dexlansoprazole

Also known as (+)-lansoprazol, (R)-lansoprazole, Dexilant SoluTab®, Dexilant®, Kapidex®, T 168390, TAK 390

Dexlansoprazole, is a medication which reduces stomach acid. It is used to treat gastroesophageal reflux disease. Effectiveness is similar to other proton pump inhibitors (PPIs). It is taken by mouth.

Chemical data

Formula: C16H14F3N3O2S
Molecular weight: 369.4 g/mol
IUPAC name: 2-[(R)-[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]-1H-benzimidazole
SMILES: CC1=C(C=CN=C1C[S@@](=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F
InChIKey: MJIHNNLFOKEZEW-RUZDIDTESA-N
XLogP: 2.8
Polar surface area: 87.1 Å²
H-bond donors: 1
H-bond acceptors: 8
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2009
Admin. routes: oral
Indications: gastroesophageal reflux disease, Peptic ulcer, Barrett's esophagus, Esophagitis

via ChEMBL · EBI

Research

187 papers

Dexlansoprazole.2006
The Effect of Dexlansoprazole on Gastroesophageal Reflux Disease: A Systematic Review and Meta-Analysis.International journal of molecular sciences · 2024
Dexlansoprazole MR.Expert opinion on pharmacotherapy · 2009
Dexlansoprazole MR: a review.Annals of medicine · 2011
Development of Dexlansoprazole Delayed-Release Capsules, a Dual Delayed-Release Proton Pump Inhibitor.Journal of pharmaceutical sciences · 2019

via PubMed

Wikidata facts

Subclass of: lansoprazole
Mass: 369.075882
Has use: medication

Show 7 more facts

chemical formula: C₁₆H₁₄F₃N₃O₂S
canonical SMILES: CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F
isomeric SMILES: CC1=C(C=CN=C1C[S@@](=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F
medical condition treated: gastroesophageal reflux disease
Commons category: Dexlansoprazole
defined daily dose: 30
legal status (medicine): boxed warning

Sources (6)

via Wikidata · CC0

~3 min read

Encyclopedic overview

8 sections

Contents

Medical use
Adverse effects
Mechanism of action
Chemistry
Pharmacokinetics
History
Society and culture
References

Common side effects include diarrhea, abdominal pain, and nausea. Serious side effects may include osteoporosis, low blood magnesium, Clostridioides difficile infection, anaphylaxis, and pneumonia. Use in pregnancy and breastfeeding is of unclear safety. It works by blocking H+/K+-ATPase in the parietal cells of the stomach.

Excerpted from Wikipedia’s “dexlansoprazole” article, available under the CC BY-SA 4.0 licence.

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