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ACTIVE PHARMA INGREDIENTS

1 KDMF

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Synopsis

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Chemistry

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Also known as: 86329-79-5, Cefodizime disodium, Cefodizime disodium salt, Thr-221, Cefodizime sodium [jan], Hr 221

Molecular Formula

C₂₀H₁₈N₆Na₂O₇S₄

Molecular Weight

628.6 g/mol

InChI Key

WBOBLQIRACJNPA-AEKYOGSZSA-L

FDA UNII

HC1T51593A

Cefodizime Sodium is the sodium salt form of cefodizime, a third-generation, aminothiazolyl cephalosporin for parenteral use. Cefodizime has broad-spectrum activity and is stable to most beta-lactamases.

1 2D Structure

Cefodizime Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C20H20N6O7S4.2Na/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);;/q;2*+1/p-2/b25-12-;;/t13-,17-;;/m1../s1

2.1.3 InChI Key

WBOBLQIRACJNPA-AEKYOGSZSA-L

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-].[Na+].[Na+]

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-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

HC1T51593A

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cefodizime

2. Cefodizime Disodium

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

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

5. Hr 221

6. Hr-221

7. Modivid

2.3.2 Depositor-Supplied Synonyms

1. 86329-79-5

2. Cefodizime Disodium

3. Cefodizime Disodium Salt

4. Thr-221

5. Cefodizime Sodium [jan]

6. Hr 221

7. S 77 1221 B

8. Hc1t51593a

9. Thr 221

10. 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-, Disodium Salt, (6r,7r)-

11. Neucef (tn)

12. S 77-1221b

13. S-77-1221b

14. S-77-1221-b

15. Unii-hc1t51593a

16. Kenicef (tn)

17. Ncgc00167581-01

18. Cefodizime Sodium (jp17)

19. Dsstox_cid_26730

20. Dsstox_rid_81860

21. Dsstox_gsid_46730

22. Schembl1649045

23. Chembl3189077

24. Dtxsid9046730

25. Chebi:31372

26. Cefodizime Sodium [mart.]

27. Tox21_112573

28. Cefodizime Disodium [who-dd]

29. Mfcd00897059

30. Cefodizime Disodium Salt [mi]

31. Akos025311226

32. As-82212

33. Cas-86329-79-5

34. D01863

35. (z)-7-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)-3-(5-carboxymethyl-4-methylthiazol-2-ylthiomethyl)-3-cephem-4-carboxylic Acid, Disodium Salt

36. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((5-(carboxymethyl)-4-methyl-2-thiazolyl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6-alpha,7-beta(z)))-

37. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(((5-(carboxymethyl)-4-methyl-2-thiazolyl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6.alpha.,7.beta.(z)))-

38. 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-, Sodium Salt (1:2), (6r,7r)-

39. Sodium (6r,7r)-7-((z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-(((5-(carboxylatomethyl)-4-methylthiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₁₈N₆Na₂O₇S₄
Molecular Weight	628.6 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	8
Exact Mass	627.99152019 g/mol
Monoisotopic Mass	627.99152019 g/mol
Topological Polar Surface Area	310 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	1020
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	3