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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

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)
Janice Y C Lo et al.
Antimicrobial agents and chemotherapy, 52(10), 3564-3567 (2008-07-30)
Neisseria gonorrhoeae infections have been empirically treated in Hong Kong with a single oral 400-mg dose of ceftibuten since 1997. Following anecdotal reports of the treatment failure of gonorrhea with oral extended-spectrum cephalosporins, the current study was undertaken to determine
M Perilli et al.
Journal of chemotherapy (Florence, Italy), 19(2), 123-126 (2007-04-17)
The present work was undertaken to study the ability of ceftazidime and ceftibuten to selectin vitro Escherichia coli HB101 harboring bla(TEM-1) beta-lactamase gene. Minimum inhibitory concentrations (MICs) of ceftazidime and ceftibuten were increased by a factor of 32, overcoming in
Cephalosporins
Mandell, Douglas, and Bennett's Principles and Practice of Infectious Diseases, 278-292 (2015)
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

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