An internal standard for the quantification of abacavir
Related Products
Unlabeled Version(s)
36925Abacavir 14746Abacavir (sulfate)
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Abacavir-d4

Item No. 30076

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,4R)-4-[2-amino-6-(cyclopropyl-2,2,3,3-d4-amino)-9H-purin-9-yl]-2-cyclopentene-1-methanol
CAS Number
1260619-56-4
Molecular Formula
C14H14D4N6O
Formula Weight
290.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Methanol (1:1): solubleDMSO: soluble
SMILES
NC1=NC(N([C@@]2([H])C=C[C@@H](CO)C2)C=N3)=C3C(NC4C([2H])([2H])C4([2H])[2H])=N1
InChi Code
InChI=1S/C14H18N6O/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/h1,4,7-10,21H,2-3,5-6H2,(H3,15,17,18,19)/t8-,10+/m1/s1/i2D2,3D2
InChi Key
MCGSCOLBFJQGHM-ZOTQTBSBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

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    Product Description

    Abacavir-d4 is intended for use as an internal standard for the quantification of abacavir (Item No. 14746) by GC- or LC-MS. Abacavir is a nucleoside analog and an inhibitor of HIV-1 reverse transcriptase (Ki = 2.1 µM for the wild-type enzyme).1 It inhibits replication of a variety of HIV-1 and HIV-2 strains, including strains resistant to 3'-azido-3'-deoxythymidine (zidovudine; Item No. 15492) or 2',3'-dideoxyinosine (didanosine; Item No. 23715), in HeLa cells stably expressing CD4 (IC50s = 5.8-21 µM). Abacavir inhibits replication of eight HIV-1 clinical isolates in phytohemagglutinin-stimulated isolated human peripheral blood lymphocytes with a mean IC50 value of 0.26 µM. It inhibits hepatitis B virus (HBV) DNA synthesis in HepG2 cells (IC50 = 7 µM) and is also active against human cytomegalovirus (CMV) strain AD169 and the Petaluma strain of feline immunodeficiency virus (FIV) in plaque reduction assays (IC50s = 32 and 0.4 µM, respectively). Formulations containing abacavir have been used in the treatment of HIV infection.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Daluge, S.M., Good, S.S., Faletto, M.B., et al. 1592U89, a novel carbocyclic nucleoside analog with potent, selective anti-human immunodeficiency virus activity. Antimicrob. Agents Chemother. 41(5), 1082-1093 (1997).