Ivacaftor carboxylate is a structurally related impurity derived from the parent drug Ivacaftor, characterized by the incorporation of a carboxylate ester moiety at the terminal cyclopropane-substituted tetrahydrofuran ring. This compound retains the core pyridine-fused chromen-4-one scaffold but features an additional oxygenated ester functionality, altering its hydrophobicity and ionization profile. The presence of a 1-azabicyclo[2.2.2]octane ring system and a meta-substituted benzene ring further defines its pharmacophoric framework. It arises as a specific synthetic byproduct during API manufacturing, serving as a critical HPLC reference standard for quantitative impurity profiling in Ivacaftor formulations.
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InChI=1S/C24H26N2O5/c1-23(2,3)15-10-16(24(4,5)22(30)31)19(27)11-18(15)26-21(29)14-12-25-17-9-7-6-8-13(17)20(14)28/h6-12,27H,1-5H3,(H,25,28)(H,26,29)(H,30,31)
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