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Lumiracoxib has been associated with bioactivation resulting in the formation of a toxic intermediate leading to drug associated liver damage. Lumiracoxib--an NSAID CH3 Show a structural formula to indicate how lumiracoxib could be metabolized and bioactivated into a reactive NAPQI-like reactive intermediate that will account for its liver toxicity. Remember that in CYP450 catalyzed phase 1 drug metabolism the para- hydroxylation of an aromatic amine (an aniline derivative) is a very common metabolic reaction. If lumiracoxib was first p-hydroxylated the the p-hydroxylated product again oxidized by CYP 450what might result? Use the production of NAPQI that I presented as a model for the 2nd step.

Lumiracoxib has been associated with bioactivation resulting in the formation of a toxic intermediate leading to drug associated liver damage. Lumiracoxib--an NSAID CH3 Show a structural formula to indicate how lumiracoxib could be metabolized and bioactivated into a reactive NAPQI-like reactive intermediate that will account for its liver toxicity. Remember that in CYP450 catalyzed phase 1 drug metabolism the para- hydroxylation of an aromatic amine (an aniline derivative) is a very common metabolic reaction. If lumiracoxib was first p-hydroxylated the the p-hydroxylated product again oxidized by CYP 450what might result? Use the production of NAPQI that I presented as a model for the 2nd step.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Lumiracoxib has been associated with bioactivation resulting in the formation of a toxic intermediate leading to drug associated liver damage. Lumiracoxib--an NSAID CH3 Show a structural formula to indicate how lumiracoxib could be metabolized and bioactivated into a reactive NAPQI-like reactive intermediate that will account for its liver toxicity. Remember that in CYP450 catalyzed phase 1 drug metabolism the para- hydroxylation of an aromatic amine (an aniline derivative) is a very common metabolic reaction. If lumiracoxib was first p-hydroxylated the the p-hydroxylated product again oxidized by CYP 450what might result? Use the production of NAPQI that I presented as a model for the 2nd step.
Transcribed Image Text:Lumiracoxib has been associated with bioactivation resulting in the formation of a toxic intermediate leading to drug associated liver damage. Lumiracoxib--an NSAID CH3 Show a structural formula to indicate how lumiracoxib could be metabolized and bioactivated into a reactive NAPQI-like reactive intermediate that will account for its liver toxicity. Remember that in CYP450 catalyzed phase 1 drug metabolism the para- hydroxylation of an aromatic amine (an aniline derivative) is a very common metabolic reaction. If lumiracoxib was first p-hydroxylated the the p-hydroxylated product again oxidized by CYP 450what might result? Use the production of NAPQI that I presented as a model for the 2nd step.
Would a structural alert have been appropriate for this structure? Justify your answer.
Transcribed Image Text:Would a structural alert have been appropriate for this structure? Justify your answer.
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