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Technical details about Omeprazole Sodium, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Omeprazole sodium, Losec sodium, H 168/68 sodium, 95510-70-6, Omeprazole sodium [usan], 161796-78-7
Molecular Formula
C17H18N3NaO3S
Molecular Weight
367.4  g/mol
InChI Key
RYXPMWYHEBGTRV-UHFFFAOYSA-N
FDA UNII
KV03YZ6QLW

A 4-methoxy-3,5-dimethylpyridyl, 5-methoxybenzimidazole derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits an H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;5-methoxy-2-[(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
2.1.3 InChI Key
RYXPMWYHEBGTRV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.[Na+]
2.2 Other Identifiers
2.2.1 UNII
KV03YZ6QLW
2.3 Synonyms
2.3.1 MeSH Synonyms

1. H 168 68

2. H 168-68

3. H 16868

4. Magnesium, Omeprazole

5. Omeprazole

6. Omeprazole Magnesium

7. Omeprazole Sodium

8. Prilosec

9. Sodium, Omeprazole

2.3.2 Depositor-Supplied Synonyms

1. Omeprazole Sodium

2. Losec Sodium

3. H 168/68 Sodium

4. 95510-70-6

5. Omeprazole Sodium [usan]

6. 161796-78-7

7. Omeprazole (as Sodium)

8. Kv03yz6qlw

9. 95510-70-6 (sodium)

10. Andra

11. Omeprazole Sodium (usan)

12. 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole, Sodium Salt

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

14. (s)-omeprazole Sodium

15. Esomeprazole Sodium Salt

16. Sompraz

17. Sodium 5-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide

18. Unii-kv03yz6qlw

19. Losec Sodium (tn)

20. Esomeprazole Sodium (nexium)

21. Omeprazole Sodium [jan]

22. Chembl2105294

23. H-168/68 Sodium

24. Chebi:31934

25. Omeprazole Sodium [mart.]

26. Hms3651e16

27. Omeprazole Sodium [who-dd]

28. Bcp23377

29. Esomeprazole Sodium (nexium I.v.)

30. Ac-403

31. S5658

32. Akos024255604

33. Bcp9000660

34. Omeprazole Sodium [ep Monograph]

35. Bcp0726000228

36. Sw219428-1

37. D01207

38. Ab01274809-01

39. Q27282459

40. Sodium 6-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridyl)methylsulfinyl]-3ah-benzimidazole

2.3.3 Other Synonyms

1. Omeprazole Sodium Hydrate

2.4 Create Date
2006-10-26
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 Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
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 4  
Drug NameNexium
PubMed HealthEsomeprazole
Drug ClassesGastric Acid Secretion Inhibitor, Gastrointestinal Agent
Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
Active IngredientEsomeprazole magnesium
Dosage FormCapsule, delayed rel pellets; For suspension, delayed release
RouteOral
Strengtheq 5mg base/packet; eq 20mg base/packet; eq 20mg base; eq 40mg base; eq 10mg base/packet; eq 40mg base/packet; eq 2.5mg base/packet
Market StatusPrescription
CompanyAstrazeneca

3 of 4  
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

4 of 4  
Drug NameNexium
PubMed HealthEsomeprazole
Drug ClassesGastric Acid Secretion Inhibitor, Gastrointestinal Agent
Drug LabelThe active ingredient in NEXIUM (esomeprazole magnesium) Delayed-Release Capsules and NEXIUM (esomeprazole magnesium) For Delayed-Release Oral Suspension is bis(5-methoxy-2-[(S)-[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]sulfinyl]-1H-benzimidazole...
Active IngredientEsomeprazole magnesium
Dosage FormCapsule, delayed rel pellets; For suspension, delayed release
RouteOral
Strengtheq 5mg base/packet; eq 20mg base/packet; eq 20mg base; eq 40mg base; eq 10mg base/packet; eq 40mg base/packet; eq 2.5mg base/packet
Market StatusPrescription
CompanyAstrazeneca

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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