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    Lamivudine (BCH-189)
    Lamivudine (BCH-189)

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    This product is for research use only, not for human use. We do not sell to patients.
    Number: - + Pieces(InventoryPieces)
    InvivoChem Cat #: V1821
    CAS #: 134678-17-4Purity ≥98%

    Description: Lamivudine (formerly also known as GR109714X; 3TC, Heptovir, BCH-189; trade names: Epivir, Zeffix) is a potent nucleoside analog reverse transcriptase (NRTI) inhibitor, which has been approved for treatment of chronic HBV and HIV/AIDS. Lamivudine is a cytidine analog which acts asby inhibiting reverse transcriptase. It is effective against both HIV reverse transcriptase 1 and 2, as well as hepatitis B reverse transcriptase. Lamivudine must be phosphorylated to its triphosphate form before it is active.Lamivudine is on the WHO (World Health Organization)'s List of Essential Medicines, a list of the most important medication needed in a basic health system. 

    References: J Viral Hepat. 1999 Mar;6(2):89-106; Hepatology. 1997 Jul;26(1):216-25.

    Related CAS#: 173602-25-0 (Lamivudine impurity A RS); 131086-22-1 [Lamivudine, (+/-)-trans-]; 160552-54-5 [ Lamivudine sulfoxide, (R)-]; 1391052-30-4 (Lamivudine 13C,15N2)

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    Molecular Weight (MW)229.26 
    CAS No.134678-17-4 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 46 mg/mL (200.6 mM) 
    Water: 46 mg/mL (200.6 mM) 
    Ethanol: <1 mg/mL
    Other info
    Chemical Name: 4-amino-1-[(2R,5S)-2-(hydroxymethyl)-1,3-oxathiolan-5-yl]pyrimidin-2-one
    InChi Code: InChI=1S/C8H11N3O3S/c9-5-1-2-11(8(13)10-5)6-4-15-7(3-12)14-6/h1-2,6-7,12H,3-4H2,(H2,9,10,13)/t6-,7+/m0/s1
    SMILES Code: O=C1N=C(N)C=CN1[[email protected]@H]2CS[[email protected]](CO)O2 
    SynonymsGR109714X; BCH189; GR 109714X; BCH 189; GR-109714X; BCH-189; 3TC; Epivir, Zeffix, Heptovir

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    In Vitro

    In vitro activity: Lamivudine’s anti- HBV activity, like its anti-HIV activity, has been shown to depend on the ability of LMV-TP to serve as both substrate and inhibitor of the DNA- and RNA-dependent polymerase activities of the HBV P gene product. Lamivudine owes its activity to the remarkably broad substrate specificity of deoxycytidine kinase and the unusual substrate preference of the HBV polymerases for dNTPs with the unnatural L-conformation, whereas the anti-HBV activity of PCV appears to depend on several factors including optimal phosphorylation (sufficient for antiviral activity but not cytotoxicity) by key cellular enzymes, the long intracellular half-life of PCV-TP and the ability of PCV-TP to inhibit the HBV RT priming reaction as well as RT and DNA polymerase activity. Lamivudine and Penciclovir inhibits duck hepatitis B virus (DHBV) replication to a comparable extent when used alone, and in combination, the two nucleoside analogs acts synergistically over a wide range of clinically relevant concentrations. Lamivudine combined with Penciclovir is more effective in reducing the normally recalcitrant viral covalently closed circular (CCC) DNA form of DHBV than either drug alone. Lamivudine inhibits p24 antigen production by HIV-I in PBMC, with ED50s ranging from 0.07 μM to 0.2 μM.

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    ReferencesJ Viral Hepat. 1999 Mar;6(2):89-106; Hepatology. 1997 Jul;26(1):216-25. 

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


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