CAS 104146-53-4|Cefditoren sodium

Introduction:Basic information about CAS 104146-53-4|Cefditoren sodium, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCefditoren sodium
CAS Number104146-53-4Molecular Weight528.56000
Density/Boiling Point/
Molecular FormulaC19H17N6NaO5S3Melting Point/
MSDS/Flash Point/

Names

NameCefditoren Acid Sodium Salt
SynonymMore Synonyms

Cefditoren sodium BiologicalActivity

DescriptionCefditoren sodium (ME 1206) is a broad-spectrum, third-generation, oral cephalosporin antibacterial with enhanced stability against many common β lactamases. Cefditoren sodium has activity against Gram-negative organisms and Gram-positive organisms. Cefditoren sodium can be used in the research of infection diseases such as acute exacerbations of chronic bronchitis, community-acquired pneumonia (CAP), streptococcal pharyngitis/tonsillitis, or uncomplicated skin and skin structure infections[1][2].
Related CatalogResearch Areas >>InfectionResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Anti-infection >>Bacterial
In VitroCefditoren (sodium) shows good activity against pneumoniae, S. pyogenes, Staphylococcus aureus, H. influenzae and H. parainfluenzae, M. catarrhalis[1]. Organism MIC50 (mg/L) MIC90 (mg/L) susceptible (%) Gram-positive organisms Streptococcus pneumoniae (untyped)a 0.015-0.25 0.12-1 PS ≤0.008-0.03 0.015-0.25 99-100 PI 0.06-0.5 0.25-0.5 94-100 PR 0.25-1 0.5-2 7-100 S. pyogenes ≤0.008-0.03 0.015-0.03 100 Staphylococcus aureus (MS) 0.12-0.5 0.5-1 50-100 Gram-negative organisms Haemophilus ≤0.008-≤0.03 0.015-0.13 influenzae (untyped)b β-Lactamase + ≤0.008-0.03 0.015-0.06 100 β-Lactamase - ≤0.008-0.03 0.015-0.06 100 H. parainfluenzaeb ≤0.03 0.06 Moraxella 0.03-0.5 0.25-1 96 catarrhalis (untyped)b β-Lactamase + ≤0.03-0.25 0.12-0.5 100 β-Lactamase - ≤0.008-0.03 0.015-0.06 100 a Including PS, PI and PR strains. b Including both β-lactamase-positive and -negative strains. MIC50/90=mean minimum inhibitory concentrations required to inhibit the growth of 50% or 90% of bacterial strains; MS=susceptible to meticillin; PI=intermediate susceptibility to penicillin; PR=resistant to penicillin; PS=susceptible to penicillin.
In VivoPharmacokinetics in mice[1]: Cefditoren (mg/kg) C0 (µg/ml) t1/2 (h) AUClast (µg× h/ml) Tlast (h) 6.25 53.0 0.9 30.4 6 12.5 168.4 1.1 64.1 8 25 232.5 0.9 101.3 8 50 290.6 1.1 124.4 8
References

[1]. Wellington K, et al. Cefditoren pivoxil: a review of its use in the treatment of bacterial infections. Drugs. 2004;64(22):2597-618.

[2]. Cafini F, et al. Enhanced in vivo activity of cefditoren in pre-immunized mice against penicillin-resistant S. pneumoniae (serotypes 6B, 19F and 23F) in a sepsis model. PLoS One. 2010 Aug 10;5(8):e12041.

Chemical & Physical Properties

Molecular FormulaC19H17N6NaO5S3
Molecular Weight528.56000
Exact Mass528.03200
PSA244.71000
LogP0.86800
InChIKeyVFUMWBZIKOREOO-ZSCWKNKWSA-N
SMILESCON=C(C(=O)NC1C(=O)N2C(C(=O)O)=C(C=Cc3scnc3C)CSC12)c1csc(N)n1.[Na+]

Synonyms

sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-acetyl]amino]-3-[(E)-2-(4-methyl-1,3-thiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
ME-1206
(6R-(3(Z),6alpha,7beta(Z)))-7-(((2-Amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(2-(4-methyl-5-thiazolyl)ethenyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid monosodium salt
Cefditoren sodium
[6R-[3(Z),6a,7b(Z)]]-7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[2-(4-methyl-5-thiazolyl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-carboxylic acid sodium salt
sodium (6R,7R)-7-[2-amino-4-thiazolyl[(methoxyimino)acetyl]amino]-3-[(Z)-2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylate
(6R,7R)-7-[(Z)-2-(2-Amino-4-thiazolyl)-2-(methoxyimino)acetylamino]-3-[(Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid sodium salt
Cefditoren acid,sodium salt
7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt
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