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A8523

Amoxicillin

95.0-102.0% anhydrous basis

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C16H19N3O5S
Número CAS:
Peso molecular:
365.40
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
248-003-8
Beilstein/REAXYS Number:
7507120
MDL number:
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Quality Level

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

General description

Chemical structure: β-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 [1][2][3][4]. 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.

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Este artículo
A9393A6140A1593
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

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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


pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Clase de almacenamiento

11 - Combustible Solids

wgk

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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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.
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



Número de artículo de comercio global

SKUGTIN
A8523-10G04061834427742
A8523-1G04061833392034
A8523-25G04061833392041
A8523-5G04061833392089

Questions

1–5 of 5 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Which method do you use to measure the potency?

    1 answer
    1. Potency is not a quality specification for the product and, for that reason, is not determined.

      Helpful?

  4. Bonjour, je n'ai pas trouvé de fiche pour savoir comment solubiliser à 10 mg/ml de l'amoxicilline A8523 ? Je veux traiter des souris par voie intraperitoneale, et je ne peux pas injecter plus de 100µl. Merci . Catherine

    1 answer
    1. This product is soluble at 50 mg/mL in 1M Ammonium Hydroxide. This stock may then be diluted in a physiologic buffer. This product is not tested for in vivo or in vitro use. Stock solutions would require filter sterilization before use. Also, note that this product tends to have a high moisture content.
      It is advised to review the lot-specific Certificate of Analysis to accurately prepare a stock solution.

      Helpful?

  5. Solubility?

    1 answer
    1. As mentioned in the product specification sheet, this product can be solubilized in 1 M ammonium hydroxide (50 mg/ml), yielding a clear, colorless to light yellow solution.

      Please view the Specification Sheet for more information:
      https://www.sigmaaldrich.com/specification-sheets/302/635/A8523-BULK________SIGMA____.pdf

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