| Identification | Back Directory | [Name]
Methicillin Sodium Salt | [CAS]
132-92-3 | [Synonyms]
meticillin sodium
Sodium methicillin
Methicillin sodium
Meticillin sodium salt
Methicillin sodium salt
METHICILLIN SODIUM USP/EP/BP
Methicillin Sodium Salt USP/EP/BP
Sodium (2,6-dimethoxyphenyl)penicillin
sodium 6-(2,6-dimethoxybenzamido)penicillanate
6α-[(2,6-Dimethoxybenzoyl)amino]penicillanic acid sodium salt
Sodium (2,6-dimethoxyphenyl)penicillin, Sodium methicillin
(2S,5R,6R)-6-[(2,6-Dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt | [EINECS(EC#)]
205-083-9 | [Molecular Formula]
C17H19N2NaO6S | [MDL Number]
MFCD07787409 | [MOL File]
132-92-3.mol | [Molecular Weight]
402.397 |
| Chemical Properties | Back Directory | [Melting point ]
196-197℃ | [Boiling point ]
640℃ | [Fp ]
>110°(230°F) | [storage temp. ]
2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly), Water (Slightly) | [form ]
powder | [color ]
white to off-white | [Water Solubility ]
Slightly soluble in acetone. Soluble in ethanol or water | [Sensitive ]
Light Sensitive |
| Hazard Information | Back Directory | [Description]
Methicillin is a semisynthetic penicillin antibiotic that can inhibit bacterial cell wall synthesis.1 It can be used to study methicillin-resistance in S. aureus.2 | [Uses]
antibacterial | [Uses]
Semi-synthetic antibiotic related to Penicillin. Antimicrobial. | [Definition]
ChEBI: Methicillin sodium is an organic sodium salt. It contains a methicillin(1-). | [Brand name]
Staphcillin (Apothecon). | [Clinical Use]
During 1960, methicillin sodium, 2,6-dimethoxyphenylpenicillinsodium (Staphcillin), the second penicillin produced asa result of the research that developed synthetic analogs, wasintroduced for medicinal use.
Methicillin sodium is particularly resistant to inactivationby the penicillinase found in staphylococci and somewhatmore resistant than penicillin G to penicillinase fromBacillus cereus.
| [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]. | [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. |
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