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51454

Sigma-Aldrich

Methicillin

≥95% (HPLC)

Sinonimo/i:

Sodium (2,6-dimethoxyphenyl)penicillin, Sodium methicillin

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About This Item

Formula empirica (notazione di Hill):
C17H19N2NaO6S
Numero CAS:
132-92-3
Peso molecolare:
402.40
Numero CE:
205-083-9
Numero MDL:
MFCD07787409
Codice UNSPSC:
51283503
ID PubChem:
329757690
NACRES:
NA.85

Origine biologica

synthetic

Livello qualitativo

200

Saggio

≥95% (HPLC)

Stato

powder

Colore

white to off-white

Spettro attività antibiotica

Gram-positive bacteria

Modalità d’azione

cell wall synthesis | interferes

Temperatura di conservazione

2-8°C

Stringa SMILE

[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
MGFZNWDWOKASQZ-UMLIZJHQSA-M

Applicazioni

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

Azioni biochim/fisiol

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

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

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

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H315,H317,H319,H334,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
069M4777V
088M4762V
117M4855V
076M4865V
056M4776V

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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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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