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Key Documents

A8523

Sigma-Aldrich

Amoxicillin

95.0-102.0% anhydrous basis

Synonyme(s) :

Amoxicillin anhydrous, D-(-)-α-Amino-p-hydroxybenzyl penicillin

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About This Item

Formule empirique (notation de Hill):
C16H19N3O5S
Numéro CAS:
Poids moléculaire :
365.40
Numéro Beilstein :
7507120
Numéro CE :
Numéro MDL:
Code UNSPSC :
51102829
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Niveau de qualité

Pureté

95.0-102.0% anhydrous basis

Forme

powder

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

cell wall synthesis | interferes

Température de stockage

2-8°C

Chaîne SMILES 

CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(O)=O

InChI

1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1

Clé InChI

LSQZJLSUYDQPKJ-NJBDSQKTSA-N

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Description générale

Chemical structure: ß-lactam

Application

Amoxicillin is used to study the oxygen dependent antimicrobial systems of polymorphonuclear leukocytes (PMNLs), the risk of resistance development in Helicobacter pylori, and various dosing strategies against Streptococcus pneumoniae and Pneumococcal pneumonia . It is also used to study the synthesis of bacterial cell walls at the level of peptidoglycan polymer chain cross-linking involving bacterial transpeptidase.

Actions biochimiques/physiologiques

Amoxicillin is a broad-spectrum, β-lactam antibiotic. It is a 4-hydroxy analog of ampicillin with similar ranges of actions and utility to ampicillin. Amoxicillin inhibits the cross-linkage between linear peptidoglycan polymer chains that are the major component of both Gram-positive and Gram-negative bacteria.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.

Pictogrammes

Health hazard

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Resp. Sens. 1 - Skin Sens. 1

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

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Laurent Poirel et al.
Antimicrobial agents and chemotherapy, 54(11), 4914-4916 (2010-09-09)
A multidrug-resistant Escherichia coli isolate recovered in Australia produced a carbapenem-hydrolyzing β-lactamase. Molecular investigations revealed the first identification of the bla(NDM-1) metallo-β-lactamase gene in that country. In addition, this E. coli isolate expressed the extended-spectrum β-lactamase CTX-M-15, together with two
M Sörberg et al.
Antimicrobial agents and chemotherapy, 42(5), 1222-1228 (1998-05-21)
We have studied initial killing, morphological alterations, the frequency of occurrence, and the selective growth of resistant subpopulations of Helicobacter pylori during exposure to amoxicillin, clarithromycin, or metronidazole by bioluminescence assay of intracellular ATP levels, microscopy, and a viable count
Jose-Manuel Rodriguez-Martinez et al.
Antimicrobial agents and chemotherapy, 54(1), 471-476 (2009-11-18)
Two carbapenem-resistant isolates, one Escherichia coli isolate and one Klebsiella pneumoniae isolate, recovered from an Algerian patient expressed a novel VIM-type metallo-beta-lactamase (MBL). The identified bla(VIM-19) gene was located on a ca. 160-kb plasmid and located inside a class 1
Heather K Sun et al.
The Journal of antimicrobial chemotherapy, 56(3), 559-565 (2005-07-19)
Amoxicillin and clarithromycin have been proven to be effective in the treatment of community-acquired pneumonia. This study investigated the in vivo bactericidal efficacy of a novel, pulsatile dosing strategy for amoxicillin and clarithromycin, when used as monotherapy and combination therapy.
Yohei Doi et al.
Antimicrobial agents and chemotherapy, 52(6), 1952-1956 (2008-03-26)
A chromosomally encoded class D beta-lactamase, OXA-114, was characterized from Achromobacter xylosoxidans strain CIP69598. beta-Lactamase OXA-114 shared 56% amino acid identity with the naturally occurring class D beta-lactamase of Burkholderia cenocepacia and 42% identity with the acquired oxacillinases OXA-9 and

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