Cefodizima

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Also known as: 69739-16-8, Cefodizima, Cefodizimum, Cdzm, Cefodizime disodium, Hr 221

Molecular Formula

C₂₀H₂₀N₆O₇S₄

Molecular Weight

584.7 g/mol

InChI Key

XDZKBRJLTGRPSS-BGZQYGJUSA-N

FDA UNII

Z31298J4HQ

Cefodizime is a third-generation, aminothiazolyl cephalosporin for parenteral use. Cefodizime has broad-spectrum activity and is stable to most beta-lactamases.

1 2D Structure

Cefodizima

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

2.1.2 InChI

InChI=1S/C20H20N6O7S4/c1-7-10(3-11(27)28)37-20(22-7)36-5-8-4-34-17-13(16(30)26(17)14(8)18(31)32)24-15(29)12(25-33-2)9-6-35-19(21)23-9/h6,13,17H,3-5H2,1-2H3,(H2,21,23)(H,24,29)(H,27,28)(H,31,32)/b25-12-/t13-,17-/m1/s1

2.1.3 InChI Key

XDZKBRJLTGRPSS-BGZQYGJUSA-N

2.1.4 Canonical SMILES

CC1=C(SC(=N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)O)CC(=O)O

2.1.5 Isomeric SMILES

CC1=C(SC(=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)O)CC(=O)O

2.2 Other Identifiers

2.2.1 UNII

Z31298J4HQ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefodizime Disodium

2. Cefodizime, Dipotassium Salt, (6r-(6alpha,7beta(z)))-isomer

3. Cefodizime, Disodium Salt, (6r-(6alpha,7beta(z)))-isomer

4. Hr 221

5. Hr-221

6. Modivid

2.3.2 Depositor-Supplied Synonyms

1. 69739-16-8

2. Cefodizima

3. Cefodizimum

4. Cdzm

5. Cefodizime Disodium

6. Hr 221

7. Hr-221

8. Chebi:63214

9. Hr 221 [as Sodium]

10. Thr 221 [as Sodium]

11. Z31298j4hq

12. Cefodizime (inn)

13. (6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

14. Modivid

15. S 77 1221 B [as Sodium]

16. Thr-221

17. Cefodizime [inn]

18. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid,7-[[(2z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[[5-(carboxymethyl)-4-methyl-2-thiazolyl]thio]methyl]-8-oxo-, (6r,7r)-

19. 7-[[(2e)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

20. Cefodizime Sodium [jan]

21. Cefodizime Acid

22. Thr 221

23. (6r,7r)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-3-(((5-(carboxymethyl)-4-methyl-2-thiazolyl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid 7(sup 2)-(z)-(o-methyloxime)

24. Cefodizime [inn:ban]

25. Cefodizimum [inn-latin]

26. Cefodizima [inn-spanish]

27. S 77-1221b

28. S-77-1221b

29. S-77-1221-b

30. Cefodizme

31. Diezime

32. Timecef

33. Neucef

34. Unii-z31298j4hq

35. Cef;cdz

36. Cefodizime [mi]

37. Ec 700-301-3

38. Hr-221 [as Sodium]

39. Cefodizime [who-dd]

40. Thr-221 [as Sodium]

41. Hr 221 Free Acid

42. Hr-221 Free Acid

43. Thr 221 Free Acid

44. Thr-221 Free Acid

45. Schembl151101

46. Chembl2303613

47. Dtxsid2022757

48. S-771221b [as Sodium]

49. Ex-a1379

50. Zinc3871933

51. A0c261

52. Bdbm50422690

53. Mfcd00864926

54. S5235

55. S 77 1221 B Free Acid

56. S-77-1221-b Free Acid

57. Db13470

58. (6r,7r)-7-(((2z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl)amino)-3-(((5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl)sulfanyl)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

59. Hy-108402

60. Cs-0028575

61. D07643

62. J-700161

63. (6r,7r)-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-7-{[(2z)-1-hydroxy-2-(2-imino-2,3-dihydro-1,3-thiazol-4-yl)-2-(methoxyimino)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

64. (6r,7r)-7-({(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-[(methyloxy)imino]acetyl}amino)-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]thio}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

65. (6r,7r)-7-{[(22z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

66. 7-{[(22z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-({[5-(carboxymethyl)-4-methyl-1,3-thiazol-2-yl]sulfanyl}methyl)-3,4-didehydrocepham-4-carboxylic Acid

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₀N₆O₇S₄
Molecular Weight	584.7 g/mol
XLogP3	0.2
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	10
Exact Mass	584.02763169 g/mol
Monoisotopic Mass	584.02763169 g/mol
Topological Polar Surface Area	305 Å²
Heavy Atom Count	37
Formal Charge	0
Complexity	1030
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	1