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    Abacavir sulfate (ABC)
    Abacavir sulfate (ABC)

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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 #: V1826
    CAS #: 188062-50-2 Purity ≥98%

    Description: Abacavir (formerly also known as ABC, or 1592U89; trade names: Ziagen; Epzicom) is a commonly used nucleoside analogue of the NRTI class with potent antiviral activity against HIV-1. Abacavir is a widely used antiretroviral medication used to prevent and treat HIV/AIDS. It is of the nucleoside analog reverse transcriptase inhibitor (NRTI) type. Viral strains that are resistant to zidovudine (AZT) or lamivudine (3TC) are generally, but not always, sensitive to abacavir. It is on the World Health Organization's List of Essential Medicines, a list of the most important medication needed in a basic health system. 

    References: Lancet. 2002 Mar 2;359(9308):727-32; N Engl J Med. 2008 Feb 7;358(6):568-79.

    Related CAS#:136470-78-5 (free base); 136777-48-5 (HCl); 168146-84-7 (succinate); 1446418-48-9 (acetate); 384380-52-3 (Abacavir carboxylate); 188062-50-2 (sulfate) 

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    Molecular Weight (MW)335.35 
    FormulaC14H18N6O.1/2 H2O4S 
    CAS No.188062-50-2 (sulfate); 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: <1 mg/mL
    Water: 36 mg/mL (107.4 mM) 
    Ethanol: <1 mg/mL
    Other info
    Chemical Name: [(1S,4R)-4-[2-amino-6-(cyclopropylamino)purin-9-yl]cyclopent-2-en-1-yl]methanol sulfuric acid
    InChi Code: InChI=1S/C14H18N6O.H2O4S/c15-14-18-12(17-9-2-3-9)11-13(19-14)20(7-16-11)10-4-1-8(5-10)6-21;1-5(2,3)4/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19);(H2,1,2,3,4)/t8-,10+;/m1./s1
    SMILES Code: OC[[email protected]@H]1C=C[[email protected]](N2C=NC3=C(NC4CC4)N=C(N)N=C23)C1.O=S(O)(O)=O 
    SynonymsAbacavir Hemisulfate; ABC sulfate; 1592U89; ABC, Ziagen; Epzicom; 1592 U89; 1592 U89; 1592U-89; 1592-U89; 1592 U 89.

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    In Vitro

    In vitro activity: Abacavir sulfate (ABC) is a powerful nucleoside analog reverse transcriptase inhibitor (NRTI) used to treat HIV and AIDS. Target: NRTI Abacavir is a nucleoside reverse transcriptase inhibitor marketed since 1999 for the treatment of infection with the human immunodeficiency virus type 1 (HIV). Despite its clinical efficacy, abacavir administration has been associated with serious and sometimes fatal toxic events. Abacavir has been reported to undergo bioactivation in vitro, yielding reactive species that bind covalently to human serum albumin, but the haptenation mechanism and its significance to the toxic events induced by this anti-HIV drug have yet to be elucidated. The mechanism underlying abacavir hypersensitivity syndrome is related to the change in the HLA-B*5701 protein product.

    Cell Assay: Abacavir binds with high specificity to the HLA-B*5701 protein, changing the shape and chemistry of the antigen-binding cleft. This results in a change in immunological tolerance and the subsequent activation of abacavir-specific cytotoxic T cells, which produce a systemic reaction known as abacavir hypersensitivity syndrome.

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    ReferencesLancet. 2002 Mar 2;359(9308):727-32; N Engl J Med. 2008 Feb 7;358(6):568-79. 

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


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