Structure of Econazole
CAS No.: 27220-47-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Econazole is an imidazole-derived and broad-spectrum antimycotic agent with fungistatic properties, working by inhibiting biosynthesis of ergosterol, thereby damaging the fungal cell wall membrane and altering its permeability.
Synonyms: (±)-Econazol
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Batch number can be found on the product's label following the word 'Batch'.
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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 27220-47-9 |
Formula : | C18H15Cl3N2O |
M.W : | 381.68 |
SMILES Code : | ClC1=CC=C(C(OCC2=CC=C(Cl)C=C2)CN3C=CN=C3)C(Cl)=C1 |
Synonyms : |
(±)-Econazol
|
MDL No. : | MFCD00800993 |
InChI Key : | LEZWWPYKPKIXLL-UHFFFAOYSA-N |
Pubchem ID : | 3198 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Nf1/C0//C0 DNSCs | 0.1-10 μM | 24 hours | To evaluate the effect of econazole on the proliferation and apoptosis of Nf1/C0//C0 DNSCs, results showed that econazole significantly reduced cell proliferation and induced apoptosis. | PMC10772348 |
NF1/C0//C0 hiPSC-SCPs | 0.15 μM | 72 hours | To evaluate the inhibitory effect of econazole on the proliferation of NF1/C0//C0 hiPSC-SCPs, results showed that econazole effectively inhibited cell proliferation and induced apoptosis. | PMC10772348 |
Candida albicans ATCC 23866 | 5.6 ± 0.3 μg/ml | To evaluate the in vitro antimycotic activity of econazole and PC-econazole against Candida albicans, showing identical MIC values. | PMC105848 | |
Candida albicans ATCC 48867 | 5.6 ± 0.3 μg/ml | To evaluate the in vitro antimycotic activity of econazole and PC-econazole against Candida albicans, showing identical MIC values. | PMC105848 | |
Rat aortic rings | 1x10^-5 M | 8 hours | To investigate the effect of Econazole on LPS-induced loss of vascular reactivity, results showed that Econazole partially inhibited the LPS-induced loss of reactivity. | PMC1909780 |
J774 murine macrophage cells | 1x10^-5 M | 20 hours | To investigate the effect of Econazole on LPS-induced iNOS activity, results showed that Econazole significantly inhibited LPS-induced [3H]-citrulline production. | PMC1909780 |
J774 cells | 10 μM | 4 h | Did not alter LPS-induced inducible NO synthase mRNA levels but almost completely abolished nitrite production | PMC1910171 |
J774 cells | 1-10 μM | 24 h | Inhibited LPS-induced nitrite production in a concentration-dependent manner without cytotoxicity | PMC1910171 |
PVN neurones | 10 µM | Blocked Trpm2 channels, significantly increased overall action current frequency (ACf) and inhibited the temperature effect | PMC10618372 | |
Mouse primary choroidal endothelial cells | 50 µM | 4 hours | To validate the protective effect of Econazole in primary cells. Results showed that Econazole significantly increased cell survival. | PMC6127142 |
Fusarium solani | 1.0 µg/mL | 48 hours | Evaluate the effect of NDDS on the antifungal activity of ECZ, results showed that NDDS significantly enhanced the antifungal activity of ECZ | PMC6058611 |
NCI-H520 (squamous cell carcinoma) | 22.3 μM | 24 hours | Econazole significantly decreased the viability of NCI-H520 cells in a dose-dependent manner. | PMC5740072 |
SK-SEM-1 (squamous cell carcinoma) | 22.2 μM | 24 hours | Econazole significantly decreased the viability of SK-SEM-1 cells in a dose-dependent manner. | PMC5740072 |
A549 (adenocarcinoma) | 13.5 μM | 24 hours | Econazole significantly decreased the viability of A549 cells in a dose-dependent manner. | PMC5740072 |
H661 (large cell lung cancer) | 6.0 μM | 24 hours | Econazole significantly decreased the viability of H661 cells in a dose-dependent manner. | PMC5740072 |
RF/6A endothelial cells | 1 to 100 µM | 4 hours | To evaluate the protective effect of Econazole against complement-mediated cell lysis. Results showed that Econazole significantly reduced cell lysis and increased cell survival at concentrations of 10, 20, and 50 µM. | PMC6127142 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
CBA/J (H-2k) mice | Experimental vaginal candidiasis model | Topical vaginal administration | 0.01 | Once daily for five consecutive days | To evaluate the therapeutic efficacy of econazole and PC-econazole in treating vaginal candidiasis in mice. Results showed that PC-econazole significantly reduced the C. albicans burden post-treatment, with some mice achieving complete clearance. | PMC105848 |
BALB/C nude mice | A549 tumor model | Intraperitoneal injection | 50 mg/kg | Once daily for 21 days | Econazole significantly suppressed A549 tumor growth without affecting mouse body weight. | PMC5740072 |
Nude mice | Human cNF xenograft model | Topical application | 1% econazole nitrate cream | Twice daily for 24, 48, or 72 hours | To evaluate the effect of econazole on apoptosis in tumor tissue in a human cNF xenograft model, results showed that econazole effectively induced apoptosis in tumor tissue. | PMC10772348 |
Japanese white rabbits | Fungal keratitis model | Topical ocular administration | 50 µL of 0.3% w/v | Single dose, sustained for 4 hours | Evaluate the effect of NDDS on corneal penetration and bioavailability of ECZ, results showed that NDDS significantly increased the concentration of ECZ in the cornea and aqueous humor | PMC6058611 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00385502 | Onychomycosis | Phase 2 | Unknown | June 2008 | United States, Arizona ... More >> Tucson, Arizona, United States, 85741 United States, New York New York, New York, United States, 10032 United States, Oregon Portland, Oregon, United States, 97210 Less << |
NCT03129321 | Tinea Pedis | Phase 3 | Completed | - | - |
NCT03129321 | - | Completed | - | - | |
NCT01696799 | Interdigital Tinea Pedis | Phase 2 | Completed | - | United States, California ... More >> Therapeutics Inc. San Diego, California, United States, 92123 Less << |
NCT01353976 | Tinea Pedis A... More >>thlete's Foot Less << | Phase 3 | Completed | - | United States, Florida ... More >> Francisco Flores, MD Miramar, Florida, United States, 33027 United States, Michigan Daniel M. Stewart, DO Clinton Township, Michigan, United States, 48038 United States, Nevada Cyaandi Dove, DPM Las Vegas, Nevada, United States, 89119 United States, Ohio Robert S. Haber, MD South Euclid, Ohio, United States, 44118 United States, South Carolina Cynthia Strout, MD Mt. Pleasant, South Carolina, United States, 29464 United States, Tennessee Michael H. Gold, MD Nashville, Tennessee, United States, 37215 United States, Texas Jeffrey Adelglass, MD Plano, Texas, United States, 75234 Less << |
NCT01353976 | - | Completed | - | - | |
NCT00768599 | - | Completed | - | - | |
NCT00915629 | Vaginal Candidiasis | Not Applicable | Terminated | - | France ... More >> Pileje 37 Quai de Grenelle, Paris, France, 75015 Less << |
NCT02713893 | Healthy | Phase 1 | Completed | - | Switzerland ... More >> CROSS Research S.A., Phase I Unit Arzo, Switzerland, CH-6864 Less << |
NCT01358240 | Tinea Pedis A... More >>thlete's Foot Less << | Phase 3 | Completed | - | United States, California ... More >> Sunil S. Dhawan, MD Fremont, California, United States, 94538 United States, Delaware Guy F. Webster, MD, PhD Hockessin, Delaware, United States, 19707 United States, Florida Marta I. Rendon, MD Boca Raton, Florida, United States, 33486 Jonathan Kantor, MD Jacksonville, Florida, United States, 32204 United States, Minnesota Steven E. Kempers, MD Fridley, Minnesota, United States, 55432 United States, Nebraska Joel Schlessinger, MD Omaha, Nebraska, United States, 68144 United States, Oregon Phoebe Rich, MD Portland, Oregon, United States, 97210 United States, Tennessee Edward J. Primka III, MD Knoxville, Tennessee, United States, 37917 United States, Texas Michael T. Jarratt, MD Austin, Texas, United States, 78759 William Abramovits, MD Dallas, Texas, United States, 75230 United States, Virginia David M. Pariser, MD, FAAD, FACP Norfolk, Virginia, United States, 23507 United States, Wisconsin Harry H. Sharata, MD, PhD Madison, Wisconsin, United States, 53719 Less << |
NCT02720783 | Healthy Women | Phase 1 | Completed | - | Switzerland ... More >> CROSS Research S.A., Phase I Unit Arzo, Switzerland, CH-6864 Less << |
NCT00768599 | Tinea Pedis A... More >>thlete's Foot Less << | Phase 2 | Completed | - | United States, California ... More >> Stacy Smith, MD San Diego, California, United States, 92123 United States, Michigan Daniel Stewart, DO Clinton Township, Michigan, United States, 48038 United States, Minnesota Steven Kempers, MD Fridley, Minnesota, United States, 55432 United States, Tennessee Michael Gold, MD Nashville, Tennessee, United States, 37215 United States, Texas Michael Jarratt, MD Austin, Texas, United States, 78759 United States, Utah Leonard Swinyer, MD Salt Lake City, Utah, United States, 84124 Less << |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.62mL 0.52mL 0.26mL |
13.10mL 2.62mL 1.31mL |
26.20mL 5.24mL 2.62mL |
Tags: Econazole | (±)-Econazol | Fungal | Antibiotic | imidazole antifungal | ergosterol synthesis inhibitor | fungal infections | dermatophyte | fungal cell membrane | membrane integrity | ergosterol synthesis | 27220-47-9
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H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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