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24169-02-6,MFCD00058160
Catalog No.:AA00I4KL

24169-02-6 | 1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole; nitric acid

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00I4KL
Chemical Name:
1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole; nitric acid
CAS Number:
24169-02-6
Molecular Formula:
C18H16Cl3N3O4
Molecular Weight:
444.6963
MDL Number:
MFCD00058160
SMILES:
Clc1ccc(cc1)COC(c1ccc(cc1Cl)Cl)Cn1cncc1.[O-][N+](=O)O
Properties
Computed Properties
 
Complexity:
404  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
6  
Undefined Atom Stereocenter Count:
1  

Literature

Title: Design and synthesis of 1H-1,2,3-triazoles derived from econazole as antitubercular agents.

Journal: Bioorganic & medicinal chemistry letters 20121115

Title: Pharmacological comparison of novel synthetic fenamate analogues with econazole and 2-APB on the inhibition of TRPM2 channels.

Journal: British journal of pharmacology 20121101

Title: Effect of methoxychlor on Ca(2+) movement and viability in MDCK renal tubular cells.

Journal: Basic & clinical pharmacology & toxicology 20121001

Title: Enhanced transdermal delivery of 18β-glycyrrhetic acid via elastic vesicles: in vitro and in vivo evaluation.

Journal: Drug development and industrial pharmacy 20120701

Title: Distribution, behavior and fate of azole antifungals during mechanical, biological, and chemical treatments in sewage treatment plants in China.

Journal: The Science of the total environment 20120601

Title: Nanosized ethanolic vesicles loaded with econazole nitrate for the treatment of deep fungal infections through topical gel formulation.

Journal: Nanomedicine : nanotechnology, biology, and medicine 20120501

Title: Binding free energies of inhibitors to iron porphyrin complex as a model for Cytochrome P450.

Journal: Biopolymers 20120401

Title: Ultrasound-enhanced surfactant-assisted dispersive liquid-liquid microextraction and high-performance liquid chromatography for determination of ketoconazole and econazole nitrate in human blood.

Journal: Analytical and bioanalytical chemistry 20120101

Title: A novel transdermal fomulation of 18β-glycyrrhetic acid with lysine for improving bioavailability and efficacy.

Journal: Skin pharmacology and physiology 20120101

Title: The use of ammonium hydroxide as an additive in supercritical fluid chromatography for achiral and chiral separations and purifications of small, basic medicinal molecules.

Journal: Journal of chromatography. A 20111028

Title: Effect of diindolylmethane on Ca(2+) movement and viability in HA59T human hepatoma cells.

Journal: Archives of toxicology 20111001

Title: In-situ gel formulations of econazole nitrate: preparation and in-vitro and in-vivo evaluation.

Journal: The Journal of pharmacy and pharmacology 20111001

Title: Periocular rash.

Journal: JAMA 20110921

Title: Polymeric nanosponges as an alternative carrier for improved retention of econazole nitrate onto the skin through topical hydrogel formulation.

Journal: Pharmaceutical development and technology 20110801

Title: A prototype antifungal contact lens.

Journal: Investigative ophthalmology & visual science 20110801

Title: Chitosan/sulfobutylether-β-cyclodextrin nanoparticles as a potential approach for ocular drug delivery.

Journal: International journal of pharmaceutics 20110715

Title: Inhibition of bone resorption by econazole in rat osteoclast-like cells through suppressing TRPV5.

Journal: Archives of pharmacal research 20110601

Title: Asymmetric chemoenzymatic synthesis of miconazole and econazole enantiomers. The importance of chirality in their biological evaluation.

Journal: The Journal of organic chemistry 20110401

Title: Study of potential inhibitors of thyroid iodide uptake by using CHO cells stably expressing the human sodium/iodide symporter (hNIS) protein.

Journal: Journal of endocrinological investigation 20110301

Title: Synthesis and antitubercular activity of monocyclic nitroimidazoles: insights from econazole.

Journal: Bioorganic & medicinal chemistry letters 20110301

Title: Common features of periocular tinea.

Journal: Archives of ophthalmology (Chicago, Ill. : 1960) 20110301

Title: ABC50 modulates sensitivity of HL60 leukemic cells to endoplasmic reticulum (ER) stress-induced cell death.

Journal: Biochemical pharmacology 20110215

Title: Chemical inhibitors of the calcium entry channel TRPV6.

Journal: Pharmaceutical research 20110201

Title: Expression and characterization of Mycobacterium tuberculosis CYP144: common themes and lessons learned in the M. tuberculosis P450 enzyme family.

Journal: Biochimica et biophysica acta 20110101

Title: Whole-cell biotransformation assay for investigation of the human drug metabolizing enzyme CYP3A7.

Journal: Biochimica et biophysica acta 20110101

Title: [Determination of hemolytic activity and in vitro antifungal susceptibility of Trichophyton rubrum clinical strains].

Journal: Mikrobiyoloji bulteni 20110101

Title: Controlled study on thymol + eugenol vaginal douche versus econazole in vaginal candidiasis and metronidazole in bacterial vaginosis.

Journal: Arzneimittel-Forschung 20110101

Title: Oleic acid versus linoleic and α-linolenic acid. different effects on Ca2+ signaling in rat thymocytes.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20110101

Title: Chiral separation of econazole using micellar electrokinetic chromatography with hydroxypropyl-gamma-cyclodextrin.

Journal: Journal of pharmaceutical and biomedical analysis 20101215

Title: A predictive ligand-based Bayesian model for human drug-induced liver injury.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20101201

Title: First case of Trichophyton soudanense isolated in Tunisia.

Journal: Mycopathologia 20101101

Title: Econazole nitrate-loaded MCM-41 for an antifungal topical powder formulation.

Journal: Journal of pharmaceutical sciences 20101101

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Comparison of a glucose consumption based method with the CLSI M38-A method for testing antifungal susceptibility of Trichophyton rubrum and Trichophyton mentagrophytes.

Journal: Chinese medical journal 20100701

Title: Rapid analysis of aerosol drugs using nano extractive electrospray ionization tandem mass spectrometry.

Journal: The Analyst 20100601

Title: Structural basis of human CYP51 inhibition by antifungal azoles.

Journal: Journal of molecular biology 20100409

Title: Otomycosis: Diagnosis and treatment.

Journal: Clinics in dermatology 20100304

Title: Screening of antimycotics in Swedish sewage treatment plants--waters and sludge.

Journal: Water research 20100101

Title: Infectious keratitis caused by Aspergillus tubingensis.

Journal: Cornea 20090901

Title: Synthesis and evaluation of different fatty acid esters formulated into Precirol ATO-Based lipid nanoparticles as vehicles for topical delivery.

Journal: Chemical & pharmaceutical bulletin 20090701

Title: Micromolar Zn(2+) potentiates the cytotoxic action of submicromolar econazole in rat thymocytes: possible disturbance of intracellular Ca(2+) and Zn(2+) homeostasis.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090601

Title: Di(2-ethylhexyl)phthalate stimulates Ca(2+) entry, chemotaxis and ROS production in human granulocytes.

Journal: Toxicology letters 20090522

Title: Evaluation of solid lipid microparticles produced by spray congealing for topical application of econazole nitrate.

Journal: The Journal of pharmacy and pharmacology 20090501

Title: Extensive tinea versicolor mimicking Pityriasis rubra pilaris.

Journal: Journal of drugs in dermatology : JDD 20090501

Title: Polymer-lipid based mucoadhesive microspheres prepared by spray-congealing for the vaginal delivery of econazole nitrate.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20090302

Title: Physicochemical properties of antifungal drug-cyclodextrin complexes prepared by supercritical carbon dioxide and by conventional techniques.

Journal: Journal of pharmaceutical and biomedical analysis 20090220

Title: Improved bioequivalence assessment of topical dermatological drug products using dermatopharmacokinetics.

Journal: Pharmaceutical research 20090201

Title: Azole resistance in Mycobacterium tuberculosis is mediated by the MmpS5-MmpL5 efflux system.

Journal: Tuberculosis (Edinburgh, Scotland) 20090101

Title: Capacitative Ca2+ entry during Ca2+ undershoot in bovine airway smooth muscle.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20090101

Title: Laryngeal dyspnea in relation to an interaction between acenocoumarol and topical econazole lotion.

Journal: The American journal of geriatric pharmacotherapy 20080801

Title: Econazole-polycarbophil, a new delivery system for topical therapy: microbiological and clinical results on vaginal candidiasis.

Journal: Journal of chemotherapy (Florence, Italy) 20080601

Title: Development and validation of a method for quantitative determination of econazole nitrate in cream formulation by capillary zone electrophoresis.

Journal: Journal of chromatography. A 20080530

Title: Mitochondrial regulation by c-Myc and hypoxia-inducible factor-1 alpha controls sensitivity to econazole.

Journal: Molecular cancer therapeutics 20080301

Title: Mycobacterium tuberculosis CYP130: crystal structure, biophysical characterization, and interactions with antifungal azole drugs.

Journal: The Journal of biological chemistry 20080222

Title: Novel chemotherapy for tuberculosis: chemotherapeutic potential of econazole- and moxifloxacin-loaded PLG nanoparticles.

Journal: International journal of antimicrobial agents 20080201

Title: Econazole-evoked [Ca2+]i rise and non-Ca2+-triggered cell death in rabbit corneal epithelial cells (SIRC).

Journal: Journal of receptor and signal transduction research 20080101

Title: [Establishment and application of a murine transplant model of bone marrow purging of metastatic breast cancer cells in vitro].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20070901

Title: Enantioselective separation of azole compounds by EKC. Reversal of migration order of enantiomers with CD concentration.

Journal: Electrophoresis 20070801

Title: Solid lipid nanoparticles (SLN) as carriers for the topical delivery of econazole nitrate: in-vitro characterization, ex-vivo and in-vivo studies.

Journal: The Journal of pharmacy and pharmacology 20070801

Title: Near infrared spectrometry for the quantification of human dermal absorption of econazole nitrate and estradiol.

Journal: Pharmaceutical research 20070101

Title: [Tinea nigra palmaris: a clinical case in Argentina].

Journal: Revista Argentina de microbiologia 20070101

Title: Tyrosine phosphatase and cytochrome P450 activity are critical in regulating store-operated calcium channels in human fibroblasts.

Journal: Experimental & molecular medicine 20061231

Title: Antimycobacterial activity of econazole against multidrug-resistant strains of Mycobacterium tuberculosis.

Journal: International journal of antimicrobial agents 20061201

Title: Increase in anticoagulant effect of warfarin in a patient using econazole cream.

Journal: Journal of the American Academy of Dermatology 20061101

Title: A parenteral econazole formulation using a novel micelle-to-liposome transfer method: in vitro characterization and tumor growth delay in a breast cancer xenograft model.

Journal: Pharmaceutical research 20061101

Title: Inhibition of Ca2+ influx is required for mitochondrial reactive oxygen species-induced endoplasmic reticulum Ca2+ depletion and cell death in leukemia cells.

Journal: Molecular pharmacology 20061001

Title: Effects of Ca2+ channel blockers on store-operated Ca2+ channel currents of Kupffer cells after hepatic ischemia/reperfusion injury in rats.

Journal: World journal of gastroenterology 20060807

Title: What's your diagnosis? Nine-year-old girl with a pubic rash gone incognito.

Journal: Journal of pediatric and adolescent gynecology 20060801

Title: Azole antifungals as novel chemotherapeutic agents against murine tuberculosis.

Journal: FEMS microbiology letters 20060801

Title: Econazole attenuates cytotoxicity of 1-methyl-4-phenylpyridinium by suppressing mitochondrial membrane permeability transition.

Journal: Brain research bulletin 20060531

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: The potential of azole antifungals against latent/persistent tuberculosis.

Journal: FEMS microbiology letters 20060501

Title: Near-infrared spectrometry for the quantification of dermal absorption of econazole nitrate and 4-cyanophenol.

Journal: Pharmaceutical research 20060401

Title: Antimycotic influence of beta-cyclodextrin complexes--in vitro measurements using laser nephelometry in microtiter plates.

Journal: International journal of pharmaceutics 20060327

Title: A screening method for chiral selectors that does not require covalent attachment.

Journal: Journal of the American Chemical Society 20060222

Title: TRPV6 potentiates calcium-dependent cell proliferation.

Journal: Cell calcium 20060201

Title: Molecular properties of econazole and sulconazole relevant to bioavailability.

Journal: Acta poloniae pharmaceutica 20060101

Title: [Diagnosis at a glance. Leisure athlete with itchy back].

Journal: MMW Fortschritte der Medizin 20051208

Title: [Congenital cutaneous candidiasis: a case report and review].

Journal: Bulletin de la Societe de pathologie exotique (1990) 20051201

Title: Athlete's foot.

Journal: Clinical evidence 20051201

Title: Molecular mechanisms of econazole-induced toxicity on human colon cancer cells: G0/G1 cell cycle arrest and caspase 8-independent apoptotic signaling pathways.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20051001

Title: The role of TRPM channels in cell death.

Journal: Pflugers Archiv : European journal of physiology 20051001

Title: In vitro and ex vivo antimycobacterial potential of azole drugs against Mycobacterium tuberculosis H37Rv.

Journal: FEMS microbiology letters 20051001

Title: Nano-encapsulation of azole antifungals: potential applications to improve oral drug delivery.

Journal: International journal of pharmaceutics 20050914

Title: Effects of econazole on Ca2+ levels in and the growth of human prostate cancer PC3 cells.

Journal: Clinical and experimental pharmacology & physiology 20050901

Title: Econazole induces increases in free intracellular Ca2+ concentrations in human osteosarcoma cells.

Journal: Human & experimental toxicology 20050901

Title: Altered expression profile of mycobacterial surface glycopeptidolipids following treatment with the antifungal azole inhibitors econazole and clotrimazole.

Journal: Microbiology (Reading, England) 20050601

Title: [Experimental study on apoptosis in leukemia cells induced by econazole].

Journal: Zhongguo shi yan xue ye xue za zhi 20050601

Title: Poliosis associated with treatment of fungal endophthalmitis.

Journal: Orbit (Amsterdam, Netherlands) 20041201

Title: In vitro antifungal activity of sertaconazole compared with nine other drugs against 250 clinical isolates of dermatophytes and Scopulariopsis brevicaulis.

Journal: Chemotherapy 20041201

Title: Concurrent use of 5% natamycin and 2% econazole for the management of fungal keratitis.

Journal: Cornea 20041101

Title: Inhibition of TRPM2 channels by the antifungal agents clotrimazole and econazole.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20041001

Title: Usage of antifungal drugs for therapy of genital Candida infections, purchased as over-the-counter products or by prescription: I. Analyses of a unique database.

Journal: Infectious diseases in obstetrics and gynecology 20040601

Title: Antioxidative natural product protect against econazole-induced liver injuries.

Journal: Toxicology 20040301

Title: Increased calcium influx and ribosomal content correlate with resistance to endoplasmic reticulum stress-induced cell death in mutant leukemia cell lines.

Journal: The Journal of biological chemistry 20040220

Title: Dermatophyte-related granular parakeratosis.

Journal: The American Journal of dermatopathology 20040201

Title: A population-based case-control teratological study of vaginal econazole treatment during pregnancy.

Journal: European journal of obstetrics, gynecology, and reproductive biology 20031210

Title: Experimental evaluation of antifungal and antiseptic agents against Rhodotorula spp.

Journal: Mycoses 20031201

Title: The role of calcium channels in substance P-induced contractile response in the rat iris.

Journal: Peptides 20031201

Title: A randomised clinical trial comparing 2% econazole and 5% natamycin for the treatment of fungal keratitis.

Journal: The British journal of ophthalmology 20031001

Title: Enlarging pigmented patches on the hand.

Journal: International journal of dermatology 20031001

Title: Evaluation of in vitro activity of ciclopirox olamine, butenafine HCl and econazole nitrate against dermatophytes, yeasts and bacteria.

Journal: International journal of dermatology 20030901

Title: Effects of cytochrome P450 inhibitors on agonist-induced Ca2+ responses and production of NO and PGI2 in vascular endothelial cells.

Journal: Molecular and cellular biochemistry 20030601

Title: Antifungal agents of use in animal health--chemical, biochemical and pharmacological aspects.

Journal: Journal of veterinary pharmacology and therapeutics 20030201

Title: [The problem of otomycosis treatment].

Journal: Voenno-meditsinskii zhurnal 20030201

Title: Enhanced econazole penetration into human nail by 2-n-nonyl-1,3-dioxolane.

Journal: Journal of pharmaceutical sciences 20030101

Title: Sensitivity of myeloid leukemia cells to calcium influx blockade: application to bone marrow purging.

Journal: Experimental hematology 20021001

Title: Bradykinin induces a calcium-store- dependent calcium influx in mouse mesangial cells.

Journal: Nephron 20020601

Title: Hepatoprotective and therapeutic effects of tetramethylpyrazine on acute econazole-induced liver injury.

Journal: Planta medica 20020601

Title: Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.

Journal: The Journal of biological chemistry 20020419

Title: Purging of contaminating breast cancer cells from hematopoietic progenitor cell preparations using activation enhanced cell death.

Journal: Breast cancer research and treatment 20020401

Title: Effect of commercial ethanol propolis extract on the in vitro growth of Candida albicans collected from HIV-seropositive and HIV-seronegative Brazilian patients with oral candidiasis.

Journal: Journal of oral science 20020301

Title: Strategy for the development of automated methods involving dialysis and trace enrichment as on-line sample preparation for the determination of basic drugs in plasma by liquid chromatography.

Journal: Journal of chromatography. A 20020301

Title: Comparative study of the enantiomeric resolution of chiral antifungal drugs econazole, miconazole and sulconazole by HPLC on various cellulose chiral columns in normal phase mode.

Journal: Journal of pharmaceutical and biomedical analysis 20020115

Title: Pharmacological modulation of monovalent cation currents through the epithelial Ca2+ channel ECaC1.

Journal: British journal of pharmacology 20011001

Title: Comparison of the chiral resolution of econazole, miconazole, and sulconazole by HPLC using normal-phase amylose CSPs.

Journal: Fresenius' journal of analytical chemistry 20010801

Title: Comparison of in vitro activities of amphotericin, clotrimazole, econazole, miconazole, and nystatin against Fusarium oxysporum.

Journal: Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20010501

Title: Antifungal and immunomodulating activities of 1,4-benzothiazine azole derivatives: review.

Journal: Journal of chemotherapy (Florence, Italy) 20010201

Title: Bactericidal and inhibitory effects of azole antifungal compounds on Mycobacterium smegmatis.

Journal: FEMS microbiology letters 20001115

Title: In-vitro antifungal activity of sertaconazole, econazole, and bifonazole against Candida spp.

Journal: The Journal of antimicrobial chemotherapy 19951001

Title: In vitro activity of cloconazole, sulconazole, butoconazole, isoconazole, fenticonazole, and five other antifungal agents against clinical isolates of Candida albicans and Candida spp.

Journal: Mycopathologia 19920401

Title: Antifungal activity of the allylamine derivative terbinafine in vitro.

Journal: Antimicrobial agents and chemotherapy 19870901

Title: Thienpont, D., et al., Bilogical and toxicological properties of econazole, a broad-spectrum antimycotic. Arzneimittelforschung, 1975. 25(2): p. 224-30.

Title: Kates SG, et al. The antibacterial efficacy of econazole nitrate in interdigital toe web infections. J Am Acad Dermatol. 1990 Apr;22(4):583-6.

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Tags:24169-02-6 Molecular Formula|24169-02-6 MDL|24169-02-6 SMILES|24169-02-6 1-{2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl}-1H-imidazole; nitric acid