API Export of Ceftezole Sodium obtained from Indian Customs Trade Statistics

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Chemistry

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Also known as: 26973-24-0, Ceftezol, Ceftezolum, Ceftezole [inn], 2z86syp11w, (6r,7r)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Molecular Formula
C13H12N8O4S3
Molecular Weight
440.5  g/mol
InChI Key
DZMVCVMFETWNIU-LDYMZIIASA-N
FDA UNII
2Z86SYP11W

Ceftezole Sodium
Ceftezole is a semisynthetic first-generation cephalosporin with antibacterial activity. Ceftezole binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.
1 2D Structure

Ceftezole Sodium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(6R,7R)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
2.1.2 InChI
InChI=1S/C13H12N8O4S3/c22-7(1-20-4-14-18-19-20)16-8-10(23)21-9(12(24)25)6(2-26-11(8)21)3-27-13-17-15-5-28-13/h4-5,8,11H,1-3H2,(H,16,22)(H,24,25)/t8-,11-/m1/s1
2.1.3 InChI Key
DZMVCVMFETWNIU-LDYMZIIASA-N
2.1.4 Canonical SMILES
C1C(=C(N2C(S1)C(C2=O)NC(=O)CN3C=NN=N3)C(=O)O)CSC4=NN=CS4
2.1.5 Isomeric SMILES
C1C(=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)CN3C=NN=N3)C(=O)O)CSC4=NN=CS4
2.2 Other Identifiers
2.2.1 UNII
2Z86SYP11W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ceftezol

2. Ceftezol, Sodium Salt

3. Ceftezole Sodium

4. Celoslin

5. Demethylcefazolin

6. Falomesin

2.3.2 Depositor-Supplied Synonyms

1. 26973-24-0

2. Ceftezol

3. Ceftezolum

4. Ceftezole [inn]

5. 2z86syp11w

6. (6r,7r)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

7. J01db12

8. Ceftezole (inn)

9. Demethylcefazolin

10. (6r,7r)-8-oxo-7-[(1h-tetrazol-1-ylacetyl)amino]-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

11. Demethyl Cefazolin

12. (6r,7r)-8-oxo-7-(2-(1h-tetrazol-1-yl)acetamido)-3-((1,3,4-thiadiazol-2-ylthio)methyl)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid

13. Cg-b 3 Q

14. Ncgc00182064-02

15. Ceftezol [inn-spanish]

16. Ceftezolum [inn-latin]

17. Unii-2z86syp11w

18. Ceftezole [mi]

19. Ceftezole [who-dd]

20. Mls006010107

21. Schembl147529

22. Chembl1697829

23. Dtxsid0022771

24. Chebi:135716

25. Bcp12070

26. Hy-n7095

27. Zinc3830473

28. Mfcd00274176

29. S5289

30. Akos037643294

31. Ccg-269124

32. Db13821

33. As-13011

34. Smr004701245

35. Cs-0077833

36. D07656

37. 973c240

38. A818761

39. J-016638

40. Q5057295

41. (6r,7r)-3-((1,3,4-thiadiazol-2-ylthio)methyl)-7-(2-(1h-tetrazol-1-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

42. (6r,7r)-8-oxo-7-[[1-oxo-2-(1-tetrazolyl)ethyl]amino]-3-[(1,3,4-thiadiazol-2-ylthio)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

43. (6r,7r)-8-oxo-7-[[2-(tetrazol-1-yl)acetyl]amino]-3-(1,3,4-thiadiazol-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;ceftezole

44. (6r,7r)-8-oxo-7-[2-(1h-tetrazol-1-yl)acetamido]-3-[(1,3,4-thiadiazol-2-ylsulfanyl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid

45. 7-[2-(1h-tetrazol-1-yl)acetamido]-3-[(1,3,4-thiadiazol-2-ylsulfanyl)methyl]-3,4-didehydrocepham-4-carboxylic Acid

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 440.5 g/mol
Molecular Formula C13H12N8O4S3
XLogP3-0.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count12
Rotatable Bond Count7
Exact Mass440.01436441 g/mol
Monoisotopic Mass440.01436441 g/mol
Topological Polar Surface Area235 Ų
Heavy Atom Count28
Formal Charge0
Complexity709
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DB - First-generation cephalosporins

J01DB12 - Ceftezole


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