Miconazole nitrate

Miconazole nitrate

Clinical data
Routes of administration	topical
ATC code	D01AC02 (WHO) A01AB09 (WHO) A07AC01 (WHO) G01AF04 (WHO)
Pharmacokinetic data
Bioavailability	n/a
Metabolism	n/a
Elimination half-life	n/a
Excretion	n/a
Identifiers
IUPAC name 1-[2-(2,4-dichlorophenyl)-2- [(2,4-dichlorophenyl) methoxy]ethyl]imidazole
CAS Number	22916-47-8
PubChem CID	4189
DrugBank	APRD01115
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C18H14Cl4N2O
Molar mass	416.127 g/mol

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Miconazole is an imidazole antifungal agent, developed by Janssen Pharmaceutica, and commonly applied topically (to the skin) or mucus membranes to cure fungal infections. It works by inhibiting the synthesis of ergosterol, a critical component of fungal cell membranes. It can also be used against certain species of Leishmania protozoa (which are a type of unicellular parasite), as these also contain ergosterol in their cell membranes. In addition to its antifungal and antiparasitic actions, it also has some limited antibacterial properties.

United States Patent 5461068 lists the solubilities of Miconazole nitrate powder in water at 0.03%, in ethanol at 0.76%; and in their novel method of using acetic acid to achieve solubilities of up to 4%.

Miconazole is also used in Ektachrome film developing (along with surfactants such as Photo-Flo) in the final rinse of the Kodak E-6 process and similar Fuji CR-56 process, replacing formaldehyde. Fuji Hunt also includes Miconazole as a final rinse additive in their formulation of the process C-41RA rapid access color negative developing process.

Indications

Miconazole is mainly used externally for the treatment of Athlete's foot, Ringworm and Jock Itch. Internal application is used for oral or vaginal thrush (yeast infection). In addition the oral gel may also be used for the lip disorder angular cheilitis.

It has an advantage over Nystatin in the treatment of neonatal oral thrush in that the latter is only licensed in the UK for those over the age of one month; but note the possibility for drug interactions.

Side effects

Unlike nystatin, some miconazole is absorbed by the intestinal tract when used orally (and possibly if used vaginally) which may lead to drug interactions.

Of note may be interactions with anticoagulants, phenytoin, terbinafine, some newer atypical antipsychotics, cyclosporin and some statins used to treat hypercholesterolemia.

Formulations

Oral treatment: (brands: Daktarin in UK)

• Oral gel 24mg/ml (20mg/g)

External skin treatment: (brands: Micatin, Monistat-Derm, Daktarin in UK)

• Topical cream: 2%.
• Combination: 2% cream with 1% hydrocortisone (Daktacort in UK)

Vaginal treatment: (brands: Monistat, Femizol or Gyno-Daktariin in UK)

• Pessaries: 200 mg or 100 mg
• Vaginal cream: 2%
• Combination: 2% cream with either 100mg or 200 mg pessaries.

See also

• Antifungal drugs
• Cremophor EL
• Castor oil
• E-6 process
• Ektachrome

External links

Medical

• Miconazole (www.meds-help.com)
• Miconazole (National Institutes of Health)
• United States Patent 5461068 Imidazole derivative tincture and method of manufacture

Photographic

• Kodak process E6 Ektachrome (color transparency) processing manual Z-119

• Kodak process E6 Q-LAB processing manual Z-6 (more details than processing manual Z119 above)

Template:Otologicals
hu:Mikonazol nl:Miconazol Template:Jb1