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Cefteram Pivoxil
Also known as: Tomiron, 82547-81-7, Cefteram pivaloyloxymethyl ester, T 2588, T-2588, 0od86rt58c
Molecular Formula
C22H27N9O7S2
Molecular Weight
593.6  g/mol
InChI Key
UIYAXIPXULMHAI-JLGRZTKVSA-N
FDA UNII
0OD86RT58C

Cefteram Pivoxil is the pivalate ester prodrug of cefteram, a semi-synthetic, broad-spectrum, third-generation cephalosporin with antibacterial activity. After oral administration of cefteram pivoxil, the ester bond is cleaved, releasing active cefteram.
1 2D Structure

Cefteram Pivoxil

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(5-methyltetrazol-2-yl)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
2.1.2 InChI
InChI=1S/C22H27N9O7S2/c1-10-26-29-30(27-10)6-11-7-39-18-14(25-16(32)13(28-36-5)12-8-40-21(23)24-12)17(33)31(18)15(11)19(34)37-9-38-20(35)22(2,3)4/h8,14,18H,6-7,9H2,1-5H3,(H2,23,24)(H,25,32)/b28-13-/t14-,18-/m1/s1
2.1.3 InChI Key
UIYAXIPXULMHAI-JLGRZTKVSA-N
2.1.4 Canonical SMILES
CC1=NN(N=N1)CC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)OCOC(=O)C(C)(C)C
2.1.5 Isomeric SMILES
CC1=NN(N=N1)CC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)OCOC(=O)C(C)(C)C
2.2 Other Identifiers
2.2.1 UNII
0OD86RT58C
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ro 19-5248

2. Ro-19-5248

3. T 2588

4. T-2588

5. Tomiron

2.3.2 Depositor-Supplied Synonyms

1. Tomiron

2. 82547-81-7

3. Cefteram Pivaloyloxymethyl Ester

4. T 2588

5. T-2588

6. 0od86rt58c

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

8. Ro-19-5248

9. Antibiotic T 2588

10. Tomiron (tn)

11. Unii-0od86rt58c

12. Brn 4223783

13. Cftm-pi

14. Starbld0016558

15. Cefteram Pivoxil (jp17)

16. Chembl3137676

17. Schembl22718900

18. Chebi:31381

19. Uiyaxipxulmhai-jlgrztkvsa-

20. Cefteram Pivoxil [mart.]

21. Cefteram Pivoxil [who-dd]

22. Dtxsid401316612

23. Act06271

24. Zinc3871962

25. S5354

26. Hy-106571

27. Cefteram Pivaloyloxymethyl Ester [mi]

28. Cs-0026074

29. D01686

30. 547c817

31. (7r)-7beta-[(2-aminothiazol-4-yl)(methoxyimino)acetylamino]-3-(5-methyl-2h-tetrazol-2-yl)methylcepham-3-ene-4-carboxylic Acid Pivaloyloxymethyl Ester

32. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r-(6-alpha,7-beta(z)))-

33. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl)amino)-3-((5-methyl-2h-tetrazol-2-yl)methyl)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl Ester, (6r,7r)-

34. Pivaloyloxymethyl (z)-7-(2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido)-3-(5-methyl-2h-tetrazol-2-ylmethyl)-3-cephem-4-carboxylate

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 593.6 g/mol
Molecular Formula C22H27N9O7S2
XLogP33.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count15
Rotatable Bond Count12
Exact Mass593.14748658 g/mol
Monoisotopic Mass593.14748658 g/mol
Topological Polar Surface Area260 Ų
Heavy Atom Count40
Formal Charge0
Complexity1100
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
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.)


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