Merck
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A8523

Sigma-Aldrich

Amoxicillin

potency: ≥900 μg per mg

Empirical Formula (Hill Notation):
C16H19N3O5S
CAS Number:
Molecular Weight:
365.40
Beilstein:
7507120
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

form

solid

potency

≥900 μg per mg

solubility

1 M NH4OH: 50 mg/mL

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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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 pylor, 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 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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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Product Information Sheet

More Documents

Quotes and Ordering

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
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
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
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.
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

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