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Ketoconazole

Generic Name
Ketoconazole
Brand Names
Extina, Ketodan, Ketoderm, Nizoral, Xolegel, Ketoconazole HRA
Drug Type
Small Molecule
Chemical Formula
C26H28Cl2N4O4
CAS Number
65277-42-1
Unique Ingredient Identifier
R9400W927I

Overview

Ketoconazole is an imidazole antifungal agent used in the prevention and treatment of a variety of fungal infections. It functions by preventing the synthesis of ergosterol, the fungal equivalent of cholesterol, thereby increasing membrane fluidity and preventing growth of the fungus. Ketoconazole was first approved in an oral formulation for systemic use by the FDA in 1981. 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. 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.

Background

Ketoconazole is an imidazole antifungal agent used in the prevention and treatment of a variety of fungal infections. It functions by preventing the synthesis of ergosterol, the fungal equivalent of cholesterol, thereby increasing membrane fluidity and preventing growth of the fungus. Ketoconazole was first approved in an oral formulation for systemic use by the FDA in 1981. 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. 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.

Indication

Ketoconazole is used in the treatment or prevention of fungal infections including blastomycosis, candidiasis, coccidioidomycosis, histoplasmosis, chromomycosis, and paracoccidioidomycosis. In Europe, it is also used in the treatment of endogenous Cushing's syndrome.

Associated Conditions

  • Bacterial Vaginosis (BV)
  • Blastomycosis
  • Candidiasis, Systemic
  • Chromoblastomycosis
  • Chronic Mucocutaneous Candidiasis (CMC)
  • Coccidioidomycosis
  • Dandruff
  • Endogenous Cushing's Syndrome
  • Fungal Infections
  • Histoplasmosis
  • Paracoccidioidomycosis
  • Seborrheic Dermatitis
  • Tinea Corporis caused by Epidermophyton floccosumin
  • Tinea Corporis caused by Trichophyton mentagrophytes
  • Tinea Corporis caused by Trichophyton rubrum
  • Tinea Cruris caused by Epidermophyton floccosumin
  • Tinea Cruris caused by Trichophyton mentagrophytes
  • Tinea Cruris caused by Trichophyton rubrum
  • Tinea Pedis caused by Epidermophyton floccosumin
  • Tinea Pedis caused by Trichophyton mentagrophytes
  • Tinea Pedis caused by Trichophyton rubrum
  • Vaginal Candidiasis
  • Vulvovaginal Candidiasis
  • Cutaneous candidiasis
  • Recalcitrant Dermatophytosis
  • Tinea versicolor caused by Malassezia infection

FDA Approved Products

KETOCONAZOLE
Manufacturer:A-S Medication Solutions
Route:ORAL
Strength:200 mg in 1 1
Approved: 2023/08/01
NDC:50090-6142
Ketoconazole
Manufacturer:REMEDYREPACK INC.
Route:TOPICAL
Strength:20 mg in 1 g
Approved: 2024/01/09
NDC:70518-3367
KETOCONAZOLE
Manufacturer:DIRECT RX
Route:TOPICAL
Strength:20 mg in 1 g
Approved: 2020/01/20
NDC:61919-841
Ketoconazole
Manufacturer:Preferred Pharmaceuticals Inc.
Route:TOPICAL
Strength:20 mg in 1 mL
Approved: 2023/07/17
NDC:68788-8257
Ketoconazole
Manufacturer:Rebel Distributors Corp
Route:TOPICAL
Strength:20 mg in 1 g
Approved: 2010/09/29
NDC:21695-554

Singapore Approved Products

PRISTINEX CREAM 2% w/w
Manufacturer:XEPA-SOUL PATTINSON (MALAYSIA) SDN BHD
Form:CREAM
Strength:2% w/w
Online:Yes
Approved: 1999/01/21
Approval:SIN10695P
SUNAZOL TABLET 200 mg
Manufacturer:SUNWARD PHARMACEUTICAL PRIVATE LIMITED
Form:TABLET
Strength:200 mg
Online:Yes
Approved: 1998/08/05
Approval:SIN09928P
SEBIZOLE SHAMPOO 2% w/w
Manufacturer:DOUGLAS MANUFACTURING LTD.
Form:SHAMPOO
Strength:2% w/w
Online:Yes
Approved: 2001/08/16
Approval:SIN11630P
PHYTORAL OINTMENT 2% w/w
Manufacturer:Micro Labs Limited
Form:OINTMENT
Strength:2% w/w
Online:Yes
Approved: 1998/09/17
Approval:SIN10030P
NIZORAL CREAM 2%
Manufacturer:JANSSEN PHARMACEUTICA NV
Form:CREAM
Strength:20 mg/g
Online:Yes
Approved: 1988/05/13
Approval:SIN01117P

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