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Methicillin (sodium salt)

Catalog No.
C3238
semisynthetic penicillin antibiotic
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$61.00
Ship with 5-10 days
50mg
$55.00
Ship with 5-10 days
100mg
$91.00
Ship with 5-10 days
250mg
$167.00
Ship with 5-10 days

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Background

Methicillin is a semisynthetic penicillin antibiotic.

In vitro: Similar to other β-lactam antibiotics, meticillin acts via inhibiting the synthesis of bacterial cell walls. Meticillin can block the cross-linkage between the linear peptidoglycan polymer chains by binding to and competitively inhibiting the transpeptidase enzyme or penicillin-binding proteins [1].

In vivo: In a previous animal study, the treatment with methicillin or gentamicin or both was started 3 days after infection to a experimental mouse model of foreign body infection. Results found that the treatment showed a significant effect, demonstrated as reduction of bacteria on the foreign body, for all three regimens with a reduction of up to 2 log units, but there was no synergism. However, the actual efficacy of the treatment was poor, though the local methicillin concentrations was greater than the MIC for at least 72 h [2].

Clinical trial: Meticillin was developed by Beecham in 1959 and it has been previously used to treat infections caused by susceptible gram-positive bacteria, particularly, penicillinase-producing organisms such as Staphylococcus aureus resistant to most penicillins. However, currently meticillin is no longer manufactured since the more stable and similar penicillins such as oxacillin, flucloxacillin, and dicloxacillin are identified [1].

References:
[1] https://en. wikipedia.org/wiki/Meticillin
[2] Espersen F, Frimodt-M ller N, Corneliussen L, Riber U, Rosdahl VT, Skinh j P.  Effect of treatment with methicillin and gentamicin in a new experimental mouse model of foreign body infection. Antimicrob Agents Chemother. 1994 Sep;38(9):2047-53.

Chemical Properties

StorageStore at -20°C
M.Wt402.4
Cas No.132-92-3
FormulaC17H19N2O6S·Na
SynonymsBRL 1241,SQ 16,123,X 1497
Solubility≥14.4mg/mL in DMSO
Chemical Name(2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, monosodium salt
SDFDownload SDF
Canonical SMILESO=C(N[[email protected]@H]1C(N2[[email protected]]1([H])SC(C)(C)[[email protected]@H]2C([O-])=O)=O)C3=C(OC)C=CC=C3OC.[Na+]
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Quality Control

Quality Control & MSDS

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Chemical structure

Methicillin (sodium salt)