Esomeprazole

Structural formula
General
Non-proprietary name	Esomeprazole
other names	( S ) -6-Methoxy-2 - [(4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl] -1 H -benzo [ d ] imidazole ( IUPAC ) 5-methoxy-2 - [( S ) - (4-methoxy-3,5-dimethylpyridin-2-yl) methanesulfinyl] -1 H -benzimidazole ( WHO ) Perprazole
Molecular formula	C 17 H 19 N 3 O 3 S
External identifiers / databases
CAS number 119141-88-7 EC number 643-098-6 ECHA InfoCard 100.149.048 PubChem 9568614 ChemSpider 7843323 DrugBank DB00736 Wikidata Q553223
Drug information
ATC code	A02 BC05
Drug class	Proton pump inhibitors , ulcer therapeutics
Mechanism of action	Inhibitor of the proton-potassium pump
properties
Molar mass	345.42 g · mol -1
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances Caution H and P phrases H: 315-317-319-335-412 P: ?
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Esomeprazole is a drug from the group of proton pump inhibitors that is used in medicine to treat gastric and duodenal ulcers and reflux esophagitis (an inflammatory disease of the esophagus ), among other things . Esomeprazole was marketed in German-speaking countries (Germany, Austria, Switzerland) under the trade name Nexium by the company Astra (now AstraZeneca ). In the Asian area, marketing was carried out by Daiichi-Sankyo . Several generic drugs are now also available

Mechanism of action

Basically esomeprazole works like the racemic omeprazole . Compared to the racemate , the effect is increased, this increase resulting from a somewhat lower rate of metabolism and thus longer availability, while the two enantiomers of omeprazole themselves do not have any different effectiveness.

Chemical and pharmaceutical information

Esomeprazole is the ( S ) - enantiomer of omeprazole ( see there ) and is used like this in the form of gastro-resistant tablets or as an infusion.

Both the sodium salt and the magnesium salt (as anhydrate, dihydrate or trihydrate) are used in finished medicinal products. The strontium salt (anhydrate or hydrate) is described as further salts.

In the USA, esomeprazole was approved for over-the-counter use in March 2014 in a 20 mg sustained release formulation . A change in the definition of sales is called a "switch" in the pharmaceutical industry. In Germany, the active ingredient for the treatment of heartburn and acid regurgitation has been available without a prescription in a single dose of 20 mg and in a maximum daily dose of 20 mg for a maximum duration of 14 days and in a maximum pack size of 280 mg. This was preceded by the EU-wide approval of a corresponding non-prescription preparation. In larger packs, higher doses, and other indications, esomeprazole still requires a prescription.

Trade names

Monopreparations: Esomep, Nexium, Durotiv

Combination preparations: Vimovo (contains esomeprazole and the pain reliever naproxen )

Individual evidence

1. ↑ There is not yet a harmonized classification for this substance . A labeling of 6-methoxy-2 - {(S) - [(4-methoxy-3,5-dimethylpyridin-2-yl) methyl] sulfinyl} -1H-benzimidazole is shown in the Classification and Labeling, which is derived from a self-classification by the distributor Inventory of the European Chemicals Agency (ECHA), accessed on December 3, 2018.
2. ↑ Red List, as of August 2009.
3. ↑ AM comp. d. Switzerland, as of August 2009.
4. ↑ AGES-PharmMed, as of August 2009.
5. ↑ AstraZeneca and Daiichi Sankyo Launch Proton Pump Inhibitor Nexium® 10 mg and 20 mg Granules for Suspension, Sachet, in Japan. Retrieved May 21, 2020 (English). 
6. ↑ pharma criticism: Esomeprazol , 23/2011.
7. ↑ External identifiers or database links for esomeprazole sodium : CAS number: 161796-78-7, EC number: 620-470-6, ECHA InfoCard: 100.149.303 , PubChem : 23674541 , ChemSpider : 9557932 , Wikidata : Q27282619 .
8. ↑ External identifiers or database links for esomeprazole magnesium : CAS number: 161973-10-0, EC number: 627-029-7, ECHA InfoCard: 100.155.378 , PubChem : 9568613 , ChemSpider : 7843322 , Wikidata : Q27122029 .
9. ↑ External identifiers or database links for esomeprazole magnesium dihydrate : CAS number: 217087-10-0, EC number: 633-657-2, ECHA InfoCard: 100.161.709 , PubChem : 53486367 , ChemSpider : 34996342 , Wikidata : Q27256563 . ( Esomeprazole Hemimagnesium 1 H ₂ O )
10. ↑ External identifiers or database links for esomeprazole magnesium trihydrate : CAS number: 217087-09-7, EC number: 669-839-3, ECHA InfoCard: 100.195.607 , PubChem : 21121303 , ChemSpider : 19982663 , Wikidata : Q47488036 . ( Esomeprazole Hemimagnesium 1.5 H ₂ O )
11. ↑ External identifiers or database links for esomeprazole strontium : CAS number: 914613-86-8, PubChem : 11954521 , ChemSpider : 10128815 , Wikidata : Q27289140 .
12. ↑ External identifiers or database links for esomeprazole strontium hydrate : CAS number: 934714-36-0, PubChem : 16048656 , ChemSpider : 13177052 , Wikidata : Q27275225 .
13. ^ Entry on esomeprazole in the DrugBank of the University of Alberta , accessed December 3, 2018.
14. ↑ Pfizer Statement on US FDA Approval of Over-the-Counter Nexium® 24HR , Pfizer PM March 28, 2014, accessed April 4, 2014.
15. ↑ Short-term treatment of reflux symptoms - esomeprazole from August also as OTC , Deutsche Apothekerzeitung of July 29, 2014.

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !