Details
Stereochemistry | RACEMIC |
Molecular Formula | C14H14Cl2N2O |
Molecular Weight | 297.18 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
ClC1=CC(Cl)=C(C=C1)C(CN2C=CN=C2)OCC=C
InChI
InChIKey=PZBPKYOVPCNPJY-UHFFFAOYSA-N
InChI=1S/C14H14Cl2N2O/c1-2-7-19-14(9-18-6-5-17-10-18)12-4-3-11(15)8-13(12)16/h2-6,8,10,14H,1,7,9H2
Enilconazole is a synthetic broad-spectrum antimycotic with a high activity against most of the common dermatophytes and various other fungi and yeasts. It is a selective inhibitor of ergosterol biosynthesis, an essential component of the cell membrane of fungi and yeasts. This results in irreversible changes which are the origin of the fungicidal effect. Enilconazole is marketed under the brand name Imaverol among others. Imaverol concentrated solution is a synthetic antimycotic with a potent antifungal action against dermatophytes such as: Trichophyton verrucosum, Trichophyton mentagrophytes, Trichophyton equinum, and Microsporum canis in horses and dogs.
Originator
Sources: http://www.beckerdata.com/reg/ | https://archive.epa.gov/pesticides/reregistration/web/pdf/2325fact.pdf
Curator's Comment: # Janssen Pharmaceutica (Johnson & Johnson)
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL340 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19070657 |
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Target ID: CHEMBL2231 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19070657 |
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Target ID: O75469|||Q9UJ26 Gene ID: 8856.0 Gene Symbol: NR1I2 Target Organism: Homo sapiens (Human) |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | IMAVEROL Approved UseIMAVEROL concentrated solution is a synthetic antimycotic with a potent antifungal action against dermatophytes such as: Trichophyton verrucosum, Trichophyton mentagrophytes, Trichophyton equinum, and Microsporum canis in horses and dogs. Launch Date2012 |
PubMed
Title | Date | PubMed |
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Use of computed tomography to predict the outcome of a noninvasive intranasal infusion in dogs with nasal aspergillosis. | 2003 Apr |
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Allergic contact dermatitis from 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy) ethyl]-1H-imidazole in a water-based metalworking fluid. | 2003 May |
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Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. | 2004 Apr |
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Treatment of dermatophytosis in dogs and cats: review of published studies. | 2004 Apr |
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Development of an in vitro, isolated, infected spore testing model for disinfectant testing of Microsporum canis isolates. | 2004 Jun |
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Inhibition of rainbow trout (Oncorhynchus mykiss) P450 aromatase activities in brain and ovarian microsomes by various environmental substances. | 2006 Nov |
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Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. | 2006 Nov 10 |
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Long-term outcomes in dogs with sinonasal aspergillosis treated with intranasal infusions of enilconazole. | 2007 Jan-Feb |
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Correlation between digestion of the lipid phase of smedds and release of the anti-HIV drug UC 781 and the anti-mycotic drug enilconazole from smedds. | 2007 May |
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Update on canine sinonasal aspergillosis. | 2007 Sep |
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Enilconazole treatment of horses with superficial Aspergillus spp. rhinitis. | 2008 Sep-Oct |
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Antifungal activity of tea tree oil from Melaleuca alternifolia against Trichophyton equinum: an in vivo assay. | 2009 Nov |
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Antimycotic effectiveness against dermatophytes: comparison of two in vitro tests. | 2010 Jun |
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Eradication of feline dermatophytosis in a shelter: a field study. | 2010 Jun |
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Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program. | 2010 Mar 15 |
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Medical management of Trichophyton dermatophytosis using a novel treatment regimen in L'Hoest's monkeys (Cercopithecus lhoesti). | 2010 Nov 27 |
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Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. | 2011 Feb 27 |
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Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. | 2011 Jun |
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Cell-Based High-Throughput Screening for Aromatase Inhibitors in the Tox21 10K Library. | 2015 Oct |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/vet/imaverol-can.html
The concentrated Imaverol (Enilconazole) is diluted in 50 parts of lukewarm water, which yields a 0.2% emulsion. Dispose of all unused diluted solutions.
Dermatophytes will extend into the hair follicles. Possible crusts must therefore be removed with a hard brush, which has been soaked in the diluted IMAVEROL emulsion. It is highly recommended that the animal be sprayed entirely at the first treatment so as to reach the subclinical lesions as well.
Horse: The lesions and surrounding skin are to be washed with the diluted emulsion 4 times at 3 to 4 day intervals.
Dog: The animals are to be washed with the diluted emulsion 4 times at 3 to 4 day intervals.
While doing this, one should rub thoroughly in the direction opposite to the hair growth to make sure that the skin is thoroughly wet. For the same reason, it is recommended to clip long-haired dogs prior to treatment.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22708367
A. niger strains were most susceptible to enilconazole. MIC ranged from 0.0625 to 0.5 ug/ml for enilconazole, with MIC90-0.5 ug/ml and MIC50-0.125 ug/ml.
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EPA PESTICIDE CODE |
111901
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ENILCONAZOLE
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ACTIVE MOIETY