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    Enoxacin (AT-2266)
    Enoxacin (AT-2266)

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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 #: V1405
    CAS #: 74011-58-8 Purity ≥98%

    Description: Enoxacin (also known as AT-2266, CI919, Pd107779, NSC 629661) is an orally bioavailable, broad-spectrum antibacterial agent of the fluoroquinolone class. It acts by inhibiting bacterial DNA gyrase and topoisomerase IV, and is used to treat a wide variety of infections, e.g. urinary tract infections and gonorrhea. Enoxacin binds to the DNA active site and alters the breakage/reunion activity of the enzyme. Enoxacin stimulates cleavage of both relaxed and supercoiled forms of DNA in the absence of ATP.

    References: Proc Natl Acad Sci U S A. 2011 Mar 15;108(11):4394-9; J Biol Chem. 1997 Oct 24;272(43):27202-9.

    Related CAS#: 84294-96-2 (Enoxacin hydrate;Enoxacin sesquihydrate; AT-2266 hydrate; CI-919 hydrate); 74011-58-8 (free)

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    Molecular Weight (MW)320.32 
    FormulaC15H17FN4O3 
    CAS No.74011-58-8 (Enoxacin); 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 32 mg/mL (99.9 mM) 
    Water: <1 mg/mL
    Ethanol:  <1 mg/mL
    Other info

    Chemical Name: 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid

    InChi Key: IDYZIJYBMGIQMJ-UHFFFAOYSA-N

    InChi Code: InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)

    SMILES Code: CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O           

    SynonymsAT-2266; CI-919; NSC-629661; AT 2266; CI 919; NSC 629661; AT2266; CI919; NSC629661; Enoxacin; Penetrex; Enoxacine; Comprecin; Enoxacino; PD 107779; PD-107779; PD107779; Penetrex; Pierre Fabre Brand of Enoxacin; Sesquihydrate Rhône Poulenc Rorer; Brand of Enoxacin Sesquihydrate; Rhône-Poulenc Rorer Brand of Enoxacin Sesquihydrate; Sesquihydrate, Enoxacin


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    In Vitro

    In vitro activity: Enoxacin, a fluoroquinolone used as an antibacterial compound, enhances the production of miRNAs with tumor suppressor functions by binding to the miRNA biosynthesis protein TAR RNA-binding protein 2 (TRBP). Enoxacin binds to the DNA active site and alters the breakage/reunion activity of the enzyme. Enoxacin stimulates cleavage of both relaxed and supercoiled forms of DNA in the absence of ATP, whereas CcdB induces cleavage only after many cycles of ATP-dependent breakage and reunion. Enoxacin dose dependently reduces the number of osteoclasts differentiating in mouse marrow cultures stimulated with 1,25-dihydroxyvitamin D(3), as well as markers of osteoclast activity, and the number of resorption lacunae formed on bone slices. Enoxacin inhibits osteoclast formation at concentrations where osteoblast formation is not altered. Enoxacin dose-dependently reduces the number of multinuclear cells expressing tartrate-resistant acid phosphatase (TRAP) activity produced by RANK-L-stimulated osteoclast precursors. Enoxacin directly inhibits osteoclast formation without affecting cell viability by a novel mechanism that involves changes in posttranslational processing and trafficking of several proteins with known roles in osteoclast function. Enoxacin is able to decrease cell viability, induce apoptosis, cause cell cycle arrest, and inhibit the invasiveness of prostate cancer (PCa) cell lines. Enoxacin is also effective in restoring the global expression of miRNAs in prostate cancer (PCa) cell lines.

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    References

    Proc Natl Acad Sci U S A. 2011 Mar 15;108(11):4394-9; J Biol Chem. 1997 Oct 24;272(43):27202-9. 


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

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