Organic acids at physiological pH Pregabalin (Fig. 1), sold under the brand name Lyrica among others, is an anticonvulsant and anxi- olytic medication used to treat epilepsy, neuropathic pain, fibromyalgia, restless leg syndrome, and generalized anxiety disorder. Pregabalin contains both an amino group and carboxylic acid group (gamma-amino acid). Each of these groups can be protonated or deprotonated, depending on the pH of the solution. Pregabalin is taken by mouth. NH2 но HO. Figure 1: Structure of pregabalin (Lyrica) • Draw the dominant structure of pregabalin upon ingestion (stomach pH 0) and calculate the relative amount (molar ratio) of protonated and deprotonated form • Draw the dominant structure of pregabalin when it reaches the bloodstream (pH 7.40) and calculate the relative amount (molar ratio) of protonated and deprotonated form
Organic acids at physiological pH Pregabalin (Fig. 1), sold under the brand name Lyrica among others, is an anticonvulsant and anxi- olytic medication used to treat epilepsy, neuropathic pain, fibromyalgia, restless leg syndrome, and generalized anxiety disorder. Pregabalin contains both an amino group and carboxylic acid group (gamma-amino acid). Each of these groups can be protonated or deprotonated, depending on the pH of the solution. Pregabalin is taken by mouth. NH2 но HO. Figure 1: Structure of pregabalin (Lyrica) • Draw the dominant structure of pregabalin upon ingestion (stomach pH 0) and calculate the relative amount (molar ratio) of protonated and deprotonated form • Draw the dominant structure of pregabalin when it reaches the bloodstream (pH 7.40) and calculate the relative amount (molar ratio) of protonated and deprotonated form
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:Organic acids at physiological pH
Pregabalin (Fig. 1), sold under the brand name Lyrica among others, is an anticonvulsant and anxi-
olytic medication used to treat epilepsy, neuropathic pain, fibromyalgia, restless leg syndrome, and
generalized anxiety disorder. Pregabalin contains both an amino group and carboxylic acid group
(gamma-amino acid). Each of these groups can be protonated or deprotonated, depending on the
pH of the solution. Pregabalin is taken by mouth.
NH2
H
ОН
Figure 1: Structure of pregabalin (Lyrica)
• Draw the dominant structure of pregabalin upon ingestion (stomach pH 0) and calculate the
relative amount (molar ratio) of protonated and deprotonated form
Draw the dominant structure of pregabalin when it reaches the bloodstream (pH 7.40) and
calculate the relative amount (molar ratio) of protonated and deprotonated form
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