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59798-30-0

59798-30-0 Structure

59798-30-0 Structure
IdentificationMore
[Name]

Mezlocillin sodium
[CAS]

59798-30-0
[Synonyms]

3,3-dimethyl-6-[[2-[(3-methylsulfonyl-2-oxo-imidazolidin-1-yl)carbonylamino]-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt
MEZLOCILLIN SODIUM
3,3-Dimethyl-6-[[2-[(3-methylsulfonyl-2-oxo-imidazolidin-1-yl)carbonylamino]-2-phenyl-acetyl]amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt
[Molecular Formula]

C21H24N5NaO8S2
[MDL Number]

MFCD07793332
[Molecular Weight]

561.56
[MOL File]

59798-30-0.mol
Chemical PropertiesBack Directory
[Appearance]

White to slightly yellow cryst. powder
[Melting point ]

197-201°C (dec.)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[Water Solubility ]

Soluble in water or DMSO
[InChIKey]

SIVUTTUWYPGKNR-MUEKIPJVNA-N
[SMILES]

C([C@H]1C(S[C@]2([H])[C@H](NC(=O)[C@@H](C3C=CC=CC=3)NC(=O)NC(N3CCN(S(=O)(=O)C)C3=O)=O)C(=O)N12)(C)C)(=O)O.[NaH] |&1:1,4,6,10,r|
[CAS DataBase Reference]

59798-30-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H334
[Precautionary statements ]

P261-P285-P304+P341-P342+P311-P501
Hazard InformationBack Directory
[Description]

Mezlocillin is a β-lactam antibiotic and derivative of ampicillin (Item No. 14417). It is active against B. fragilis, E. lentum, P. morbillorum, and F. nucleatum (MICs = 8, 4, 2, and 4 μg/ml, respectively). Mezlocillin (32 μg/ml) is also active against 10 strains of S. faecalis. In vivo, mezlocillin (240 mg/kg) increases survival and reduces bacteremia in a rabbit model of S. faecalis endocarditis. It completely eliminates lung P. morbillorum, E. lentum, and F. nucelatum, but not B. fragilis, in a rabbit model of pulmonary P. morbillorum, E. lentum, F. nucelatum, and B. fragilis infection when administered at a dose of 300 mg/kg. Formulations containing mezlocillin have been used in the treatment of various bacterial infections.
[Chemical Properties]

Mezlocillin sodium is white to slightly yellow cryst. powder
[Uses]

Antibacterial.
[Definition]

ChEBI: Mezlocillin sodium is an organic sodium salt. It contains a mezlocillin(1-).
[Brand name]

Mezlin (Bayer).
[Clinical Use]

Mezlocillin (Mezlin) is an acylureidopenicillin with an antibacterialspectrum similar to that of carbenicillin andticarcillin; however, there are some major differences. It ismuch more active against most Klebsiella spp., P. aeruginosa,anaerobic bacteria (e.g., Streptococcus faecalis andB. fragilis), and H. influenzae. It is recommended for thetreatment of serious infections caused by these organisms.
Mezlocillin is not generally effective against β-lactamase–producing bacteria, nor is it active orally. It isavailable as a white, crystalline, water-soluble sodium saltfor injection. Solutions should be prepared freshly and, ifnot used within 24 hours, refrigerated. Mezlocillin and otheracylureidopenicillins, unlike carbenicillin, exhibit nonlinearpharmacokinetics. Peak plasma levels, half-life, and areaunder the time curve increase with increased dosage.Mezlocillin has less effect on bleeding time than carbenicillin,and it is less likely to cause hypokalemia.
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