ChemicalBook--->CAS DataBase List--->76610-84-9

76610-84-9

76610-84-9 Structure

76610-84-9 Structure
IdentificationBack Directory
[Name]

Cefbuperazone
[CAS]

76610-84-9
[Synonyms]

Tomiporan
Keiperazon
CEFBUPERAZONE
The side chain of Cefbuperazone
methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-,(6r-(6-alpha,7-alpha,7(2r*,3s*))
5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylicacid,7-((2-(((4-ethyl-2,3-dio
xo-1-piperazinyl)carbonyl)amino)-3-hydroxy-1-oxobutyl)amino)-7-methoxy-3-(((1-
(6R,7S)-7-((2R,3S)-2-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-3-hydroxybutyramido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2R,3S)-2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-3-hydroxy-1-oxobutyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, (6R,7S)-
5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[2-[[(4-ethyl-2,3-dioxo-1-piperazinyl)carbonyl]amino]-3-hydroxy-1-oxobutyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-, [6R-[6α,7α,7(2R*,3S*)]]-
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C22H29N9O9S2
[MDL Number]

MFCD00864869
[MOL File]

76610-84-9.mol
[Molecular Weight]

627.65
Chemical PropertiesBack Directory
[Melting point ]

118-120° (dec)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

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

Solid
[color ]

White to Off-White
[Stability:]

Hygroscopic
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Trifluoroacetic acid-->Piperazine-->D-Threonine-->Lithium methoxide
Hazard InformationBack Directory
[Chemical Properties]

Solid, melting point 118-120°C (decomposition).
Cefbuperaxone Sodium: C22H28N9O9S2NaO [76648-01-6]. White to pale yellowish white powder, odorless, slightly bitter. Very soluble in water, freely soluble in methanol, slightly soluble in ethanol, practically insoluble in ether.
[Uses]

Cefbuperazone is a second-generation cephalosporin antibiotic.
[Definition]

ChEBI: Cefbuperazone is a second-generation cephamycin antibiotic having [(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl and {N-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonyl]-D-threonyl}amino side groups located at positions 3 and 7beta respectively. It is a peptide and a cephalosporin.
[Antimicrobial activity]

Cefbuperazone is a semisynthetic cephamycin antibiotic with properties similar to those of cefoxitin, but somewhat more active against B. fragilis and enterobacteria. It is not hydrolyzed by common β-lactamases and as a result its activity is not affected by inoculum size. It is not active against cefoxitin-resistant strains. It is available in Japan.
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