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T2820

Sigma-Aldrich

Tazobactam sodium salt

β-lactamase inhibitor

Sinônimo(s):

CL-298741, YTR-830H, [2S-(2α, 3β, 5α)]-3-Methyl-7-oxo-3(1H,2,3-triazol-1-ylmethyl)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

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About This Item

Fórmula empírica (Notação de Hill):
C10H11N4NaO5S
Número CAS:
Peso molecular:
322.27
Número MDL:
Código UNSPSC:
51282127
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

Formulário

powder or crystals

cor

white to off-white

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

Modo de ação

cell wall synthesis | interferes

cadeia de caracteres SMILES

[Na+].C[C@]2(Cn1ccnn1)[C@@H](N3[C@@H](CC3=O)S2(=O)=O)C([O-])=O

InChI

1S/C10H12N4O5S.Na/c1-10(5-13-3-2-11-12-13)8(9(16)17)14-6(15)4-7(14)20(10,18)19;/h2-3,7-8H,4-5H2,1H3,(H,16,17);/q;+1/p-1/t7-,8+,10+;/m1./s1

chave InChI

RFMIKMMOLPNEDG-QVUDESDKSA-M

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Descrição geral

Chemical structure: ß-lactam

Aplicação

Tazobactam is an antibacterial penicillin derivative which inhibits the action of bacterial β-lactamases. It is used in combination with piperacillin and other β-lactam antibiotics to broaden their spectrum and enhance their effect. It is used for bacterial β-lactamase and penicillinase inhibition studies.

Ações bioquímicas/fisiológicas

Tazobactam is a β -Lactamase inhibitor. When used with β-lactam antibiotics I, it enhances their effect.

Outras notas

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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In vitro antimicrobial activity of piperacillin/tazobactam in comparison with other broad-spectrum β-lactams. .
Roland, R. K., et al.
The Journal of Infectious Diseases, 4, 226-226 (2000)
R A Bonomo et al.
Biochimica et biophysica acta, 1547(2), 196-205 (2001-06-19)
The CMY-2 beta-lactamase, a plasmid determined class C cephalosporinase, was shown to be susceptible to inhibition by tazobactam (K(i)=40 microM). The reaction product(s) of CMY-2 beta-lactamase with the beta-lactamase inhibitor tazobactam were analyzed by electrospray ionization/mass spectrometry (ESI/MS) to characterize
Gioia S Babini et al.
The Journal of antimicrobial chemotherapy, 51(3), 605-612 (2003-03-05)
MICs of piperacillin/tazobactam are conventionally determined by varying the concentration of piperacillin in the presence of a fixed 4 mg/L tazobactam. When tested in this way, the MIC distribution for Klebsiella isolates with extended-spectrum beta-lactamases (ESBLs) is strongly bimodal, such
Craig Knox et al.
Nucleic acids research, 39(Database issue), D1035-D1041 (2010-11-10)
DrugBank (http://www.drugbank.ca) is a richly annotated database of drug and drug target information. It contains extensive data on the nomenclature, ontology, chemistry, structure, function, action, pharmacology, pharmacokinetics, metabolism and pharmaceutical properties of both small molecule and large molecule (biotech) drugs.
Johannes Zander et al.
Clinical chemistry and laboratory medicine, 53(5), 781-791 (2014-10-11)
Recent studies have demonstrated highly variable blood concentrations of piperacillin, tazobactam, cefepime, meropenem, ciprofloxacin and linezolid in critically ill patients with a high incidence of sub-therapeutic levels. Consequently, therapeutic drug monitoring (TDM) of these antibiotics has to be considered, requiring

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