Ceftizoxime Sodium

Synopsis, Chemistry

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Also known as: Ceftizoxim-natrium, 68401-82-1, Cefizox, Eposerin, Epocelin, Fk 749

Molecular Formula

C₁₃H₁₂N₅NaO₅S₂

Molecular Weight

405.4 g/mol

InChI Key

ADLFUPFRVXCDMO-LIGXYSTNSA-M

FDA UNII

26337D5X88

A semisynthetic cephalosporin antibiotic which can be administered intravenously or by suppository. The drug is highly resistant to a broad spectrum of beta-lactamases and is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative organisms. It has few side effects and is reported to be safe and effective in aged patients and in patients with hematologic disorders.

1 2D Structure

Ceftizoxime Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.1.2 InChI

InChI=1S/C13H13N5O5S2.Na/c1-23-17-7(5-4-25-13(14)15-5)9(19)16-8-10(20)18-6(12(21)22)2-3-24-11(8)18;/h2,4,8,11H,3H2,1H3,(H2,14,15)(H,16,19)(H,21,22);/q;+1/p-1/b17-7-;/t8-,11-;/m1./s1

2.1.3 InChI Key

ADLFUPFRVXCDMO-LIGXYSTNSA-M

2.1.4 Canonical SMILES

CON=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=CCS3)C(=O)[O-].[Na+]

2.1.5 Isomeric SMILES

CO/N=C(/C1=CSC(=N1)N)\C(=O)N[C@H]2[C@@H]3N(C2=O)C(=CCS3)C(=O)[O-].[Na+]

2.2 Other Identifiers

2.2.1 UNII

26337D5X88

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefizox

2. Ceftizoxime

3. Ceftizoxime Monosodium Salt

4. Fk 749

5. Fk-749

6. Fk749

7. Fr 13749

8. Fr-13749

9. Fr13749

10. Monosodium Salt, Ceftizoxime

11. Salt, Ceftizoxime Monosodium

12. Sk And F 88373 2

13. Sk And F 88373-2

14. Sk And F 883732

15. Skf 88373

16. Skf-88373

17. Skf88373

18. Sodium, Ceftizoxime

2.3.2 Depositor-Supplied Synonyms

1. Ceftizoxim-natrium

2. 68401-82-1

3. Cefizox

4. Eposerin

5. Epocelin

6. Fk 749

7. Sk&f 88373-z

8. Sodium Ceftizoxime

9. Ceftizoxime Sodium Salt

10. Fr 13749

11. Chebi:3512

12. Sk&f-88373-z

13. Fr-13749

14. 26337d5x88

15. Fk-749

16. Sodium (6r,7r)-7-(2-(2-imino-4-thiazolin-4-yl)glyoxylamido)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate 7(sup 2)-(z)-(o-methyloxime)

17. Sodium;(6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

18. Czx

19. Ceftizoxim-natrium [german]

20. Unii-26337d5x88

21. Epocelin (tn)

22. Cefizox In Plastic Container

23. Cefizox (tn)

24. Skf 88373-z

25. Ceftizoxime Sodium [usan:usp:jan]

26. Fx 749

27. Ceftizoxime (sodium)

28. Ncgc00167460-01

29. Dsstox_cid_26643

30. Dsstox_rid_81789

31. Dsstox_gsid_46643

32. Schembl41003

33. Cefizox In Dextrose 5% In Plastic Container

34. Ceftizoxime Sodium [jan]

35. Chembl1201019

36. Dtxsid5046643

37. Ceftizoxime Sodium (jp17/usp)

38. Hy-b1596a

39. Ceftizoxime Sodium [usan]

40. Ceftizoxime Sodium [vandf]

41. Ceftizoxime Sodium [mart.]

42. Ceftizoxime Sodium [who-dd]

43. Tox21_112464

44. Ceftizoxime Sodium Salt [mi]

45. Cs-5309

46. Ceftizoxime Sodium [orange Book]

47. Ceftizoxime Sodium [usp Monograph]

48. Cas-68401-82-1

49. C-2555

50. C08118

51. D00923

52. Ceftizoxime Sodium Salt, Antibiotic For Culture Media Use Only

53. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2,3-dihydro-2-imino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxomonosodium Salt, (6r-(6.alpha.,7.beta.(z)))-

54. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2,3-dihydro-2-imino-4-thiazolyl)(methoxyimino)acetyl)amino)-8-oxomonosodium Salt, (6r-(6alpha,7beta(z)))-

55. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)-(methoxyimino)acetyl)amino)-8-oxo-, Monosodium Salt, (6r-(6-alpha,7-beta(z)))-

56. Sodium 7beta-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2,3-didehydropenam-2-carboxylate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₂N₅NaO₅S₂
Molecular Weight	405.4 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	10
Rotatable Bond Count	5
Exact Mass	405.01775513 g/mol
Monoisotopic Mass	405.01775513 g/mol
Topological Polar Surface Area	204 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	675
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2