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Also known as: Tazobactam sodium salt, 89785-84-2, Tazobactum sodium, Tazobactam sodium [usan], Cl-307579, Tazobactam (sodium)
Molecular Formula
C10H11N4NaO5S
Molecular Weight
322.28  g/mol
InChI Key
RFMIKMMOLPNEDG-QVUDESDKSA-M
FDA UNII
UXA545ABTT

Tazobactam Sodium
A penicillanic acid and sulfone derivative and potent BETA-LACTAMASE inhibitor that enhances the activity of other anti-bacterial agents against beta-lactamase producing bacteria.
1 2D Structure

Tazobactam Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C10H12N4O5S.Na/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h2-3,7-8H,4-5H2,1H3,(H,16,17);/q;+1/p-1/t7-,8+,10+;/m1./s1
2.1.3 InChI Key
RFMIKMMOLPNEDG-QVUDESDKSA-M
2.1.4 Canonical SMILES
CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)[O-])CN3C=CN=N3.[Na+]
2.1.5 Isomeric SMILES
C[C@@]1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)[O-])CN3C=CN=N3.[Na+]
2.2 Other Identifiers
2.2.1 UNII
UXA545ABTT
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Tazobactam

2. Ytr 830

3. Ytr 830h

4. Ytr-830

5. Ytr830

2.3.2 Depositor-Supplied Synonyms

1. Tazobactam Sodium Salt

2. 89785-84-2

3. Tazobactum Sodium

4. Tazobactam Sodium [usan]

5. Cl-307579

6. Tazobactam (sodium)

7. Ytr-830

8. Tazobactam (as Sodium)

9. Cl 307,579

10. Uxa545abtt

11. Chembl1439

12. Cl 307579

13. Chebi:85192

14. 89785-84-2 (sodium)

15. Ytr 830

16. 2-alpha-methyl-2-beta-(1,2,3-triazol-1-ylmethyl)penam-3-alpha-carboxylic Acid Sodium Salt

17. Dsstox_cid_26030

18. Dsstox_rid_81299

19. Dsstox_gsid_46030

20. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, Sodium Salt, (2s,3s,5r)-

21. Sodium (2s,3s,5r)-3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate, 4,4-dioxide

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

23. Cas-89785-84-2

24. Unii-uxa545abtt

25. Tazobactum

26. Ncgc00159340-02

27. Schembl259991

28. Tazobactam Sodium (jan/usan)

29. Tazobactam Sodium [jan]

30. Dtxsid8046030

31. Tazobactam Sodium [vandf]

32. Tazobactam Sodium [mart.]

33. Yp-14

34. Tazobactam Sodium [who-dd]

35. Sodium (2s,3s,5r)-3-((1h-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

36. Tazobactam Sodium Salt [mi]

37. Tox21_111584

38. Bdbm50157692

39. Mfcd00917472

40. Akos015962921

41. Akos016843926

42. Tox21_111584_1

43. Cs-w009884

44. Hy-w009168

45. Tazobactam Sodium [orange Book]

46. Zosyn Component Tazobactam Sodium

47. Ncgc00159340-05

48. Ac-18978

49. Ac-32478

50. As-56873

51. Zerbaxa Component Tazobactam Sodium

52. Tazobactam Sodium Salt, Analytical Standard

53. Tazobactam Sodium Component Of Zosyn

54. Tazobactam Sodium Component Of Zerbaxa

55. D03707

56. T-1446

57. Tazobactam Sodium Salt, Beta-lactamase Inhibitor

58. Q27158392

59. Tazobactam Sodium Salt, Antibiotic For Culture Media Use Only

60. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-methyl-7-oxo-3-(1h-1,2,3-triazol-1-ylmethyl)-, 4,4-dioxide, Sodium Salt, (2s-(2alpha,3beta,5alpha))-

61. Sodium (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[(1h-1,2,3-triazol-1-yl)methyl]-4lambda(6)-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

62. Sodium (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[1,2,3]triazol-1-ylmethyl-4lambda6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

63. Sodium(2s,3s,5r)-3-((1h-1,2,3-triazol-1-yl)methyl)-3-methyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4,4-dioxide

64. Sodium; (2s,3s,5r)-3-methyl-4,4,7-trioxo-3-[1,2,3]triazol-1-ylmethyl-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate

2.4 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 322.28 g/mol
Molecular Formula C10H11N4NaO5S
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass322.03478492 g/mol
Monoisotopic Mass322.03478492 g/mol
Topological Polar Surface Area134 Ų
Heavy Atom Count21
Formal Charge0
Complexity579
Isotope Atom Count0
Defined Atom Stereocenter Count3
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.)


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12-Jan-2021
10-Oct-2024
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