Ceftibuten Dihydrate

Synopsis, Chemistry

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FOR SUSPENSION;ORAL - EQ 180MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, FOR SUSPENSION;ORAL - EQ 90MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

FOR SUSPENSION;ORAL - EQ 180MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
FOR SUSPENSION;ORAL - EQ 90MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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Suppliers, 11 Roquette, 9 Sigachi Industries, 8 Gangwal Chemicals, 7 Microlex e.U, 6 BASF, 6 Seppic, 6 Gangwal Healthcare, 4 Actylis, 4 ACG Worldwide, 4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd, 3 DFE Pharma, 3 Lonza Capsugel, 3 Prachin Chemical, 3 Vasa Pharmachem, 3 Kerry, 2 Pharmatrans-Sanaq, 2 Shanghai Shenmei Pharmaceutical Technology Co., Ltd, 2 Nanjing Well Pharmaceutical, 1 SPI Pharma, 1 Pharm-RX Chemical, 1 Finar, 1 DKSH, 1 Ideal Cures Pvt Ltd, 1 Nanjing Bold Chemical, 1 Jai Radhe Sales, 1 Ingredion Pharma Solutions, 1 Qualicaps, 1 Pfanstiehl, 1 Rochem International Inc

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Also known as: 118081-34-8, Ceftibuten (dihydrate), Ceftibuten.2h2o, Isocef, 62f4443rwp, Ceftibuten hydrate

Molecular Formula

C₁₅H₁₈N₄O₈S₂

Molecular Weight

446.5 g/mol

InChI Key

SSWTVBYDDFPFAF-DKOGRLLHSA-N

FDA UNII

62F4443RWP

Ceftibuten Dihydrate is the dihydrate form of ceftibuten, a semisynthetic, beta-lactamase-stable, third-generation cephalosporin with antibacterial activity. Ceftibuten 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

Ceftibuten Dihydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;dihydrate

2.1.2 InChI

InChI=1S/C15H14N4O6S2.2H2O/c16-15-17-7(5-27-15)6(1-2-9(20)21)11(22)18-10-12(23)19-8(14(24)25)3-4-26-13(10)19;;/h1,3,5,10,13H,2,4H2,(H2,16,17)(H,18,22)(H,20,21)(H,24,25);2*1H2/b6-1-;;/t10-,13-;;/m1../s1

2.1.3 InChI Key

SSWTVBYDDFPFAF-DKOGRLLHSA-N

2.1.4 Canonical SMILES

C1C=C(N2C(S1)C(C2=O)NC(=O)C(=CCC(=O)O)C3=CSC(=N3)N)C(=O)O.O.O

2.1.5 Isomeric SMILES

C1C=C(N2[C@H](S1)[C@@H](C2=O)NC(=O)/C(=C\CC(=O)O)/C3=CSC(=N3)N)C(=O)O.O.O

2.2 Other Identifiers

2.2.1 UNII

62F4443RWP

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 118081-34-8

2. Ceftibuten (dihydrate)

3. Ceftibuten.2h2o

4. Isocef

5. 62f4443rwp

6. Ceftibuten Hydrate

7. Cetb

8. (6r,7r)-7-[[(z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;dihydrate

9. (6r,7r)-7-[[(z)-2-(2-amino-1,3-thiazol-4-yl)-5-hydroxy-5-oxopent-2-enoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Dihydrate

10. Seftem

11. (6r,7r)-7-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid--water (1/2)

12. 7beta-{[(2z)-2-(2-amino-1,3-thiazol-4-yl)-4-carboxybut-2-enoyl]amino}-3,4-didehydrocepham-4-carboxylic Acid--water(1/2)

13. Unii-62f4443rwp

14. Seftem (tn)

15. Cedax (tn)

16. Ceftibuten Hydrate (jp17)

17. Schembl159144

18. Ceftibuten Hydrate [jan]

19. Chebi:34618

20. Hy-b0698a

21. Ceftibuten Dihydrate [mi]

22. Ceftibuten Dihydrate [vandf]

23. Mfcd08141796

24. S3623

25. Ceftibuten Dihydrate [who-dd]

26. Akos025149353

27. Ccg-269195

28. Cs-4518

29. Ceftibuten Dihydrate [orange Book]

30. D02121

31. 081c348

32. A803878

33. Q27116185

34. (+)-(6r,7r)-7-[2-(2-amino-1,3-thiazol-4-yl)-4-carboxy-2-butenamide]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Dihydrate

35. (6r,7r)-7-((z)-2-(2-aminothiazol-4-yl)-4-carboxybut-2-enamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Dihydrate

36. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-((2-(2-amino-4-thiazolyl)-4-carboxy-1-oxo-2-butenyl)amino)-8-oxo-, Dihydrate, (6r-(6.alpha.,7.beta.(z)))-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₅H₁₈N₄O₈S₂
Molecular Weight	446.5 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	6
Exact Mass	446.05660589 g/mol
Monoisotopic Mass	446.05660589 g/mol
Topological Polar Surface Area	219 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	755
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

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Ceftibuten Dihydrate

Ceftibuten Dihydrate

Synopsis

Chemistry

APIs // Active Pharmaceutical Ingredients

1 API Suppliers

1 EU WC

PRICE INFORMATION

API Reference Price

API Exports

API Imports

INTERMEDIATES

2 Suppliers

DOSSIERs // Finished Dosage Formulations

7 Dossiers

3 FDA Orange Book

2 Europe

2 Listed Dossiers

DRUG PRODUCT COMPOSITION

FOR SUSPENSION;ORAL - EQ 180MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

FOR SUSPENSION;ORAL - EQ 90MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

RELATED EXCIPIENT COMPANIES

Suppliers

11 Roquette

9 Sigachi Industries

8 Gangwal Chemicals

7 Microlex e.U

6 BASF

6 Seppic

6 Gangwal Healthcare

4 Actylis

4 ACG Worldwide

4 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

3 DFE Pharma

3 Lonza Capsugel

3 Prachin Chemical

3 Vasa Pharmachem

3 Kerry

2 Pharmatrans-Sanaq

2 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

2 Nanjing Well Pharmaceutical

1 SPI Pharma

1 Pharm-RX Chemical

1 Finar

1 DKSH

1 Ideal Cures Pvt Ltd

1 Nanjing Bold Chemical

1 Jai Radhe Sales

1 Ingredion Pharma Solutions

1 Qualicaps

1 Pfanstiehl

1 Rochem International Inc

EXCIPIENTS BY APPLICATIONS

19 Fillers, Diluents & Binders

15 Thickeners and Stabilizers

15 Disintegrants & Superdisintegrants

13 Direct Compression

13 Lubricants & Glidants

11 Solubilizers

9 Coating Systems & Additives

8 Empty Capsules

8 Granulation

7 Taste Masking

7 Co-Processed Excipients

6 Topical

6 Parenteral

5 Emulsifying Agents

5 Controlled & Modified Release

4 Film Formers & Plasticizers

3 API Stability Enhancers

2 Surfactant & Foaming Agents

2 Rheology Modifiers

2 Chewable & Orodispersible Aids

GLOBAL SALES INFORMATION

2 US Medicaid Prescriptions

1 Finished Drug Prices

MARKET PLACE

2 APIs

API SUPPLIERS

FOR SUSPENSION;ORAL - EQ 180MG BASE/5ML Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons

FOR SUSPENSION;ORAL - EQ 90MG BASE/5ML Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons