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Technical details about Esomeprazole Magnesium, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
Also known as: Omeprazole magnesium, 161973-10-0, Prilosec otc, H 168/68 magnesium, 95382-33-5, Omeprazole (as magnesium)
Molecular Formula
C34H36MgN6O6S2
Molecular Weight
713.1  g/mol
InChI Key
KWORUUGOSLYAGD-UHFFFAOYSA-N
FDA UNII
426QFE7XLK

The S-isomer of omeprazole.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
magnesium;5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide
2.1.2 InChI
InChI=1S/2C17H18N3O3S.Mg/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;/q2*-1;+2
2.1.3 InChI Key
KWORUUGOSLYAGD-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.CC1=CN=C(C(=C1OC)C)CS(=O)C2=NC3=C([N-]2)C=CC(=C3)OC.[Mg+2]
2.2 Other Identifiers
2.2.1 UNII
426QFE7XLK
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Esomeprazole

2. Esomeprazole Potassium

3. Esomeprazole Sodium

4. Esomeprazole Strontium

5. Esomeprazole Strontium Anhydrous

6. Nexium

7. Strontium, Esomeprazole

2.3.2 Depositor-Supplied Synonyms

1. Omeprazole Magnesium

2. 161973-10-0

3. Prilosec Otc

4. H 168/68 Magnesium

5. 95382-33-5

6. Omeprazole (as Magnesium)

7. 426qfe7xlk

8. Magnesium;5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl]benzimidazol-1-ide

9. Esomeprazole Magnesium Salt

10. Unii-426qfe7xlk

11. Omeprazole Magnesium [usan]

12. Omeprazole Magnesium [usan:usp]

13. Prilosec Otc (tn)

14. Esomeprazole(magnesium)

15. Omeprazole Magnesium Salt

16. Omeprazole Magnesium (usp)

17. Mls001165732

18. Schembl722792

19. Esomeprazole Magnesium (nexium)

20. Chembl1567328

21. Chebi:94401

22. H-168/68 Magnesium

23. Hms2878h13

24. Omeprazole Magnesium [vandf]

25. Mfcd06798050

26. Omeprazole Magnesium [mart.]

27. Omeprazole Magnesium [usp-rs]

28. Omeprazole Magnesium [who-dd]

29. Akos015896379

30. Akos025402081

31. Omeprazole Magnesium Salt [mi]

32. As-75082

33. Omeprazole Magnesium [orange Book]

34. Smr000550477

35. Omeprazole Magnesium [ep Monograph]

36. Omeprazole Magnesium [usp Impurity]

37. Omeprazole Magnesium [usp Monograph]

38. Ft-0657297

39. Sw220306-1

40. Talicia Component Omeprazole Magnesium

41. D05259

42. Omeprazole Magnesium Component Of Talicia

43. A810316

44. J-014249

45. Q-100195

46. Q27166253

47. 5-methoxy-1h-1,3-benzimidazol-2-yl (4-methoxy-3,5-dimethyl-2-pyridinyl)methyl Sulfoxide

48. (rs)-5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole, Magnesium Salt (2:1)

49. 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole, Magnesium Salt

50. 5-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridyl)methyl)sulfinyl)benzimidazole, Magnesium Salt (2:1)

51. Magnesium 5-methoxy-2-[(4-methoxy-3,5-dimethyl-2-pyridyl)methylsulfinyl]benzimidazol-1-ide;esomeprazole Magnesium(random Configuration)

52. Magnesium(2+) 5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1h-1,3-benzodiazol-1-ide 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1h-1,3-benzodiazol-1-ide

53. Magnesium, Bis(6-methoxy-2-(((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)sulfinyl-.kappa.o)-1h-benzimidazolato-.kappa.n3)-, (t-4)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 713.1 g/mol
Molecular Formula C34H36MgN6O6S2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count14
Rotatable Bond Count10
Exact Mass712.1988169 g/mol
Monoisotopic Mass712.1988169 g/mol
Topological Polar Surface Area163 Ų
Heavy Atom Count49
Formal Charge0
Complexity453
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 6  
Drug NameEsomeprazole magnesium
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 release
Routeoral
Strength40mg; 20mg
Market StatusTentative Approval
CompanyRanbaxy

2 of 6  
Drug NameNexium
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 6  
Drug NameOmeprazole magnesium
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 IngredientOmeprazole magnesium
Dosage FormCapsule, delayed release
RouteOral
Strengtheq 20mg base
Market StatusOver the Counter
CompanyDr Reddys Labs

4 of 6  
Drug NameEsomeprazole magnesium
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 release
Routeoral
Strength40mg; 20mg
Market StatusTentative Approval
CompanyRanbaxy

5 of 6  
Drug NameNexium
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

6 of 6  
Drug NameOmeprazole magnesium
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 IngredientOmeprazole magnesium
Dosage FormCapsule, delayed release
RouteOral
Strengtheq 20mg base
Market StatusOver the Counter
CompanyDr Reddys Labs

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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