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Imidazole Antifungal
Aka: Imidazole Antifungal, Azole Antifungal, Clotrimazole, Lotrimin, Econazole, Spectazole, Oxiconazole, Oxistat, Sulconazole, Exelderm, Miconazole, Micatin- See Also
- Indications
- Dermatophyte Infection
- Cutaneous Candidiasis
- Tinea Versicolor
- Mechanism: Broad spectrum Antifungal activity
- Antifungal for dermatophytes and yeast
- Some Gram Positive antibacterial activity
- Preparations: Twice daily dosing
- Clotrimazole 1% (Lotrimin, Mycelex, OTC)
- Miconazole nitrate 2% (Monistat-Derm, Micatin, OTC)
- Econazole nitrate 1% (Spectazole)
- Preparations: Once daily dosing (long durability agents)
- Ketoconazole 2% (Nizoral)
- Oxiconazole nitrate 1% (Oxistat)
- Sulconazole (Exelderm)
| Medication Costs | ||
|---|---|---|
| Clotrimazole (on 2/9/2012 at DrugStore.com) | ||
| Clotrimazole 1% Solution 30ml Bottle | #1 for $24.99 | ($24.99/unit) |
| Clotrimazole 1% Solution 10ml Bottle | #1 for $17.99 | ($17.99/unit) |
| Clotrimazole 10mg Lozenges | #70 for $89.99 | ($1.29/unit) |
| Clotrimazole 1% Cream 15gm Tube | #1 for $15.99 | ($15.99/unit) |
| Clotrimazole 1% Cream 28gm Tube | #1 for $34.99 | ($34.99/unit) |
| Clotrimazole 1% Cream 30gm Tube | #1 for $35.99 | ($35.99/unit) |
| Clotrimazole 1% Cream 45gm Tube | #1 for $39.99 | ($39.99/unit) |
| Clotrimazole-Betamethasone (on 2/9/2012 at DrugStore.com) | ||
| Clotrimazole-Betamethasone 1-0.05% Cream 15gm Tube | #1 for $28.99 | ($28.99/unit) |
| Clotrimazole-Betamethasone 1-0.05% Lotion 30ml Bottle | #1 for $73.99 | ($73.99/unit) |
| Econazole Nitrate (on 2/9/2012 at DrugStore.com) | ||
| Econazole Nitrate 1% Cream 15gm Tube | #1 for $15.99 | ($15.99/unit) |
| Econazole Nitrate 1% Cream 30gm Tube | #1 for $24.99 | ($24.99/unit) |
| Econazole Nitrate 1% Cream 85gm Tube | #1 for $49.99 | ($49.99/unit) |
| Oxistat (on 2/9/2012 at DrugStore.com) | ||
| Oxistat 1% Cream 30gm Tube | #1 for $108.63 | ($108.63/unit) |
| Oxistat 1% Cream 60gm Tube | #1 for $183.99 | ($183.99/unit) |
| Oxistat 1% Lotion 30ml Bottle | #1 for $116.13 | ($116.13/unit) |
| Exelderm (on 2/9/2012 at DrugStore.com) | ||
| Exelderm 1% Cream 30gm Tube | #1 for $95.05 | ($95.05/unit) |
| Exelderm 1% Solution 30ml Bottle | #1 for $92.99 | ($92.99/unit) |
| Miconazole Nitrate (on 2/9/2012 at DrugStore.com) | ||
| Miconazole Nitrate 2% Cream 28gm Tube | #1 for $12.99 | ($12.99/unit) |
| FPNotebook does not benefit financially from showing this medication data or their pharmacy links. This information is provided only to help medical providers and their patients see relative costs. Insurance plans negotiate lower medication prices with suppliers. Prices shown here are out of pocket, non-negotiated rates. See Needy Meds for financial assistance information. | ||
Exelderm (C0720336) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | C033308 |
| English | Exelderm, exelderm, Bioglan brand of sulconazole nitrate, Westwood brand of sulconazole nitrate |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Lotrimin (C0699670) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | D003022 |
| English | Schering Brand of Clotrimazole, Clotrimazole Schering Brand, lotrimin, Lotrimin |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Micatin (C0721705) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| English | Micatin, micatin |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Oxistat (C0722355) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | C022155 |
| English | Glaxo Wellcome brand of oxiconazole nitrate, GlaxoSmithKline brand of oxiconazole nitrate, Oxistat |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Clotrimazole (C0009074) |
|
|---|---|
| Definition (NCI) | A synthetic, imidazole derivate with broad-spectrum, antifungal activity. Clotrimazole inhibits biosynthesis of sterols, particularly ergosterol, an essential component of the fungal cell membrane, thereby damaging and affecting the permeability of the cell membrane. This results in leakage and loss of essential intracellular compounds, and eventually causes cell lysis. |
| Definition (PDQ) | A synthetic, imidazole derivate with broad-spectrum, antifungal activity. Clotrimazole inhibits biosynthesis of sterols, particularly ergosterol, an essential component of the fungal cell membrane, thereby damaging and affecting the permeability of the cell membrane. This results in leakage and loss of essential intracellular compounds, and eventually causes cell lysis. Check for "http://www.cancer.gov/Search/ClinicalTrialsLink.aspx?id=39116&idtype=1" active clinical trials or "http://www.cancer.gov/Search/ClinicalTrialsLink.aspx?id=39116&idtype=1&closed=1" closed clinical trials using this agent. ("http://nciterms.nci.nih.gov:80/NCIBrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&code=C381" NCI Thesaurus) |
| Definition (MSH) | An imidazole derivative with a broad spectrum of antimycotic activity. It inhibits biosynthesis of the sterol ergostol, an important component of fungal CELL MEMBRANES. Its action leads to increased membrane permeability and apparent disruption of enzyme systems bound to the membrane. |
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | D003022 |
| SnomedCT | 332860008, 330922006, 387325003, 5797005 |
| English | Klotrimazole, 1H-Imidazole, 1-((2-chlorophenyl)diphenylmethyl)-, Clotrimazole [ear], Clotrimazole [skin], 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole, clotrimazole, CLOT, Clotrimazole [skin] (product), Clotrimazole [ear] (product), CLOTRIMAZOLE, Clotrimazole [Chemical/Ingredient], Clotrimazole product, Clotrimazole (product), Clotrimazole (substance), Clotrimazole, Clotrimazole [ear] (substance), Clotrimazole [skin] (substance) |
| Swedish | Klotrimazol |
| Czech | klotrimazol |
| Finnish | Klotrimatsoli |
| Russian | KLOTRIMAZOL, KANESTEN, КАНЕСТЕН, КЛОТРИМАЗОЛ |
| Spanish | clotrimazol (uso dermatológico) (producto), clotrimazol (uso dermatológico), clotrimazol (uso ótico), clotrimazol (uso ótico) (producto), clotrimazol (oído) (producto), clotrimazol (oído), clotrimazol (piel) (producto), clotrimazol (piel), clotrimazol (producto), clotrimazol (sustancia), clotrimazol, Clotrimazol |
| Japanese | クロトリマゾール |
| Polish | Klotrimazol, Klotrymazol |
| Croatian | KLOTRIMAZOL |
| French | Clotrimazole |
| German | Clotrimazol |
| Italian | Clotrimazolo |
| Portuguese | Clotrimazol |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Spectazole (C0723418) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| English | Spectazole, spectazole |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Miconazole (C0025942) |
|
|---|---|
| Definition (MSH) | An imidazole antifungal agent that is used topically and by intravenous infusion. |
| Definition (NCI) | An antifungal synthetic derivative of imidazole and used in the treatment of candidal skin infections, Miconazole selectively affects the integrity of fungal cell membranes, high in ergosterol content and different in composition from mammalian cells membranes. (NCI04) |
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | D008825 |
| SnomedCT | 331197003, 326243000, 324678005, 372738006, 42720001 |
| English | Miconazole, 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-((2,4-dichlorophenyl)methoxy)ethyl)-, Miconazole [genital], Miconazole [systemic], Micronazole, 1-[2-(2,4-Dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazole, Miconazole [oropharyngeal], Miconazole [systemic] (product), Miconazole [oropharyngeal] (product), Miconazole [genital] (product), miconazole, Miconazole [Chemical/Ingredient], MICONAZOLE, micronazole, miconazoles, Miconazole product, Miconazole (product), Miconazole (substance), Miconazole [genital] (substance), Miconazole [oropharyngeal] (substance), Miconazole [systemic] (substance) |
| Swedish | Mikonazol |
| Czech | mikonazol |
| Finnish | Mikonatsoli |
| Russian | MIKONAZOL, МИКОНАЗОЛ |
| Spanish | miconazol [uso genital] (producto), miconazol (orofaríngeo) (producto), miconazol [uso genital], miconazol (orofaríngeo), miconazol [uso sistémico] (producto), miconazol [uso sistémico], miconazol (producto), miconazol (sustancia), miconazol [sistémico] (producto), miconazol [sistémico], miconazol, Miconazol |
| Japanese | ミコナゾール硝酸塩, 硝酸ミコナゾール, アムリードD, ミコナゾール, コランゾール, サラシルト, ニトコナゾン, フロリードD, フロリード |
| Polish | Mikonazol |
| French | Miconazole |
| German | Miconazol |
| Italian | Miconazolo |
| Portuguese | Miconazol |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Econazole (C0013547) |
|
|---|---|
| Definition (MSH) | An imidazole derivative that is commonly used as a topical antifungal agent. |
| Definition (NCI) | An imidazole with antifungal property. Econazole compromises the integrity of fungal cell wall through inhibiting 14-alpha demethylase, which catalyzes conversion of lanosterol to ergosterol, an essential component of the fungal cell wall. As a result, this agent increases cellular permeability thereby resulting in leakage of cellular contents. Furthermore, econazole has also been implicated to inhibit endogenous respiration, interact with membrane phospholipids, inhibit purine uptake, and impair triglyceride and/or phospholipid biosynthesis. |
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | D004464 |
| SnomedCT | 18952006, 373471002 |
| English | Econazole, Ekonazole, 1H-Imidazole, 1-(2-((4-chlorophenyl)methoxy)-2-(2,4-dichlorophenyl)ethyl)-, Econazole [Chemical/Ingredient], ekonazole, econazole, Econazole (product), Econazole (substance), ECONAZOLE |
| Swedish | Ekonazol |
| Czech | ekonazol |
| Finnish | Ekonatsoli |
| Russian | EKONAZOL, EKONAZOLNITRAT, ЭКОНАЗОЛ, ЭКОНАЗОЛНИТРАТ |
| Japanese | パラベール, 硝酸エコナゾール, エコナゾール, エコナゾール硝酸塩 |
| Polish | Ekonazol |
| Spanish | econazol (producto), econazol (sustancia), econazol, Econazol |
| French | Éconazole |
| German | Econazol |
| Italian | Econazolo |
| Portuguese | Econazol |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
sulconazole (C0075503) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | C033308 |
| SnomedCT | 350207002, 108920000, 373448004 |
| English | sulconazole, sulconazole [Chemical/Ingredient], 1-(beta-(4''-chlorobenzylthio)-2'4'-dichlorophenethyl)imidazole, Sulconazole, Sulconazole (product), Sulconazole (substance), SULCONAZOLE |
| Spanish | Sulconazole, sulconazol (producto), sulconazol (sustancia), sulconazol |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Azole antifungal (C0360363) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| SnomedCT | 350195009, 373236000 |
| English | azole agents, azole agents (medication), Azole Antifungal, Azole Antifungal [EPC], azole antifungal, antifungals azole, antifungals azoles, Azole antifungal, Azole antifungal (product), Azole antifungal (substance), Azole Antifungals |
| Spanish | antimicótico azólico (producto), antimicótico azólico (sustancia), antimicótico azólico, azol antimicótico (producto), azol antimicótico (sustancia), azol antimicótico |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
Imidazole antifungal (C0360364) |
|
|---|---|
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| SnomedCT | 350196005, 372631007 |
| English | Imidazole antifungal, Imidazole antifungal (product), Imidazole antifungal (substance) |
| Spanish | antifúngico imidazol, antimicótico imidazol (sustancia), antimicótico imidazol, antimicótico imidazólico (producto), antimicótico imidazólico, imidazol antimicótico (sustancia) |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |
oxiconazole (C0069765) |
|
|---|---|
| Definition (NCI) | A broad spectrum imidazole derivative with antifungal activity. Although the exact mechanism of action has yet to be fully elucidated, oxiconazole, like other azole antifungals, most likely inhibits the cytochrome P450-dependent demethylation of lanosterol. This prevents the synthesis of ergosterol which is a crucial component of fungal cell membrane. By disrupting fungal cell membrane synthesis and integrity, oxiconazole alters fungal cell membrane permeability, promotes loss of essential intracellular components and eventually inhibits fungal cell growth. |
| Concepts | Organic Chemical (T109) , Pharmacologic Substance (T121) |
| MSH | C022155 |
| SnomedCT | 372778004, 57263002 |
| English | Ethanone, 1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-, O-((2,4-dichlorophenyl)methyl)oxime, (Z)-, mononitrate, oxiconazole, oxyconazole, oxiconazole [Chemical/Ingredient], Oxiconazole, Oxiconazole (product), Oxiconazole (substance), OXICONAZOLE |
| Spanish | oxiconazol (producto), oxiconazol (sustancia), oxiconazol |
| Sources |
Derived from the NIH UMLS (Unified Medical Language System) |