Cefotetan Disodium

Synopsis, Chemistry

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DRUG PRODUCT COMPOSITION

INJECTABLE;INJECTION - EQ 1GM BASE/VIAL, INJECTABLE;INJECTION - EQ 2GM BASE/VIAL

INJECTABLE;INJECTION - EQ 1GM BASE/VIAL
INJECTABLE;INJECTION - EQ 2GM BASE/VIAL

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Also known as: Cefotetan sodium, Cefotetan disodium salt, Cefotan, 74356-00-6, Yamatetan, Apatef

Molecular Formula

C₁₇H₁₅N₇Na₂O₈S₄

Molecular Weight

619.6 g/mol

InChI Key

ZQQALMSFFARWPK-ZTQQJVKJSA-L

FDA UNII

0GXP746VXB

A semisynthetic cephamycin antibiotic that is administered intravenously or intramuscularly. 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 microorganisms.

1 2D Structure

Cefotetan Disodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

disodium;(6R,7S)-7-[[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-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/C17H17N7O8S4.2Na/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28;;/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30);;/q;2*+1/p-2/t13?,15-,17+;;/m1../s1

2.1.3 InChI Key

ZQQALMSFFARWPK-ZTQQJVKJSA-L

2.1.4 Canonical SMILES

CN1C(=NN=N1)SCC2=C(N3C(C(C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]

2.1.5 Isomeric SMILES

CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]

2.2 Other Identifiers

2.2.1 UNII

0GXP746VXB

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Apacef

2. Apatef

3. Cefotan

4. Cefotetan

5. Cefotetan Disodium Salt

6. Ceftotan

7. Disodium Salt, Cefotetan

8. Disodium, Cefotetan

9. Ici 156834

10. Ici-156834

11. Ici156834

12. Salt, Cefotetan Disodium

13. Ym 09330

14. Ym-09330

15. Ym09330

2.3.2 Depositor-Supplied Synonyms

1. Cefotetan Sodium

2. Cefotetan Disodium Salt

3. Cefotan

4. 74356-00-6

5. Yamatetan

6. Apatef

7. Cepan

8. Ym-09330

9. Ym 09330

10. 0gxp746vxb

11. Chebi:34617

12. 74356-00-6 (sodium)

13. (6r,7s)-7-(4-(carbamoylcarboxymethylene)-1,3-dithietane-2-carboxamido)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, Disodium Salt

14. Ceftenon

15. Darvilen

16. Cefotetan Sodium (jan)

17. Ici 156834 Disodium

18. Cefotetan Sodium [jan]

19. Cefotetan Disodium [usan]

20. Sodium (6r,7s)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

21. Cefotan In Plastic Container

22. Einecs 277-834-9

23. Unii-0gxp746vxb

24. Cefotetandisodium

25. Cefotetan Disodium [usan:usp]

26. Cefotan (tn)

27. Cefotetan And Dextrose In Duplex Container

28. Cefotetan Disodium (usp)

29. Schembl40794

30. (6r,7s)-4-((2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-delta(sup 2,alpha)-malonamic Acid, Disodium Salt

31. Chembl1201098

32. Cefotetan Disodium [vandf]

33. Cefotetan Disodium [mart.]

34. Cefotetan Disodium [who-dd]

35. Disodium;(6r,7s)-7-[[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

36. Akos025311215

37. Cefotetan Disodium [orange Book]

38. Cefotetan Disodium [usp Impurity]

39. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6alpha,7alpha))-

40. Cefotetan Disodium [usp Monograph]

41. C-2473

42. D02228

43. Cefotetan Disodium, Antibiotic For Culture Media Use Only

44. (6r,7s)-4-((2-carboxy-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-.delta.(sup 2,.alpha.)-malonamic Acid, Disodium Salt

45. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl)carbonyl)amino)-7-methoxy-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, Disodium Salt, (6r-(6.alpha.,7.alpha.))-

46. Disodium (6r,7s)-7-({[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

47. Disodium 7beta-({[4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl}amino)-7alpha-methoxy-3-{[(1-methyl-1h-tetrazol-5-yl)sulfanyl]methyl}-3,4-didehydrocepham-4-carboxylate

48. Disodium(7r)-7-[[4-(carbamoyl-carboxylato-methylidene)-1,3-dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

49. Sodium (6r,7s)-7-(4-(2-amino-1-carboxylato-2-oxoethylidene)-1,3-dithietane-2-carboxamido)-7-methoxy-3-((1-methyl-1h-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₁₅N₇Na₂O₈S₄
Molecular Weight	619.6 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	7
Exact Mass	618.96603372 g/mol
Monoisotopic Mass	618.96603372 g/mol
Topological Polar Surface Area	327 Å²
Heavy Atom Count	38
Formal Charge	0
Complexity	1080
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Cefotetan and dextrose in duplex container
Active Ingredient	Cefotetan disodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	B Braun

2 of 2
Drug Name	Cefotetan and dextrose in duplex container
Active Ingredient	Cefotetan disodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	B Braun