Cefoselis sulfate
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Cefoselis sulfate
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CAS No:
122841-12-7
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Formula:
C19H22N8O6S2.H2O4S
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Chemical Name:
Cefoselis sulfate
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Synonyms:
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetyl]amino]-3-[[2,3-dihydro-2-(2-hydroxyethyl)-3-imino-1H-pyrazol-1-yl]methyl]-8-oxo-,(6R,7R)-,sulfate (1:1);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[2,3-dihydro-2-(2-hydroxyethyl)-3-imino-1H-pyrazol-1-yl]methyl]-8-oxo-,[6R-[6α,7β(Z)]]-,sulfate (1:1) (salt);5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-[[(2Z)-(2-amino-4-thiazolyl)(methoxyimino)acetyl]amino]-3-[[2,3-dihydro-2-(2-hydroxyethyl)-3-imino-1H-pyrazol-1-yl]methyl]-8-oxo-,(6R,7R)-,sulfate (1:1) (salt);FK 037;Cefoselis sulfate;Winsef;144739-70-8;147025-56-7
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CAS No:
Description
Cefoselis is a new fourth-generation cephalosporin and was launched in Japan as a parenteral antibiotic for a variety of infections including Staphylococcus aureus (particularly the methicillin-resistant MRSA) and Pseudornonas aeruginosa. It can be prepared in 3 related ways, all using 2- pyrazolomethyl-3-cephem-4-carboxylic as the key intermediate. In preclinical studies, Cefolesis had better MIC50s than Ceftazidime against Streptococcus pneurnoniae or Staphflococcus aureus (methicillin-
Computed Properties
Molecular Weight:620.6
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:17
Rotatable Bond Count:9
Exact Mass:620.07775251
Monoisotopic Mass:620.07775251
Topological Polar Surface Area:334
Heavy Atom Count:40
Complexity:1100
Defined Atom Stereocenter Count:1
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
Drug Function and Efficacy
It inhibits the synthesis of bacterial cell walls, has high affinity for S. aureus and PBP1, 2 and 3, and has affinity for E. coli in the order of PBP3, 1b, 1a, 4. It has a broad antibacterial spectrum, including Gram-positive bacteria (such as Staphylococcus, Pneumococcus, Streptococcus) and Gram-negative bacteria (such as Pseudomonas, Escherichia coli, Klebsiella, Enterobacter, Serratia, Proteus, Morganella, Providencia). It is stable and has low affinity for β-lactamase produced by various bacteria, and has antibacterial activity against β-lactamase-producing bacteria.
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