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Merck
CN

A6848

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
NACRES:
NA.24
PubChem Substance ID:
329770905
UNSPSC Code:
41116107
EC Number:
278-839-9
MDL number:
MFCD00072145

Key Documents

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InChI key

WZPBZJONDBGPKJ-VEHQQRBSSA-N

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

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

grade

analytical standard

form

powder or crystals

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

Quality Level

100

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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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000377944
0000377944
0000226570
0000226570
0000180356

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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
Stéphanie Nemeghaire et al.
The Journal of antimicrobial chemotherapy, 69(11), 2928-2934 (2014-07-27)
This study aimed at assessing the epidemiology and genetic diversity of methicillin-resistant Staphylococcus sciuri (MRSS) from different farm animal species. Nasal swabs were collected from 200 pigs, 100 dairy cows, 100 beef cows, 150 veal calves and 200 broilers. Colonies
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
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Product Information Sheet - A6848

Product Information Sheet

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