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Study Guide: Esomeprazole: Pharmacology and Clinical Use

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Esomeprazole: Pharmacology and Clinical Use Study Guide

Pharmacology and Mechanism of Action

Esomeprazole's primary therapeutic role is to increase the production of stomach acid for digestive aid.

Answer: False

Explanation: Esomeprazole functions to decrease, not increase, stomach acid production by inhibiting the proton pump.

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Esomeprazole is a different drug entirely from omeprazole, with no structural relationship.

Answer: False

Explanation: Esomeprazole is the S-enantiomer of omeprazole, meaning they are structurally related, with esomeprazole being a purified form of one of omeprazole's isomers.

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Esomeprazole reduces stomach acid by inhibiting the proton pump in parietal cells.

Answer: True

Explanation: Esomeprazole is a proton pump inhibitor (PPI) that works by blocking the H+/K+-ATPase enzyme system in gastric parietal cells, thereby reducing acid secretion.

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Esomeprazole belongs to the drug class known as Proton Pump Inhibitors (PPIs).

Answer: True

Explanation: Esomeprazole is classified as a Proton Pump Inhibitor (PPI), a class of drugs that reduce gastric acid secretion.

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Esomeprazole is a racemic mixture containing both S and R enantiomers.

Answer: False

Explanation: Omeprazole is a racemic mixture, while esomeprazole is the purified S-enantiomer.

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What is the primary role of esomeprazole in the body?

Answer: To reduce the amount of acid secreted by the stomach.

Explanation: Esomeprazole functions as a proton pump inhibitor, significantly reducing gastric acid secretion.

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What is the relationship between esomeprazole and omeprazole?

Answer: Esomeprazole is the S-enantiomer of omeprazole.

Explanation: Omeprazole is a racemic mixture, and esomeprazole is the purified S-enantiomer of this mixture.

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What cellular mechanism does esomeprazole use to reduce stomach acid?

Answer: Inhibiting the H+/K+-ATPase (proton pump) in parietal cells.

Explanation: Esomeprazole directly inhibits the proton pump, the final step in gastric acid secretion, located on the surface of parietal cells.

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What is a key difference between esomeprazole and omeprazole based on their chemical structure?

Answer: Omeprazole is a racemic mixture, while esomeprazole is the purified S-enantiomer.

Explanation: Omeprazole is composed of both R- and S-enantiomers, whereas esomeprazole is specifically the S-enantiomer.

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Clinical Applications and Indications

Gastroesophageal reflux disease (GERD) and peptic ulcer disease are among the conditions treated by esomeprazole.

Answer: True

Explanation: Esomeprazole is indicated for the treatment of GERD, peptic ulcer disease, and other acid-related gastrointestinal disorders.

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Esomeprazole is used to treat duodenal ulcers caused by Helicobacter pylori infection.

Answer: True

Explanation: Esomeprazole is part of combination therapy used to eradicate H. pylori infections, which are a common cause of duodenal ulcers.

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Esomeprazole is administered alongside antibiotics like clarithromycin and amoxicillin to treat duodenal ulcers.

Answer: True

Explanation: This combination therapy is standard for eradicating H. pylori, a common cause of duodenal ulcers.

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Studies indicate esomeprazole provides a significant advantage over all other proton pump inhibitors (PPIs) for all patient groups.

Answer: False

Explanation: While studies suggest esomeprazole may offer a modest benefit over other PPIs, particularly for severe conditions, it is not considered significantly advantageous for all patient groups or all conditions.

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Vimovo is a medication containing only esomeprazole magnesium.

Answer: False

Explanation: Vimovo is a combination product containing both naproxen (an NSAID) and esomeprazole magnesium.

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Vimovo is prescribed to prevent gastric ulcers in patients taking NSAIDs long-term.

Answer: True

Explanation: Vimovo combines an NSAID (naproxen) with a proton pump inhibitor (esomeprazole) specifically for this purpose.

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Which of the following is NOT listed as a primary medical condition treated by esomeprazole?

Answer: Irritable Bowel Syndrome (IBS)

Explanation: Esomeprazole is indicated for conditions related to excess stomach acid like GERD and peptic ulcers, but not typically for Irritable Bowel Syndrome (IBS).

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Which of the following is a specific use of esomeprazole mentioned in the source, besides GERD?

Answer: Prevention of gastric ulcers in chronic NSAID users

Explanation: Esomeprazole is indicated for the prevention of gastric ulcers in patients who require long-term NSAID therapy.

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How does esomeprazole aid in the treatment of H. pylori infections?

Answer: It is used in combination with antibiotics to eradicate the infection.

Explanation: Esomeprazole is a component of multi-drug regimens used to eradicate H. pylori, enhancing the effectiveness of antibiotics.

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Compared to other PPIs, esomeprazole's efficacy is described as:

Answer: Modestly beneficial, especially for severe disease.

Explanation: Studies suggest esomeprazole offers a modest benefit over other PPIs, particularly in healing esophageal conditions and managing severe disease.

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Pharmacokinetics, Metabolism, and Administration

Esomeprazole can only be administered orally.

Answer: False

Explanation: Esomeprazole is available for both oral and intravenous administration.

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Peak plasma concentrations of esomeprazole are typically reached within 1 to 4 hours after oral administration.

Answer: True

Explanation: Following oral administration, peak plasma levels of esomeprazole are generally observed within 1 to 4 hours.

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Intravenous administration of esomeprazole generally results in lower peak plasma levels compared to oral doses.

Answer: False

Explanation: Intravenous administration typically leads to higher peak plasma levels compared to equivalent oral doses.

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Esomeprazole is primarily eliminated from the body through feces.

Answer: False

Explanation: The majority of esomeprazole metabolites are excreted via the kidneys, not primarily through feces.

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Esomeprazole is available as delayed-release capsules, tablets, and a sodium salt for injection/infusion.

Answer: True

Explanation: These are the common dosage forms available for esomeprazole administration.

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Oral formulations of esomeprazole are often enteric-coated to protect them from stomach acid.

Answer: True

Explanation: The enteric coating prevents the acidic environment of the stomach from degrading the esomeprazole, ensuring it reaches the small intestine for absorption.

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A multiple-unit pellet system (MUPS) involves a single large pellet of esomeprazole.

Answer: False

Explanation: A MUPS formulation consists of multiple small, enteric-coated pellets, not a single large one.

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The MUPS formulation is beneficial for patients who have difficulty swallowing.

Answer: True

Explanation: The MUPS formulation, containing multiple small pellets, is easier to administer to patients with dysphagia or those receiving nutrition via nasogastric tubes.

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Esomeprazole is primarily metabolized by the CYP1A2 and CYP2D6 liver enzymes.

Answer: False

Explanation: Esomeprazole is primarily metabolized by the CYP2C19 and CYP3A4 liver enzymes, not CYP1A2 and CYP2D6.

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The elimination half-life of esomeprazole is typically around 10-12 hours.

Answer: False

Explanation: The elimination half-life of esomeprazole is typically much shorter, around 1 to 1.5 hours.

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The enteric coating on esomeprazole protects it from degradation by bile salts in the small intestine.

Answer: False

Explanation: The enteric coating protects esomeprazole from the acidic environment of the stomach, not from bile salts in the small intestine.

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How can esomeprazole be administered?

Answer: Orally or intravenously.

Explanation: Esomeprazole is available in both oral formulations (capsules, tablets) and intravenous preparations.

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Why are oral esomeprazole capsules typically enteric-coated?

Answer: To protect the drug from stomach acid.

Explanation: The enteric coating is designed to prevent the degradation of esomeprazole by the highly acidic environment of the stomach.

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Which liver enzymes are primarily responsible for metabolizing esomeprazole?

Answer: CYP2C19 and CYP3A4

Explanation: Esomeprazole undergoes hepatic metabolism primarily via the cytochrome P450 enzymes CYP2C19 and CYP3A4.

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What is the typical elimination half-life of esomeprazole?

Answer: 1 - 1.5 hours

Explanation: The elimination half-life of esomeprazole is generally reported to be between 1 and 1.5 hours.

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How is the majority of esomeprazole excreted from the body?

Answer: Primarily via the kidneys.

Explanation: Approximately 80% of esomeprazole and its metabolites are excreted via the kidneys.

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What is the significance of the enteric coating on oral esomeprazole formulations?

Answer: It prevents the drug from being destroyed by stomach acid.

Explanation: The enteric coating protects esomeprazole from degradation in the acidic environment of the stomach, allowing it to be absorbed in the less acidic small intestine.

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Which formulation of esomeprazole is designed for easier administration via nasogastric tubes?

Answer: Multiple-unit pellet system (MUPS)

Explanation: The MUPS formulation, consisting of small pellets, is suitable for administration through nasogastric tubes.

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Safety, Adverse Effects, and Drug Interactions

Headache and constipation are considered serious adverse effects requiring immediate medical attention when taking esomeprazole.

Answer: False

Explanation: Headache and constipation are common, generally mild side effects of esomeprazole, not typically considered serious adverse effects requiring immediate attention.

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Long-term use of esomeprazole is associated with an increased risk of hip fractures and C. difficile infection.

Answer: True

Explanation: Research has linked prolonged use of proton pump inhibitors, including esomeprazole, to an increased risk of fractures (e.g., hip) and infections such as Clostridioides difficile.

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There is no known link between prolonged esomeprazole use and an increased risk of gastric cancer.

Answer: False

Explanation: Studies suggest a potential increased risk of gastric cancer with prolonged proton pump inhibitor use, particularly in patients treated for H. pylori infections.

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Acute tubulointerstitial nephritis is unrelated to esomeprazole use.

Answer: False

Explanation: Acute tubulointerstitial nephritis is recognized as a potential adverse reaction associated with the use of proton pump inhibitors, including esomeprazole.

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Esomeprazole can increase the levels of drugs like warfarin that are metabolized by the CYP2C19 enzyme.

Answer: True

Explanation: Esomeprazole inhibits the CYP2C19 enzyme, which can lead to elevated plasma concentrations of other drugs metabolized by this enzyme, such as warfarin and diazepam.

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Esomeprazole enhances the anti-platelet effectiveness of clopidogrel (Plavix).

Answer: False

Explanation: Esomeprazole can decrease the effectiveness of clopidogrel by inhibiting the CYP2C19 enzyme required for clopidogrel's activation.

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Esomeprazole does not affect the absorption of other medications.

Answer: False

Explanation: By altering gastric pH, esomeprazole can affect the absorption of other drugs; some may be less absorbed (requiring acidity) and others more absorbed (degraded by acid).

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The FDA has issued warnings regarding potential kidney problems associated with Vimovo.

Answer: True

Explanation: The FDA has updated labeling for Vimovo to include warnings about potential kidney issues, such as acute interstitial nephritis.

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According to the source, which is a common side effect of esomeprazole?

Answer: Abdominal pain

Explanation: Abdominal pain is listed as a common side effect associated with esomeprazole use, unlike angioedema, pneumonia, or C. difficile infection which are less common or more serious.

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Long-term use of esomeprazole has been associated with an increased risk of which of the following?

Answer: Hip fractures

Explanation: Prolonged use of PPIs like esomeprazole has been linked to an increased risk of bone fractures, particularly of the hip.

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What potential risk is linked to prolonged PPI use, particularly after H. pylori treatment?

Answer: Increased risk of gastric cancer

Explanation: Prolonged PPI use, especially following H. pylori eradication therapy, has been associated with an elevated risk of gastric cancer.

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Esomeprazole's inhibition of the CYP2C19 enzyme can lead to:

Answer: Higher levels of diazepam.

Explanation: By inhibiting CYP2C19, esomeprazole can increase plasma concentrations of drugs like diazepam, potentially leading to enhanced effects.

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Which of the following is a potential adverse effect related to kidney function associated with Vimovo, according to FDA warnings?

Answer: Acute interstitial nephritis

Explanation: FDA warnings for Vimovo include the risk of acute interstitial nephritis, a kidney-related adverse effect.

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How does esomeprazole's interaction with CYP2C19 affect clopidogrel?

Answer: It decreases clopidogrel's conversion to its active form.

Explanation: Esomeprazole's inhibition of CYP2C19 reduces the metabolic activation of clopidogrel, potentially diminishing its antiplatelet effect.

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Which of the following is identified as a potential adverse reaction to esomeprazole use?

Answer: Acute tubulointerstitial nephritis

Explanation: Acute tubulointerstitial nephritis is a recognized potential adverse reaction associated with esomeprazole and other proton pump inhibitors.

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Commercial Aspects, Availability, and Regulation

Esomeprazole was patented in 1993 and approved for medical use around the year 2010.

Answer: False

Explanation: Esomeprazole was patented in 1993 and approved for medical use in the year 2000.

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Esomeprazole is exclusively available as a prescription-only medication.

Answer: False

Explanation: While prescription formulations exist, lower-dose esomeprazole is available over-the-counter in several countries, and generic versions are widely accessible.

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In 2023, esomeprazole was one of the most prescribed medications in the United States, with tens of millions of prescriptions.

Answer: False

Explanation: In 2023, esomeprazole ranked as the 147th most prescribed medication in the United States, with over 3 million prescriptions, not tens of millions.

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Esomeprazole has consistently ranked among the top ten most prescribed medications in Australia between 2017 and 2023.

Answer: True

Explanation: Data indicates that esomeprazole has been among the top ten most prescribed medications in Australia during the period of 2017 to 2023.

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Lower-dose esomeprazole formulations require a prescription in all countries where they are sold.

Answer: False

Explanation: Lower-dose formulations of esomeprazole are available over-the-counter in several countries, including the United States, the United Kingdom, Australia, Canada, and New Zealand.

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Esomeprazole generated over $20 billion in revenue for AstraZeneca between 2001 and 2005.

Answer: False

Explanation: Esomeprazole generated approximately $14.4 billion for AstraZeneca between 2001 and 2005.

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AstraZeneca faced criticism for marketing esomeprazole as a superior drug to omeprazole through 'evergreening'.

Answer: True

Explanation: AstraZeneca was criticized for allegations of 'evergreening' and promoting esomeprazole (Nexium) as significantly superior to omeprazole, despite their close relationship.

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Nexium (esomeprazole) is available over-the-counter in Canada.

Answer: False

Explanation: In Canada, esomeprazole is generally available by prescription only. It is available over-the-counter in countries like the USA and UK.

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Injectable esomeprazole is used in veterinary medicine to protect animal gastrointestinal tracts.

Answer: True

Explanation: Injectable esomeprazole has applications in veterinary medicine for gastrointestinal protection in animals.

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Esomeprazole has shown efficacy as a veterinary antiparasitic agent.

Answer: True

Explanation: Research indicates that esomeprazole possesses efficacy as an antiparasitic agent in veterinary contexts.

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In Canada, esomeprazole is available over the counter without a prescription.

Answer: False

Explanation: In Canada, esomeprazole is generally available only by prescription.

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When was esomeprazole patented and approved for medical use?

Answer: Patented 1993, Approved 2000

Explanation: Esomeprazole was patented in 1993 and received approval for medical use in the year 2000.

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Which statement accurately describes the availability of esomeprazole?

Answer: It is available as a generic and over-the-counter in some countries.

Explanation: Esomeprazole is available in generic forms and over-the-counter in certain countries for lower-dose formulations.

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In 2023, what was esomeprazole's approximate ranking among prescribed medications in the United States?

Answer: 147th

Explanation: In 2023, esomeprazole was ranked as the 147th most prescribed medication in the United States.

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What controversy surrounded AstraZeneca's marketing of esomeprazole (Nexium)?

Answer: Allegations of 'evergreening' and overstating superiority to omeprazole.

Explanation: AstraZeneca faced criticism regarding the marketing of esomeprazole, with accusations of 'evergreening' and claims of superiority over omeprazole that were contested.

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In which countries is Nexium (esomeprazole) available over-the-counter?

Answer: USA and UK

Explanation: Nexium (esomeprazole) is available over-the-counter in the United States and the United Kingdom.

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Esomeprazole has shown efficacy in veterinary medicine for which purpose?

Answer: As an antiparasitic agent.

Explanation: Esomeprazole has demonstrated efficacy as a veterinary antiparasitic agent, in addition to its gastrointestinal uses.

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What does the pregnancy category B3 for esomeprazole in Australia indicate?

Answer: It suggests potential risk, but benefits may outweigh risks.

Explanation: Pregnancy Category B3 indicates that while there is limited human data, animal studies suggest potential risk, but the benefits of use in pregnant women may outweigh the risks.

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What was the approximate revenue generated by esomeprazole for AstraZeneca from 2001 to 2005?

Answer: $14.4 billion

Explanation: During the period of 2001 to 2005, esomeprazole generated approximately $14.4 billion in revenue for AstraZeneca.

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In Australia, what is the pregnancy category assigned to esomeprazole?

Answer: B3

Explanation: In Australia, esomeprazole is classified under pregnancy category B3.

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Chemical Properties and Identification

The chemical formula for esomeprazole is C17H19N3O3S.

Answer: True

Explanation: The molecular formula provided, C17H19N3O3S, correctly represents the chemical composition of esomeprazole.

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The molar mass of esomeprazole is approximately 345.42 grams per mole.

Answer: True

Explanation: The calculated molar mass for esomeprazole based on its chemical formula is approximately 345.42 g/mol.

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What is the chemical formula provided for esomeprazole?

Answer: C17H19N3O3S

Explanation: The chemical formula for esomeprazole is C17H19N3O3S.

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Which of the following is a key identifier for esomeprazole in scientific databases?

Answer: CAS 119141-88-7

Explanation: The CAS Registry Number for esomeprazole is 119141-88-7, a unique identifier used in chemical databases.

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What is the IUPAC name for esomeprazole?

Answer: (S)-5-Methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-3H-benzoimidazole

Explanation: The IUPAC name for esomeprazole is (S)-5-Methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]-3H-benzoimidazole.

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