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51454

Sigma-Aldrich

Methicillin sodium salt

≥95% (HPLC)

Synonym(s):

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

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50 MG
$93.10

About This Item

Empirical Formula (Hill Notation):
C17H19N2NaO6S
CAS Number:
132-92-3
Molecular Weight:
402.40
EC Number:
205-083-9
MDL number:
MFCD07787409
UNSPSC Code:
51283503
PubChem Substance ID:
329757690
NACRES:
NA.85

$93.10

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biological source

synthetic

Quality Level

200

assay

≥95% (HPLC)

form

powder

color

white to off-white

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

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

InChI key

MGFZNWDWOKASQZ-UMLIZJHQSA-M

Application

Methicillin is used to study bacterium susceptibility [1], methicillin-resistance in Staphylococcus aureus [2], and to inhibit cell-wall synthesis [3].

Biochem/physiol Actions

Methicillin inhibits cell wall synthesis. In Legionella pneumophila, methicillin causes the formation of membranous lesions through which cytoplasmic contents are lost [3].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

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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Certificates of Analysis (COA)

Lot/Batch Number
0000317369
0000317369
0000206637
0000197009
0000151780

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Paweł Kwiatkowski et al.
International journal of molecular sciences, 21(19) (2020-10-01)
This study aimed to determine the effect of selected essential oil compounds (EOCs) on the antibacterial activity of β-lactam antibiotics (βLAs) against methicillin-resistant Staphylococcus aureus (MRSA) strains. The following parameters were studied: antibiotic susceptibility testing, detection of mecA gene and
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
Ulla Ruffing et al.
PloS one, 7(12), e52487-e52487 (2013-01-04)
As genotyping of S. aureus is important for epidemiologic research and for hygiene management, methods are required for standardized fast and easily applicable evaluation of closely related epidemic strains with high prevalence in hospitals. In this single centre matched control
Wei Zhu et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(1), 123-128 (2012-12-19)
With the rise in resistance to antibiotics such as methicillin, there is a need for new drugs. We report here the discovery and X-ray crystallographic structures of 10 chemically diverse compounds (benzoic, diketo, and phosphonic acids, as well as a
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)
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