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E7906

Sigma-Aldrich

Esomeprazole magnesium hydrate

≥98% (HPLC)

Synonym(s):

(S)-Omeprazole magnesium hydrate, (T-4)-Bis[6-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl-κO]-1H-benzimidazolato-κN3]-Magnesium hydrate, Nexium hydrate

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About This Item

Empirical Formula (Hill Notation):
C34H36MgN6O6S2 · xH2O
CAS Number:
668985-31-7
Molecular Weight:
713.12 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329799074
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -128 to -146°, c = 0.5 in methanol

color

white to off-white

solubility

DMSO: ≥5 mg/mL

originator

AstraZeneca

storage temp.

2-8°C

SMILES string

O.COc1ccc2n([Mg]n3c(nc4cc(OC)ccc34)S(=O)Cc5ncc(C)c(OC)c5C)c(nc2c1)S(=O)Cc6ncc(C)c(OC)c6C

InChI

1S/2C17H18N3O3S.Mg.H2O/c2*1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17;;/h2*5-8H,9H2,1-4H3;;1H2/q2*-1;+2;/t2*24-;;/m00../s1

InChI key

LGRFYKXKCZKDLS-DIYDTZFBSA-N

General description

Esomeprazole is the (S)-isomer of omeprazole. It blocks the H+/K+-ATPase enzyme and lowers the release of hydrochloric acid by gastric parietal cells. Esomeprazole is used for treating gastroesophageal reflux disease (GERD).

Application

Esomeprazole magnesium hydrate has been used to induce intracellular acidification in an ATP12A-independent manner.

Biochem/physiol Actions

Esomeprazole magnesium dihydrate is a leading proton pump inhibitor.

Features and Benefits

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A review of esomeprazole in the treatment of gastroesophageal reflux disease (GERD)
Kalaitzakis E and Bjornsson E
Therapeutics and Clinical Risk Management, 3(4), 653-653 (2007)
Esomeprazole
Scott LJ, et al.
Drugs, 62(10), 1503-1538 (2002)
Yukiko Nakagawa et al.
Biological & pharmaceutical bulletin, 43(4), 682-687 (2020-04-03)
We previously showed that adhesive aggregates were formed when levofloxacin hydrate tablets and lansoprazole orally disintegrating (OD) tablets were suspended in water in the clinical context. In this study, we have clarified the factors causing aggregate formation, focusing on the
Esomeprazole increases airway surface liquid pH in primary Cystic Fibrosis epithelial cells
Delpiano L, et al.
Frontiers in Pharmacology, 9 (2018)
Mark Rochman et al.
The Journal of allergy and clinical immunology, 147(5), 1924-1935 (2020-12-09)
Proton pump inhibitors (PPIs) have been recognized as a primary treatment of eosinophilic esophagitis (EoE), an allergic inflammatory disease of the esophageal mucosa. The mechanisms underlying esophageal epithelial responses to PPIs remain poorly understood. We hypothesized that PPIs can counteract
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