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T2820

Tazobactam sodium salt

β-lactamase inhibitor

Synonym(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

Empirical Formula (Hill Notation):
C10H11N4NaO5S
CAS Number:
89785-84-2
Molecular Weight:
322.27
NACRES:
NA.85
PubChem Substance ID:
329826726
UNSPSC Code:
51282127
MDL number:
MFCD00917472
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Quality Level

100

form

powder or crystals

color

white to off-white

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

SMILES string

[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

InChI key

RFMIKMMOLPNEDG-QVUDESDKSA-M

General description

Chemical structure: β-lactam

Application

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.

Biochem/physiol Actions

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

Other Notes

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

T2820-VAR: + T2820-BULK: + T2820-10MG:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
128K1351
027K1507
016K1492
094K1284
094K1283

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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
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