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A6848

Supelco

Aztreonam

analytical standard

Synonym(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

Empirical Formula (Hill Notation):
C13H17N5O8S2
CAS Number:
78110-38-0
Molecular Weight:
435.43
EC Number:
278-839-9
MDL number:
MFCD00072145
UNSPSC Code:
41116107
PubChem Substance ID:
329770905
NACRES:
NA.24

grade

analytical standard

Quality Level

100

form

powder or crystals

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

SMILES string

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

InChI key

WZPBZJONDBGPKJ-VEHQQRBSSA-N

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General description

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

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000377944
0000377944
0000226570
0000180356
029M4873V

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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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