An HIV-1 integrase inhibitor
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Labeled Version(s)
31319Cabotegravir-d5
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Cabotegravir

Item No. 27215

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,11aR)-N-[(2,4-difluorophenyl)methyl]-2,3,5,7,11,11a-hexahydro-6-hydroxy-3-methyl-5,7-dioxo-oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide
CAS Number
1051375-10-0
Synonyms
  • GSK744
  • GSK1265744A
Molecular Formula
C19H17F2N3O5
Formula Weight
405.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMF:PBS (pH 7.2) (1:20): 0.04 mg/mlDMSO: 10 mg/mlEthanol: Partially soluble
λmax
226, 247, 258 nm
SMILES
[H][C@@](N1C2=O)(OC[C@@H]1C)CN3C2=C(O)C(C(C(NCC4=CC=C(F)C=C4F)=O)=C3)=O
InChi Code
InChI=1S/C19H17F2N3O5/c1-9-8-29-14-7-23-6-12(16(25)17(26)15(23)19(28)24(9)14)18(27)22-5-10-2-3-11(20)4-13(10)21/h2-4,6,9,14,26H,5,7-8H2,1H3,(H,22,27)/t9-,14+/m0/s1
InChi Key
WCWSTNLSLKSJPK-LKFCYVNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Cabotegravir is an inhibitor of HIV-1 integrase (IC50 = 3 nM in a strand transfer assay).1 It inhibits HIV replication in MT-4 cells and peripheral blood mononuclear cells (PBMCs; IC50s = 1.3 and 0.2 nM, respectively). Cabotegravir (50 mg/kg) is protective against simian/human immunodeficiency virus (SHIV) infection in macaques when administered 1 week prior to viral challenge.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Johns, B.A., Kawasuji, T., Weatherhead, J.G., et al. Carbamoyl pyridone HIV-1 integrase inhibitors 3. A diastereomeric approach to chiral nonracemic tricyclic ring systems and the discovery of dolutegravir (S/GSK1349572) and (S/GSK1265744). J. Med. Chem. 56(14), 5901-5916 (2013).

    2. Andrews, C.D., Spreen, W.R., Mohri, H., et al. Long-acting integrase inhibitor protects macaques from intrarectal simian/human immunodeficiency virus. Science 343(6175), 1151-1154 (2014).