Tazobactam sodium
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| Category | Enzyme inhibitors |
| Catalog number | BBF-04048 |
| CAS | 89785-84-2 |
| Molecular Weight | 322.27 |
| Molecular Formula | C10H11N4NaO5S |
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Description
A penicillin derived beta-lactamase inhibitor and antibacterial agent.
Specification
| Related CAS | 89786-04-9 (free acid) |
| Synonyms | Tazobactam sodium salt |
| Storage | Store at 2-8°C |
| IUPAC Name | sodium;(2S,3S,5R)-3-methyl-4,4,7-trioxo-3-(triazol-1-ylmethyl)-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate |
| Canonical SMILES | CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)[O-])CN3C=CN=N3.[Na+] |
| 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 |
| InChI Key | RFMIKMMOLPNEDG-QVUDESDKSA-M |
Properties
| Appearance | White to Off-white Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Boiling Point | 707.1°C at 760 mmHg |
| Melting Point | 140-147°C |
| Density | 1.92 g/cm3 |
| Solubility | Soluble ethanol, DMF, DMSO |
Reference Reading
1.Visual and absorbance analyses of admixtures containing vancomycin and piperacillin-tazobactam at commonly used concentrations.
O'Donnell JN1, Venkatesan N2, Manek M3, Rhodes NJ1, Scheetz MH4. Am J Health Syst Pharm. 2016 Feb 15;73(4):241-6. doi: 10.2146/ajhp150170.
PURPOSE: The compatibility of vancomycin and piperacillin-tazobactam in concentrations typically used in extended-infusion dosing schemes was evaluated.
2.Zosyn (piperacillin/tazobactam) reformulation: Expanded compatibility and coadministration with lactated Ringer's solutions and selected aminoglycosides.
Desai NR1, Shah SM, Cohen J, McLaughlin M, Dalal HR. Ther Clin Risk Manag. 2008 Apr;4(2):303-14.
Zosyn((R)) , also known as Tazocin((R)) for injection, contains piperacillin and tazobactam and was approved by the US Food and Drug Administration in 1993 for the treatment of indicated serious infections. In 1995, United States Pharmacopoeia and European Pharmacopoeias reduced the particulate limit for injectables by 40%, based on general safety concerns. Wyeth attempted to control sporadic batch failures (associated with increased particulate formation) by shortening product expiration dating from 36 to 24 months and optimizing the stopper siliconization process. These modifications did not correct the problem completely. Wyeth reformulated Zosyn by incorporating two stabilizing functional excipients, ethylene diamine tetraacetic acid disodium salt (EDTA disodium) and sodium citrate, which solved the particulate formation problem. These two functional excipients also allowed for the first time Y-site coadministration of reformulated Zosyn product with amikacin and gentamicin at specific doses and concentrations, and with certain diluents, and the use of Ca(++) ion-containing Lactated Ringer's for admixture preparation.
3.Stability of aseptically prepared tazocin solutions in polyvinyl chloride bags.
Donnelly RF1. Can J Hosp Pharm. 2009 May;62(3):226-31.
BACKGROUND: Tazocin, a mixture of piperacillin and tazobactam, has recently been reformulated to include edetate disodium (EDTA) and citric acid. Since the introduction of this new formulation, there have been no studies of stability in polyvinylchloride (PVC) bags.
4.Physical compatibility of vancomycin and piperacillin sodium-tazobactam at concentrations typically used during prolonged infusions.
Leung E1, Venkatesan N, Ly SC, Scheetz MH. Am J Health Syst Pharm. 2013 Jul 1;70(13):1163-6. doi: 10.2146/ajhp120409.
PURPOSE: The physical compatibility of vancomycin and piperacillin sodium-tazobactam at dosing concentrations commonly administered during prolonged infusions was studied.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
