Miconazole Systematic (IUPAC) name (RS)-1-(2-(2,4-Dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole Clinical data Trade names Monistat AHFS/Drugs.com MedlinePlus Pregnancy cat. ? Legal status POM (UK) OTC (US) Routes topical, vaginal Pharmacokinetic data Bioavailability n/a Metabolism n/a Half-life n/a Excretion n/a Identifiers CAS number ATC code D01 A01 A07 G01 PubChem IUPHAR ligand DrugBank ChemSpider UNII KEGG ChEBI ChEMBL Chemical data Formula C18H14Cl4N2O Mol. mass 416.127 g/mol SMILES & (what is this?)
Miconazole is an imidazole antifungal agent, developed by Janssen Pharmaceutica, commonly applied topically to the skin or to 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 that also contain ergosterol in their cell membranes. In addition to its antifungal and antiparasitic actions, it also has some limited antibacterial properties. It is marketed in various formulations under various brand names.
Miconazole is also used in Ektachrome film developing 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 C-41RA rapid access color negative developing process.
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.
Unlike nystatin, some miconazole is absorbed by the intestinal tract when used orally (and possibly if used vaginally) which may lead to drug interactions.
Brand names and formulations
Oral treatment: (brands: Daktarin in UK)
- Oral gel 24 mg/ml (20 mg/g)
- Oravig 50 mg once daily buccal tablet:
On April 16, 2010 the U.S. Food and Drug Administration approved Oravig (miconazole) buccal tablets once daily for the local treatment of oropharyngeal candidiasis (OPC), more commonly known as thrush, in adults and children age 16 and older. Oravig is the first and only local, oral prescription formulation of miconazole - an antifungal medication - approved for this use in the U.S.
External skin treatment: (brands: Desenex in US and Canada (not to be confused with Tussionex), Micatin, Monistat-Derm, Daktarin in UK, Australia, Belgium and the Philippines, Decocort in Malaysia)
- Topical cream: 2%.
- Combination: 2% cream with 1% hydrocortisone (Daktacort in UK, Daktodor in Greece)
Vaginal treatment: (brands: Miconazex, Monistat, Femizol or Gyno-Daktarin in UK)
- Pessaries: 200 mg or 100 mg
- Vaginal cream: 2% (7-day treatment); 4% (3-day treatment)
- Combination: 2% cream with either 100 mg or 200 mg.
The solubilities of miconazole nitrate powder are 0.03% in water 0.76% in ethanol and up to 4% in acetic acid.
- Miconazole (www.meds-help.com)
- Miconazole (National Institutes of Health)
- United States Patent 5461068 Imidazole derivative tincture and method of manufacture
- 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)
Stomatological preparations (A01) Caries prophylactic agents Anti-infectives and antisepticsAmphotericin B • Benzoxonium chloride • Chlorhexidine • Chlortetracycline • Clotrimazole • Domiphen bromide • Doxycycline • Eugenol • Hexetidine • Hydrogen peroxide • Mepartricin • Metronidazole • Miconazole • Minocycline • Natamycin • Neomycin • Oxyquinoline • Polynoxylin • Sodium perborate • Tetracycline • Tibezonium iodide Corticosteroids (Glucocorticoids) Other Antidiarrheals, intestinal anti-inflammatory/anti-infective agents (A07) Rehydration Intestinal anti-infectives
Arsenical (Acetarsol)Oxyquinoline (Broxyquinoline)
Intestinal adsorbents Antipropulsives (opioids) Intestinal anti-inflammatory agents Antidiarrheal micro-organisms Other antidiarrheals Antifungals (D01 and J02) Wall/
inhibitorstopical: Thiabendazoleβ-glucan synthase
Thymidylate synthase inhibitors
Bromochlorosalicylanilide • Methylrosaniline • Tribromometacresol • Undecylenic acid • Polynoxylin • Chlorophetanol • Chlorphenesin • Ticlatone • Sulbentine • Ethyl hydroxybenzoate • Haloprogin • Salicylic acid • Selenium sulfide# • Ciclopirox • Amorolfine • Dimazole • Tolnaftate • Tolciclate • Sodium thiosulfate# • Whitfield's ointment# • Potassium iodide#PCP: Pentamidine • Dapsone • Atovaquone
#WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III Gynecological anti-infectives and antiseptics (G01) Antibiotics Arsenic compounds Quinoline derivatives Organic acids SulfonamidesSulfatolamide Imidazole derivatives Triazole derivatives Other Otologicals (S02) Anti-infectives Corticosteroids Analgesics and anesthetics
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Look at other dictionaries:
Miconazole — Énantiomère R du miconazole (à gauche) et S miconazole (à droite) Général … Wikipédia en Français
miconazole — ● miconazole nom masculin Médicament antifongique et antimicrobien, agissant sur les champignons microscopiques et les bactéries Gram positif … Encyclopédie Universelle
Miconazole — МИКОНАЗОЛ ( Miconazole ). (+) 1 [2,4 Дихлорb [(2,4 дихлорбензил)окси] фенэтил] имидазол. Синонимы: Дактарин, Aflorix, Albistat,Andergin, Daktar, Daktarin, Dermonistat, Drinax, Funginazol, Mezolitan, Micatin, Micogyn, Miconal, Micostate, Monistat … Словарь медицинских препаратов
miconazole — noun Etymology: micon (perhaps part blend, part alteration of myc and New Latin Monilia, a genus of fungi) + imidazole Date: 1970 an antifungal agent C18H14Cl4N2O administered especially in the form of its nitrate … New Collegiate Dictionary
miconazole — mi·con·a·zole (mĭ kŏnʹə zōl ) n. An antifungal used topically or parenterally. [Alteration of myco + benzimidazole.] * * * … Universalium
miconazole — noun An imidazole antifungal agent that works by inhibiting the synthesis of ergosterol … Wiktionary
miconazole — mi·con·a·zole mī kän ə .zōl n an antifungal agent administered esp. in the form of its nitrate C18H14Cl4N2O·HNO3 see MICATIN * * * n. a drug used to treat fungal infections, such as ringworm of the scalp, body, and feet, and candidosis (see… … Medical dictionary
miconazole — mi·con·a·zole … English syllables
miconazole — n. a drug used to treat fungal infections, such as ringworm of the scalp, body, and feet, and candidosis (see imidazole). It is administered by mouth, intravenous injection, intravaginally, and topically; side effects include itching, skin rash,… … The new mediacal dictionary
miconazole — noun an antifungal agent usually administered in the form of a nitrate (trade name Monistat) • Syn: ↑Monistat • Usage Domain: ↑trade name (for: ↑Monistat) • Hypernyms: ↑antifungal, ↑ … Useful english dictionary