Cefoperazone Sodium

Synopsis, Chemistry

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Also known as: 62893-20-3, Sodium cefoperazone, Cefoperazone sodium salt, Cefobid, Tomabef, T-1551

Molecular Formula

C₂₅H₂₆N₉NaO₈S₂

Molecular Weight

667.7 g/mol

InChI Key

NCFTXMQPRQZFMZ-WERGMSTESA-M

FDA UNII

5FQG9774WD

Semisynthetic broad-spectrum cephalosporin with a tetrazolyl moiety that is resistant to beta-lactamase. It may be used to treat Pseudomonas infections.

1 2D Structure

Cefoperazone Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(6R,7R)-7-[[(2R)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C25H27N9O8S2.Na/c1-3-32-8-9-33(21(39)20(32)38)24(42)27-15(12-4-6-14(35)7-5-12)18(36)26-16-19(37)34-17(23(40)41)13(10-43-22(16)34)11-44-25-28-29-30-31(25)2;/h4-7,15-16,22,35H,3,8-11H2,1-2H3,(H,26,36)(H,27,42)(H,40,41);/q;+1/p-1/t15-,16-,22-;/m1./s1

2.1.3 InChI Key

NCFTXMQPRQZFMZ-WERGMSTESA-M

2.1.4 Canonical SMILES

CCN1CCN(C(=O)C1=O)C(=O)NC(C2=CC=C(C=C2)O)C(=O)NC3C4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]

2.1.5 Isomeric SMILES

CCN1CCN(C(=O)C1=O)C(=O)N[C@H](C2=CC=C(C=C2)O)C(=O)N[C@H]3[C@@H]4N(C3=O)C(=C(CS4)CSC5=NN=NN5C)C(=O)[O-].[Na+]

2.2 Other Identifiers

2.2.1 UNII

5FQG9774WD

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cfobis

2. Cefobid

3. Cefoperazon

4. Cefoperazone

5. Cefoperazone Sodium Salt

6. Salt, Cefoperazone Sodium

7. Sodium Salt, Cefoperazone

8. Sodium, Cefoperazone

9. T 1551

10. T-1551

11. T1551

2.3.2 Depositor-Supplied Synonyms

1. 62893-20-3

2. Sodium Cefoperazone

3. Cefoperazone Sodium Salt

4. Cefobid

5. Tomabef

6. T-1551

7. Cp 52640-2

8. Cefoperazone (sodium Salt)

9. Cefoperazone (as Sodium)

10. 5fqg9774wd

11. Chebi:3494

12. Cp-52,640-2

13. Nsc-758173

14. 62893-20-3 (sodium)

15. Cp-526402

16. Cefobid (tn)

17. Cp-52640-2

18. Dsstox_cid_25874

19. Dsstox_rid_81192

20. Dsstox_gsid_45874

21. Sodium;(6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

22. Cefobis

23. 1094606-34-4

24. Cas-62893-20-3

25. Cefobid In Plastic Container

26. Einecs 263-751-5

27. T 1551

28. Unii-5fqg9774wd

29. Cefoperazin

30. Cefoneg

31. Cefoper

32. Cefoperazon-natrium

33. Ncgc00094952-01

34. Cefobid Sodium Salt

35. Sodium;(6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxy

36. Cefoperazone Sodium [usan:usp:jan]

37. Cefoperazone, Sodium Salt

38. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

39. Schembl537680

40. Chembl1200482

41. Dtxsid6045874

42. Hy-b0210a

43. Cefoperazone Sodium [jan]

44. Cefoperazone Sodium (jp17/usp)

45. Cefoperazone Sodium [usan]

46. Cefoperazone Sodium [vandf]

47. Cefoperazone Sodium [mart.]

48. Tox21_111367

49. Cefoperazone Sodium [who-dd]

50. Mfcd07793331

51. Cefoperazone Sodium Salt [mi]

52. Akos015951266

53. Tox21_111367_1

54. Ccg-270350

55. Cs-5023

56. Nsc 758173

57. Cefoperazone Sodium [ep Impurity]

58. Cefoperazone Sodium [orange Book]

59. Ncgc00179599-03

60. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((((4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Monosodium Salt, (6r-(6alpha,7beta(r*)))-

61. Cefoperazone Sodium [ep Monograph]

62. Cefoperazone Sodium [usp Monograph]

63. C08112

64. D00918

65. Sulperazone Component Cefoperazone Sodium

66. A834072

67. Cefoperazone Sodium Component Of Sulperazone

68. Q27106107

69. Cefoperazone Sodium 100 Microg/ml In Acetonitrile:water

70. (6r,7r)-7-[[(2r)-2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

71. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-(p-hydroxyphenyl)acetamido-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate

72. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

73. Sodium (6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

74. Sodium 7-[[2-[(4-ethyl-2,3-dioxo-piperazine-1-carbonyl)amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

75. Sodium(6r,7r)-7-((r)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-2-(4-hydroxyphenyl)acetamido)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₂₅H₂₆N₉NaO₈S₂
Molecular Weight	667.7 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	9
Exact Mass	667.12434545 g/mol
Monoisotopic Mass	667.12434545 g/mol
Topological Polar Surface Area	274 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	1250
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2