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Merck
CN

SML0037

Ceftibuten hydrate

90-102% anhydrous basis (HPLC)

Synonym(s):

(6R,7R)-7-[[(2Z)-2-(2-Amino-4-thiazolyl)-4-carboxy-1-oxo-2-buten-1-yl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate

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About This Item

Empirical Formula (Hill Notation):
C15H14N4O6S2 · xH2O
CAS Number:
97519-39-6
Molecular Weight:
410.42 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
329825107
UNSPSC Code:
51284115
MDL number:
MFCD20488049

Key Documents

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Product Name

Ceftibuten hydrate, 90-102% anhydrous basis (HPLC)

InChI

1S/C15H14N4O6S2.H2O/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);1H2/b6-1-;/t10-,13-;/m1./s1

SMILES string

O.Nc1nc(cs1)\C(=C\CC(O)=O)C(=O)N[C@H]2[C@H]3SCC=C(N3C2=O)C(O)=O

InChI key

JMLVKZRNRBPPDZ-TXOBIQCCSA-N

assay

90-102% anhydrous basis (HPLC)

form

crystalline powder

storage condition

desiccated

color

white to pale yellow

solubility

DMSO: ≥50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Ceftibuten is a β-lactam antibiotic with antibacterial activity. It is effective for mild-to-moderate respiratory infections. It displays high stability against extended-spectrum β-lactamases producing bacteria.
Ceftibuten is a third generation cephalosporin antibiotic
Third generation cephalosporin antibiotic

General description

Chemical structure: ß-lactam

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000457077
0000457078
0000457078
0000457077
0000452432

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Masaki Kobayashi et al.
Biochimica et biophysica acta, 1715(1), 19-24 (2005-08-10)
Nateglinide, a novel oral hypoglycemic agent, possesses a carbonyl group and a peptide-type bond in its structure. We previously reported that nateglinide transport occurs via a single system that may be identical to the ceftibuten/H(+) cotransport system by the rat
A case of selective IgE-mediated hypersensitivity to ceftibuten.
M Atanasković-Marković et al.
Allergy, 60(11), 1454-1454 (2005-10-04)
Ceftibuten
Wiseman LR and Balfour JA
Drugs, 47(5), 784-808 (1994)
Thomas J Neuhaus et al.
European journal of pediatrics, 167(9), 1037-1047 (2007-12-13)
The hypothesis was tested that oral antibiotic treatment in children with acute pyelonephritis and scintigraphy-documented lesions is equally as efficacious as sequential intravenous/oral therapy with respect to the incidence of renal scarring. A randomised multi-centre trial was conducted in 365
Goran Palcevski et al.
Pharmacoepidemiology and drug safety, 13(3), 181-185 (2004-04-10)
In this study, we evaluated antibiotic utilisation pattern at two paediatric clinics in different European (transitional) countries: Croatia (Rijeka) and Russia (Smolensk). Antibiotic utilisation during the year 2000 was observed using the ATC/defined daily doses (DDD) methodology (ATC code-J01). Drug-usage
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