N-[(2,4-Difluorophenyl)methyl]-1,8-dihydro-9-hydroxy-2-[(1R)-3-hydroxy-1-methylpropyl]-1,8-dioxo-2H-pyrido[1,2-a]pyrazine-7-carboxamide

• CAT Number: C000386
• CAS Number: 1973402-05-9
• Molecular Formula: C₂₀H₁₉F₂N₃O₅
• Molecular Weight: 419.38
• Purity: ≥95%
• Synonyms: Dolutegravir impurity E; (R)-N-(2,4-Difluorobenzyl)-9-hydroxy-2-(4-hydroxybutan-2-yl)-1,8-dioxo-2,3,4,8-tetrahydro-1H-pyrido[1,2-a]pyrazine-7-carboxamide
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Appearance: Yellow Solid
• Storage: -20°C, Inert atmosphere

(R)-N-(2,4-Difluorobenzyl)-9-hydroxy-2-(4-hydroxybutan-2-yl)-1,8-dioxo-2,3,4,8-tetrahydro-1H-pyrido[1,2-a]pyrazine-7-carboxamide is impurity E of Dolutegravir , which is a second generation HIV-1 integrase strand transfer inhibitor. Dolutegravir is currently in Phase III clinical trials for the treatment of HIV infection. Dolutegravir has been shown to potently inhibit HIV replication in cells such as peripheral blood mononuclear cells (PBMCs), MT-4 cells and CIP4 cells infected with a self-inactivating PHIV lentiviral vector.

Reference

Kobayashi, M. et al. Antimicrob Agents Chemother., 55, 813 (2011); Garrido, C. et al.: Antiviral, Res., 90, 164 (2011); Lenz, J.C.C. et al.: Exp. Opin. Invest. Drugs, 20, 537 (2011);