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2D Structure
Also known as: 69388-84-7, Sulbactam sodium salt, Sodium sulbactam, Combactam, Sulbactam (sodium), Sulbactam (as sodium)
Molecular Formula
C8H10NNaO5S
Molecular Weight
255.23  g/mol
InChI Key
NKZMPZCWBSWAOX-IBTYICNHSA-M
FDA UNII
DKQ4T82YE6

A beta-lactamase inhibitor with very weak antibacterial action. The compound prevents antibiotic destruction of beta-lactam antibiotics by inhibiting beta-lactamases, thus extending their spectrum activity. Combinations of sulbactam with beta-lactam antibiotics have been used successfully for the therapy of infections caused by organisms resistant to the antibiotic alone.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2S,5R)-3,3-dimethyl-4,4,7-trioxo-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C8H11NO5S.Na/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14;/h5-6H,3H2,1-2H3,(H,11,12);/q;+1/p-1/t5-,6+;/m1./s1
2.1.3 InChI Key
NKZMPZCWBSWAOX-IBTYICNHSA-M
2.1.4 Canonical SMILES
CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)[O-])C.[Na+]
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)[O-])C.[Na+]
2.2 Other Identifiers
2.2.1 UNII
DKQ4T82YE6
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Btamaze

2. Combactam

3. Cp 45899

4. Cp-45899

5. Cp45899

6. Penicillanic Acid Sulfone

7. Sodium, Sulbactam

8. Sulbactam

9. Sulfone, Penicillanic Acid

2.3.2 Depositor-Supplied Synonyms

1. 69388-84-7

2. Sulbactam Sodium Salt

3. Sodium Sulbactam

4. Combactam

5. Sulbactam (sodium)

6. Sulbactam (as Sodium)

7. Dkq4t82ye6

8. Sodium (2s-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

9. Sodium;(2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

10. Cp-45899-2

11. Cp-45,899-2

12. Sodium 1,1-dioxopenicillanate

13. Cp-458992

14. Sulbactam Sodium (unasyn)

15. Sodium Penicillanate 1,1-dioxide

16. Sulbactam Natrium

17. Cp 45899 Sodium Salt

18. Penicillanic Acid Dioxide Sodium Salt

19. Penicillanic Acid Sulfone Sodium Salt

20. Unii-dkq4t82ye6

21. Cp 45899-2

22. Sulbactam Sodium [usan:usp:jan]

23. Sodium (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate 4,4-dioxide

24. Sodium (2s-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate 4,4-dioxide

25. Einecs 273-984-4

26. Cp 45899 Sodium

27. Penicillanic Acid 1,1-dioxide Sodium Salt

28. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, Sodium Salt, (2s,5r)- (9ci)

29. Schembl667857

30. Sulbactam Sodium [jan]

31. Sulbactam Sodium (jp17/usp)

32. Sulbactam Sodium [usan]

33. Chembl1200944

34. Sulbactam Sodium [vandf]

35. Hy-b0334a

36. Sulbactam Sodium [mart.]

37. Chebi:157785

38. Sulbactam Sodium [who-dd]

39. Dtxsid401026661

40. Hms3651h07

41. Sulbactam Sodium Salt [mi]

42. Akos015963378

43. Sulbactam Sodium [ep Impurity]

44. Sulbactam Sodium [orange Book]

45. Ccg-267009

46. Sulbactam Sodium [ep Monograph]

47. Sulbactam Sodium [usp Impurity]

48. Sulbactam Sodium [usp Monograph]

49. Ac-20083

50. Cs-0013161

51. S2551

52. Sulperazone Component Sulbactam Sodium

53. D02223

54. Sulbactam Sodium Component Of Sulperazone

55. W-104633

56. Q27276453

57. Sulbactam Sodium, Antibiotic For Culture Media Use Only

58. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

59. (2s,5r)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide Sodium Salt

60. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, Sodium Salt, (2s-cis)-

61. Sodium(2s-cis)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4,4-dioxide

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 255.23 g/mol
Molecular Formula C8H10NNaO5S
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass255.01773788 g/mol
Monoisotopic Mass255.01773788 g/mol
Topological Polar Surface Area103 Ų
Heavy Atom Count16
Formal Charge0
Complexity452
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


beta-Lactamase Inhibitors

Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)