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Merck
CN

SML0037

Sigma-Aldrich

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)
MDL number:
MFCD20488049
UNSPSC Code:
51284115
PubChem Substance ID:
329825107
NACRES:
NA.77

Key Documents

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Quality Level

100

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

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

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

InChI key

JMLVKZRNRBPPDZ-TXOBIQCCSA-N

General description

Chemical structure: ß-lactam

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

Storage Class Code

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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D Adam et al.
Fortschritte der Medizin. Originalien, 119 Suppl 2, 63-70 (2005-02-12)
Group A Streptococci have remained sensitive to penicillins and other betalactam antibiotics, e. g. cephalosporins. Since the beginning of the 1950s oral penicillin V given three times daily in a dose of 50,000 IU daily has been the drug of
Kouji Kimura et al.
Journal of clinical microbiology, 47(12), 4154-4157 (2009-10-09)
Although group B streptococcus (GBS) has been considered to be uniformly susceptible to beta-lactams, the presence of GBS with reduced penicillin susceptibility (PRGBS) was recently confirmed genetically. We developed a feasible and reliable method for screening PRGBS in clinical microbiology
Megumi Irie et al.
Pflugers Archiv : European journal of physiology, 449(2), 186-194 (2004-09-02)
Small peptides and some pharmacologically active compounds are absorbed from the small intestine by the apical H(+)-coupled peptide transporter 1 (PEPT1) and the basolateral peptide transporter. Here we investigated the efflux properties of the basolateral peptide transporter in Caco-2 cells
Staffan Mårild et al.
Pediatric nephrology (Berlin, Germany), 24(3), 521-526 (2008-09-27)
A randomized, open, coordinated multi-center trial compared the bacteriological and clinical efficacy and safety of orally administered ceftibuten and trimethoprim-sulfamethoxazole (TMP-SMX) in children with febrile urinary tract infection (UTI). Children aged 1 month to 12 years presenting with presumptive first-time
Burkholderia cepacia complex nasal isolation in immunocompetent patients with sinonasal polyposis not associated with cystic fibrosis.
G Marioni et al.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology, 26(1), 73-75 (2006-12-21)
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