Tazobactam sodiumProduct ingredient for Tazobactam

Name
Tazobactam sodium
Drug Entry
Tazobactam

Tazobactam is an antibiotic of the beta-lactamase inhibitor class that prevents the breakdown of other antibiotics by beta-lactamase enzyme producing organisms. It is combined with Piperacillin and Ceftolozane for the treatment of a variety of bacterial infections.

Piperacillin-tazobactam was initially approved by the FDA in 1994, and ceftolozane-tazobactam was approved by the FDA in 2014Label, providing wider antibacterial coverage for gram-negative infections. In June 2019, ceftolozane-tazobactam was approved by the FDA for treating hospital-acquired bacterial pneumonia and ventilator-associated bacterial pneumonia, which are significant causes of morbidity and mortality in hospitalized patients.15

Accession Number
DBSALT001475
Structure
Synonyms
Not Available
UNII
UXA545ABTT
CAS Number
89785-84-2
Weight
Average: 322.27
Monoisotopic: 322.03478492
Chemical Formula
C10H11N4NaO5S
InChI Key
RFMIKMMOLPNEDG-QVUDESDKSA-M
InChI
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
IUPAC Name
sodium (2S,3S,5R)-3-methyl-4,4,7-trioxo-3-[(1H-1,2,3-triazol-1-yl)methyl]-4λ⁶-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
SMILES
[Na+].[H][C@@]12CC(=O)N1[C@@]([H])(C([O-])=O)[C@](C)(CN1C=CN=N1)S2(=O)=O
ChemSpider
5293097
BindingDB
50157692
ChEBI
85192
ChEMBL
CHEMBL1439
Wikipedia
Tazobactam
Predicted Properties
PropertyValueSource
Water Solubility10.3 mg/mLALOGPS
logP-0.87ALOGPS
logP-1.4Chemaxon
logS-1.5ALOGPS
pKa (Strongest Acidic)2.86Chemaxon
pKa (Strongest Basic)0.75Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area125.29 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity85.65 m3·mol-1Chemaxon
Polarizability25.75 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon