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A8523

Sigma-Aldrich

Amoxicillin

95.0-102.0% anhydrous basis

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Synonym(s):
Amoxicillin anhydrous, D-(-)-α-Amino-p-hydroxybenzyl penicillin
Empirical Formula (Hill Notation):
C16H19N3O5S
CAS Number:
Molecular Weight:
365.40
Beilstein/REAXYS Number:
7507120
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

assay

95.0-102.0% anhydrous basis

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI key

LSQZJLSUYDQPKJ-NJBDSQKTSA-N

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1 of 4

This Item
A9393A6140A1593
vibrant-m

A8523

Amoxicillin

vibrant-m

A9393

Ampicillin

vibrant-m

A6140

Ampicillin trihydrate

vibrant-m

A1593

Ampicillin

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

assay

95.0-102.0% anhydrous basis

assay

96.0-102.0% (anhydrous basis)

assay

-

assay

-

form

powder

form

solid

form

powder or crystals

form

solid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

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.

Biochem/physiol Actions

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.

Other Notes

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

pictograms

Health hazard

signalword

Danger

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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
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
Amélie Carrër et al.
Antimicrobial agents and chemotherapy, 54(3), 1369-1373 (2010-01-21)
Eighteen carbapenem-resistant, OXA-48-positive enterobacterial isolates recovered from Turkey, Lebanon, Egypt, France, and Belgium were analyzed. In most isolates, similar 70-kb plasmids carrying the carbapenemase gene bla(OXA-48) were identified. That gene was located within either transposon Tn1999 or transposon Tn1999.2, which
José-Manuel Rodríguez-Martínez et al.
Antimicrobial agents and chemotherapy, 53(5), 1766-1771 (2009-03-05)
The characterization of AmpC-type beta-lactamases was performed in a collection of 32 clinical Pseudomonas aeruginosa isolates with intermediate susceptibility or resistance to imipenem and ceftazidime. Twenty-one out of those 32 isolates overexpressed AmpC beta-lactamase, and the MICs of ceftazidime and
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.

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