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Esomeprazole Sodium
Also known as: Esomeprazole sodium, Esomeprazole (sodium), H199/18 sodium, Esomeprazole (as sodium), Esomeprazole sodium [usan], 161796-78-7
Molecular Formula
C17H18N3NaO3S
Molecular Weight
367.4  g/mol
InChI Key
RYXPMWYHEBGTRV-JIDHJSLPSA-N
FDA UNII
L2C9GWQ43H

The S-isomer of omeprazole.
1 2D Structure

Esomeprazole Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;5-methoxy-2-[(S)-(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide
2.1.2 InChI
InChI=1S/C17H18N3O3S.Na/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17;/h5-8H,9H2,1-4H3;/q-1;+1/t24-;/m0./s1
2.1.3 InChI Key
RYXPMWYHEBGTRV-JIDHJSLPSA-N
2.1.4 Canonical SMILES
CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.[Na+]
2.1.5 Isomeric SMILES
CC1=CN=C(C(=C1OC)C)C[S@](=O)C2=NC3=C([N-]2)C=CC(=C3)OC.[Na+]
2.2 Other Identifiers
2.2.1 UNII
L2C9GWQ43H
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Esomeprazole

2. Esomeprazole Magnesium

3. Esomeprazole Potassium

4. Esomeprazole Sodium

5. Esomeprazole Strontium

6. Esomeprazole Strontium Anhydrous

7. Nexium

8. Strontium, Esomeprazole

2.3.2 Depositor-Supplied Synonyms

1. Esomeprazole Sodium

2. Esomeprazole (sodium)

3. H199/18 Sodium

4. Esomeprazole (as Sodium)

5. Esomeprazole Sodium [usan]

6. 161796-78-7

7. Esomeprazole Sodium (usan)

8. (s)-omeprazole Sodium Salt

9. L2c9gwq43h

10. Sodium;5-methoxy-2-[(s)-(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide

11. Nexium Iv (tn)

12. 1h-benzimidazole, 5-methoxy-2-((s)-((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-, Sodium Salt

13. 5-methoxy-2-((s)-((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)-1h-benzimidazole, Sodium Salt

14. Chembl1200470

15. Esomeprazole Sodium [vandf]

16. Esomeprazole Sodium [mart.]

17. Esomeprazole Sodium [who-dd]

18. S2233

19. Ccg-268253

20. Esomeprazole Sodium [orange Book]

21. Esomeprazole Sodium [ep Monograph]

22. Hy-17023

23. O0560

24. 1h-benzimidazole, 6-methoxy-2-((s)-((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-, Sodium Salt (1:1)

25. D04056

26. Q-100194

27. Q27282619

28. 5-methoxy-2-[(s)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1h-benzimidazole Sodium Salt

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 367.4 g/mol
Molecular Formula C17H18N3NaO3S
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass367.09665690 g/mol
Monoisotopic Mass367.09665690 g/mol
Topological Polar Surface Area81.5 Ų
Heavy Atom Count25
Formal Charge0
Complexity459
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameEsomeprazole sodium
Drug LabelThe active ingredient in esomeprazole sodium for injection is (S)-5-methoxy-2[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulfinyl]-1 H-benzimidazole sodium, a proton pump inhibitor that inhibits gastric acid secretion. Esomeprazole is the S-isome...
Active IngredientEsomeprazole sodium
Dosage FormInjectable
RouteIntravenous
Strengtheq 20mg base/vial; eq 40mg base/vial
Market StatusPrescription
CompanySun Pharma Global

2 of 2  
Drug NameEsomeprazole sodium
Drug LabelThe active ingredient in esomeprazole sodium for injection is (S)-5-methoxy-2[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulfinyl]-1 H-benzimidazole sodium, a proton pump inhibitor that inhibits gastric acid secretion. Esomeprazole is the S-isome...
Active IngredientEsomeprazole sodium
Dosage FormInjectable
RouteIntravenous
Strengtheq 20mg base/vial; eq 40mg base/vial
Market StatusPrescription
CompanySun Pharma Global

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)


Proton Pump Inhibitors

Compounds that inhibit H(+)-K(+)-EXCHANGING ATPASE. They are used as ANTI-ULCER AGENTS and sometimes in place of HISTAMINE H2 ANTAGONISTS for GASTROESOPHAGEAL REFLUX. (See all compounds classified as Proton Pump Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Proton Pump Inhibitor [EPC]; Proton Pump Inhibitors [MoA]; Cytochrome P450 2C19 Inhibitors [MoA]
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  • INJECTABLE;INTRAVENOUS - EQ 20MG BASE/VIAL **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
  • INJECTABLE;INTRAVENOUS - EQ 40MG BASE/VIAL
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