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A6848

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Aztreonam

analytical standard

Synonyme(s) :

[2S-[2α,3β(Z)]]-2-[[[1-(2-Amino-4-thiazolyl)-2-[(2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino]-2-oxoethylidene]amino]oxy]-2-methylpropanoic acid

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About This Item

Formule empirique (notation de Hill):
C13H17N5O8S2
Numéro CAS:
Poids moléculaire :
435.43
Numéro CE :
Numéro MDL:
Code UNSPSC :
41116107
ID de substance PubChem :
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

Forme

powder or crystals

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

Chaîne SMILES 

C[C@H]1[C@H](NC(=O)\C(=N/OC(C)(C)C(O)=O)c2csc(N)n2)C(=O)N1S(O)(=O)=O

InChI

1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1

Clé InChI

WZPBZJONDBGPKJ-VEHQQRBSSA-N

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Description générale

Aztreonam belongs to the group of monocyclic β-lactam antibiotics, isolated from Chromobacterium violaceum. It is used against gram-negative bacterial infections, such as infections of the bladder, kidneys, bone, and urinary tract. It acts by binding to the penicillin-binding protein-3 (PBP3) and inhibiting the synthesis of bacterial cell walls causing cell lysis and death.

Application

The analytical standard can be used as follows:
  • Determination of aztreonam in two simulated lung fluid solutions― artificial lysosomal fluid and gamble solution by a UV spectroscopic method
  • Multi-residue analysis of eight β-lactams by ultra-high performance liquid chromatography (UHPLC) combined with a photo-diode array (PDA) detector in human plasma & serum samples
  • Simultaneous quantitative analysis of nine β-lactams by UHPLC along with tandem mass spectrometry (MS/MS) in human plasma samples

Autres remarques

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Neonatal and Pediatric Pharmacology: Therapeutic Principles in Practice (2010)
The Antimicrobial Drugs (2000)
Michael N Dudley et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 56(9), 1301-1309 (2013-01-22)
Widespread resistance in Enterobacteriaceae and Pseudomonas aeruginosa to cephalosporin and monobactam antibiotics due to extended-spectrum β-lactamases (ESBLs) has resulted in the need for reassessment of the interpretative criteria (breakpoints) established for these agents more than 2 decades ago. Following extensive
Kristen Zeitler et al.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 69(2), 107-115 (2012-01-05)
The pharmacology, safety, efficacy, pharmacokinetics, pharmacodynamics, current place in therapy, and potential future therapeutic uses of inhaled aztreonam are reviewed. Inhaled aztreonam, a newly formulated lysine salt of the original monobactam antibiotic, is approved for the treatment of respiratory symptoms
H Mattie
Clinical pharmacokinetics, 26(2), 99-106 (1994-02-01)
Plasma concentrations of aztreonam follow a 2-compartment open model with a distribution half-life of 0.20 hours after intravenous injection. The volume of distribution at steady-state (Vss) after intravenous and intramuscular injection is about 0.16 L/kg (0.42 L/kg for free drug).

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