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    Econazole nitrate (NSC 243115; Spectazole)
    Econazole nitrate (NSC 243115; Spectazole)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0697
    CAS #: 24169-02-6 Purity ≥98%

    Description: Econazole Nitrate (formerly also known as NSC-243115; SQ-13050; Spectazole) is a potent calcium channel blocker/CCB used as an imidazole-based antifungal medicine against infections caused by fungus. It was approved in 1974 for treating a variety of fungal skin infections such as athlete's foot, jock itch, and ringworm. Econazole nitrate is an effective inducer of micronuclei over a narrow dose range in cell lines V79, XEM2 and XEMd-MZ (expresses CYP1A2). Econazole nitrate inhibits the proliferation of MCF-7 cells in a time- and dose-dependent manner by MTT method and colony forming assay. Econazole nitrate results in typical characteristics of apoptosis including the morphological changes and DNA fragmentation in MCF-7 cells. 

    References: Eur J Pharmacol. 2006 Feb 15;531(1-3):1-8; Iran J Pharm Res. 2014 Fall;13(4):1327-34.

    Related CAS #:  27220-47-9 (free);24169-02-6 (nitrate);   

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    Molecular Weight (MW)444.7 
    FormulaC18H15Cl3N2O.HNO3 
    CAS No.24169-02-6 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 89 mg/mL (200.1 mM) 
    Water: <1 mg/mL
    Ethanol: 5 mg/mL (11.2 mM) 
    Solubility (In vivo)

    Chemical Name: 1-[2-[(4-chlorophenyl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole;nitric acid

    InChi Key: DDXORDQKGIZAME-UHFFFAOYSA-N

    InChi Code: InChI=1S/C18H15Cl3N2O.HNO3/c19-14-3-1-13(2-4-14)11-24-18(10-23-8-7-22-12-23)16-6-5-15(20)9-17(16)21;2-1(3)4/h1-9,12,18H,10-11H2;(H,2,3,4)

    SMILES Code: C1=CC(=CC=C1COC(CN2C=CN=C2)C3=C(C=C(C=C3)Cl)Cl)Cl.[N+](=O)(O)[O-]

    SynonymsNSC 243115; NSC-243115; NSC243115; Econazole Nitrate; R 14,827; R 14827; Spectazole; SQ 13050; SQ13050; SQ-13050; Ecoza; epi-Pevaryl; Gyno-pevaryl; Ifenec.


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    In Vitro

    In vitro activity: Econazole nitrate is an effective inducer of micronuclei over a narrow dose range in cell lines V79, XEM2 and XEMd-MZ (expresses CYP1A2). Econazole nitrate inhibits the proliferation of MCF-7 cells in a time- and dose-dependent manner by MTT method and colony forming assay. Econazole nitrate results in typical characteristics of apoptosis including the morphological changes and DNA fragmentation in MCF-7 cells. Econazole nitrate results in the decrease expression of procaspase-3, procaspase-9 and bcl-2. Econazole inhibits ADP-ribose-activated currents in HEK-293 cells expressing recombinant human TRPM2 (hTRPM2). Econazole produces an essentially complete inhibition of the TRPM2-mediated current.  Econazole (25-50 mM) partially inhibits capacitative Ca2+ entry induced by cyclopiazonic acid, another endoplasmic reticulum Ca2+ pump inhibitor. Econazole induces Ca2+ influx via two separate pathways: one is sensitive to La3+, the other is not. Econazole reversibly inhibits (Bu)(2)cAMP-stimulated progesterone production in a dose- and time-dependent manner in MA-10 cells without affecting total protein synthesis or P450(scc) and 3beta-hydroxysteroid dehydrogenase (3beta-HSD) enzyme expression or activity. Econazole is a store-operated Ca2+ channel antagonist which induces cytotoxic cell death of leukemia. Econazole (5-20 mM) arrests human colon cancer cells at the G0/G1 phase of the cell cycle. Econazole induces COLO 205 cells apoptosis evidenced by ladder formation in DNA fragmentation assay and sub-G1 peak.

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    References

    Eur J Pharmacol. 2006 Feb 15;531(1-3):1-8; Iran J Pharm Res. 2014 Fall;13(4):1327-34. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Econazole nitrate

    Effect of EN on MCF-7 cells colony formation. Iran J Pharm Res. 2014 Fall;13(4):1327-34.
     

    Econazole nitrate

    EN-induced apoptotic morphological changes. MCF-7 cells were incubated in the medium alone for 48 h (A) or in the medium containing 40 M EN for 48 h (B). Iran J Pharm Res. 2014 Fall;13(4):1327-34.


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