Cefbuperazone

Title: Cefbuperazone
CAS Registry Number: 76610-84-9
CAS Name: (6R,7S)-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-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Additional Names: (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; 7b-[D-a-(4-ethyl-2,3-dioxo-1-piperazinecarboxamido)-b-(S)-hydroxybutanamido]-7a-methoxy-3-[5-(1-methyl-1,2,3,4-tetrazolyl)thiomethyl]-D3-cephem-4-carboxylic acid
Molecular Formula: C22H29N9O9S2
Molecular Weight: 627.65
Percent Composition: C 42.10%, H 4.66%, N 20.08%, O 22.94%, S 10.22%
Literature References: Broad spectrum injectable cephamycin. Prepn: I. Saikawa et al., BE 879217; eidem, US 4263292 (1980, 1981 both to Toyama). Distribution of 14C-cefbuperazone in mice: eidem, Jpn. J. Antibiot. 35, 2159 (1982), C.A. 98, 11062w (1982). In vitro and in vivo antibacterial activity: M. Tai et al., Antimicrob. Agents Chemother. 22, 728 (1982). General pharmacology: A. Takai et al., Jpn. J. Antibiot. 35, 2139 (1982), C.A. 98, 65142r (1982). Absorption, distribution, excretion: I. Saikawa et al., ibid. 2163, C.A. 98, 100691t (1982). Series of articles on cefbuperazone: Chemotherapy (Tokyo) 30, Suppl. 3 (1982) 986 pp. Stability and degradation studies: S. Takano et al., Yakugaku Zasshi 103, 62 (1983).
Properties: Solid, mp 118-120° (dec).
Melting point: mp 118-120° (dec)
Derivative Type: Sodium salt
CAS Registry Number: 76648-01-6
Manufacturers' Codes: T-1982
Trademarks: Keiperazon (Kaken); Tomiporan (Toyama)
Molecular Formula: C22H28N9NaO9S2
Molecular Weight: 649.63
Percent Composition: C 40.67%, H 4.34%, N 19.40%, Na 3.54%, O 22.17%, S 9.87%
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephamycins.
Cefcapene Pivoxil Cefclidin Cefdinir Cefditoren Cefetamet

Cefbuperazone
Cefbuperazone.png
Systematic (IUPAC) name
(6R,7S)-7-([(2R,3S)-2-[(4-ethyl-2,3-dioxopiperazine-1-carbonyl)amino]-3-hydroxybutanoyl]amino)-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes IM, IV
Identifiers
CAS number 76610-84-9 YesY
ATC code J01DC13
PubChem CID 127527
ChemSpider 26355342 N
UNII T0785J3X40 YesY
KEGG D03423 YesY
Chemical data
Formula C22H29N9O9S2 
Mol. mass 627.65 g/mol
 N (what is this?)  (verify)

Cefbuperazone (INN) is a second-generation cephalosporin antibiotic.[1][2]