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Merck

51454

Sigma-Aldrich

Methicillin Natriumsalz

≥95% (HPLC)

Synonym(e):

(2,6-Dimethoxyphenyl)-penicillin Natriumsalz

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About This Item

Empirische Formel (Hill-System):
C17H19N2NaO6S
CAS-Nummer:
Molekulargewicht:
402.40
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
51283503
PubChem Substanz-ID:
NACRES:
NA.85

Biologische Quelle

synthetic

Qualitätsniveau

Assay

≥95% (HPLC)

Form

powder

Farbe

white to off-white

Wirkungsspektrum von Antibiotika

Gram-positive bacteria

Wirkungsweise

cell wall synthesis | interferes

Lagertemp.

2-8°C

SMILES String

[Na+].COc1cccc(OC)c1C(=O)N[C@H]2C3SC(C)(C)[C@@H](N3C2=O)C([O-])=O

InChI

1S/C17H20N2O6S.Na/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4;/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23);/q;+1/p-1/t11-,12+,15-;/m1./s1

InChIKey

MGFZNWDWOKASQZ-UMLIZJHQSA-M

Anwendung

Methicillin is used to study bacterium susceptibility , methicillin-resistance in Staphylococcus aureus , and to inhibit cell-wall synthesis .

Biochem./physiol. Wirkung

Methicillin inhibits cell wall synthesis. In Legionella pneumophila, methicillin causes the formation of membranous lesions through which cytoplasmic contents are lost .

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

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

Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

The absence of D-alanine from lipoteichoic acid and wall teichoic acid alters surface charge, enhances autolysis and increases susceptibility to methicillin in Bacillus subtilis.
Jorg Wecke, Kazimierz Madela, et al.
Microbiology, 143, 2953-2960 (1997)
G L French et al.
The Journal of antimicrobial chemotherapy, 20(4), 599-608 (1987-10-01)
Four-hundred and seventy-six isolates of Staphylococcus aureus from patients in Hong Kong were tested for methicillin-resistance by agar dilution and disc diffusion methods, using heavy inocula. With Mueller-Hinton agar incubated at 30 degrees C for 24 h, 216 (MRSA) isolates
F G Rodgers et al.
Journal of medical microbiology, 31(1), 37-44 (1990-01-01)
The response of Legionella pneumophila to antibiotics that inhibit cell-wall, protein and DNA synthesis was examined by electronmicroscopy, MIC estimations and viable counts. Ampicillin, cefotaxime, methicillin, erythromycin, rifampicin and ciprofloxacin, each used separately at 20 times their respective MIC values
Ann L Bull et al.
Annals of surgery, 256(6), 1089-1092 (2012-07-25)
To compare risks for developing surgical site infection (SSI) due to Staphylococcus aureus when vancomycin is used for antibiotic prophylaxis with risks when a β-lactam antibiotic is administered for prophylaxis. Vancomycin is often used as surgical antibiotic prophylaxis for major
Alex J McCarthy et al.
Veterinary dermatology, 23(4), 267-275 (2012-07-25)
Meticillin-resistant Staphylococcus aureus (MRSA) continues to pose a major threat to human health. In animals, MRSA has become established as a veterinary pathogen in pets and horses; in livestock, it presents a concern for public health as a reservoir that

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