boiling_point = | boiling_notes = | solubility = | sol_units = | specific_rotation =
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 457114462
- Drug.image
- Ketoconazole enantiomers.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.caption
- (2R,4S)-(+)-ketoconazole (top)(2S,4R)-(−)-ketoconazole (bottom)
- Drug.image2
- (2R,4S)-(+)-ketoconazole-from-xtal-3D-bs-17.png
- Drug.image_class2
- bg-transparent
- Drug.caption2
- Ball-and-stick model of (2R,4S)-(+)-ketoconazole
- Drug.chirality
- Racemic mixture
- Drug.tradename
- Nizoral, others
- Drug.MedlinePlus
- a682816
- Drug.DailyMedID
- Ketoconazole
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth (tablets), topical (cream, shampoo, solution)
- Drug.ATC_prefix
- J02
via Wikipedia infobox
Article
31 sectionsContents
- Medical uses
- Topical antifungal
- Systemic antifungal
- Off-label uses
- Hair loss
- Hormonal
- Contraindications
- Side effects
- Gastrointestinal
- Endocrine
- Liver
- Hypersensitivity
- Topical formulations
- Pregnancy
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Antifungal activity
- Antihormonal activity
- Other activities
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Generic names
- Brand names
- Availability
- Research
- Veterinary use
- References
thumb|150px|Stada
Ketoconazole, sold under the brand name Nizoral, among others, is an antiandrogen, antifungal, and antiglucocorticoid medication used to treat a number of fungal infections. Applied to the skin it is used for fungal skin infections such as tinea, cutaneous candidiasis, pityriasis versicolor, dandruff, and seborrheic dermatitis. Taken by mouth it is a less preferred option and recommended for only severe infections when other agents cannot be used. Other uses include treatment of excessive male-patterned hair growth in women and Cushing's syndrome.