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SML0037

Sigma-Aldrich

Ceftibuten hydrate

≥98% (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:
Molecular Weight:
410.42 (anhydrous basis)
MDL number:
UNSPSC Code:
51284115
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
C Juarbe
Boletin de la Asociacion Medica de Puerto Rico, 92(9-12), 110-114 (2003-11-19)
A survey between Otolaryngologist Head and Neck Surgeons in Puerto Rico and a prospective study was done, to evaluate the efficacy of ceftibuten in pediatric patients undergoing adenotonsillectomy. Surgery of the tonsils and adenoids is the most common operation performed
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

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