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Merck

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)

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Certificates of Analysis (COA)

Lot/Batch Number
0000377944
0000377944
0000226570
0000226570
0000180356

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The Antimicrobial Drugs (2000)
Kimberly A Pesaturo et al.
The Annals of pharmacotherapy, 46(7-8), 1076-1085 (2012-07-06)
To evaluate the pharmacology, clinical efficacy, and safety of aztreonam lysine for inhalation (AZLI) for cystic fibrosis (CF)-related signs and symptoms of pulmonary disease. Literature was searched in MEDLINE through PubMed and cross-referenced with EMBASE (1980-June 2012). The key search
Céline Vidaillac et al.
Antimicrobial agents and chemotherapy, 53(6), 2360-2366 (2009-04-08)
Ceftaroline is a novel broad-spectrum cephalosporin that exhibits bactericidal activity against many gram-positive and -negative pathogens. However, the activity of ceftaroline cannot be solely relied upon for eradication of multidrug-resistant gram-negative isolates, such as Pseudomonas aeruginosa and extended-spectrum beta-lactamase (ESBL)-producing
Baroukh Maurice Assael
Expert review of anti-infective therapy, 9(11), 967-973 (2011-10-28)
An aerosol form of aztreonam lysinate has recently been developed as a treatment for cystic fibrosis patients suffering from chronic Pseudomonas aeruginosa lung colonization. Local administration means the drug can reach mucus concentrations in the order of hundreds of times
W C Hellinger et al.
Mayo Clinic proceedings, 74(4), 420-434 (1999-04-30)
Imipenem and meropenem, members of the carbapenem class of beta-lactam antibiotics, are among the most broadly active antibiotics available for systemic use in humans. They are active against streptococci, methicillin-sensitive staphylococci, Neisseria, Haemophilus, anaerobes, and the common aerobic gram-negative nosocomial
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Product Information Sheet - A6848

Product Information Sheet

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